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The Best Sailboat Rentals in Puerto Rico

Browse, book, and get out onto the water with local captains and boat owners., our favorite sailboat rentals in puerto rico.

5 (272 reviews)

  • Boat Rentals

Puerto Rico

Amazing Day at Icacos & Palomino Islands

Amazing Day at Icacos & Palomino Islands

Private San Juan Bay Cruise 37' Sailboat

Private San Juan Bay Cruise 37' Sailboat

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

Private Luxury Sailing Experience out of Old San Juan

Private Luxury Sailing Experience out of Old San Juan

 Flamenco Beach Tour at Culebra, PR

Flamenco Beach Tour at Culebra, PR

Private Sail Classic 1969 Sloop in San Juan, Puerto Rico

Private Sail Classic 1969 Sloop in San Juan, Puerto Rico

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

Charter 52' Cruising sailboat in Fajardo, Puerto Rico

Charter 52' Cruising sailboat in Fajardo, Puerto Rico

Sunset Cruise in San Juan Puerto Rico

Sunset Cruise in San Juan Puerto Rico

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

Janise Sailing Overnight Charter - Fajardo, Puerto Rico 🇵🇷

Janise Sailing Overnight Charter - Fajardo, Puerto Rico 🇵🇷

Suggested searches, types of boats popular in puerto rico.

yacht

From mid-size to mega yachts, these luxury boats are great for groups and celebrations

₽13,670-₽252,950

tours

Explore local waters with a boat rental dedicated to sightseeing and exploration

₽5,100-₽223,320

kayak

Who says you need a motor to have fun on the water?

₽1,820-₽287,130

fishing-charter

  • Fishing Charters

Let a captain do the driving while you do the fishing

₽7,470-₽102,550

fishing-boat

Fishing Boats

Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts

₽7,380-₽82,490

snorkle

Get off the boat and into the water with offshore snorkeling trips

₽2,550-₽200,540

jet-ski

Fast, fun, and easy to operate, these are a guaranteed good time on the water

₽4,560-₽13,670

diver

Explore the ocean depths with trained boat operators

₽8,660-₽264,340

houseboat

All the comforts of home out on the water, for multi-day boat trips

₽11,850-₽154,500

pontoon

Perfect for casual cruising, sandbar stops, swimming, and parties

Top Sailboat Rental Locations Near Puerto Rico

Fajardo , Fajardo

124 listings

La Parguera , Lajas

Most Popular Yacht Rentals in Puerto Rico

Half Day VIP Private Charter On 40ft Wellcraft Yacht - Explore Beautiful Islands

Half Day VIP Private Charter On 40ft Wellcraft Yacht - Explore Beautiful Islands

Rent a GRADY WHITE BOAT in amazing crystal water! Visit the best beaches!

Rent a GRADY WHITE BOAT in amazing crystal water! Visit the best beaches!

29' Wellcraft Cuddy Cabin Private Charter in Fajardo

29' Wellcraft Cuddy Cabin Private Charter in Fajardo

Yacht And Ground Transportation Services San Juan To Fajardo Roundtrip Package

Yacht And Ground Transportation Services San Juan To Fajardo Roundtrip Package

Most popular boat tours in puerto rico.

Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

Center console Mako 23 Private Boat Tours and snorkeling In Fajardo

SeaDoo Switch Pontoon Boat in Playa Rompeolas Aguadilla and Playa Lala in Rincon

SeaDoo Switch Pontoon Boat in Playa Rompeolas Aguadilla and Playa Lala in Rincon

36’ Luxury Express Yacht Charter In Fajardo, Puerto Rico

36’ Luxury Express Yacht Charter In Fajardo, Puerto Rico

Combate Beach Private Fishing Charters and Tours

Combate Beach Private Fishing Charters and Tours

Most popular kayak rentals in puerto rico.

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

Snorkeling & Kayak Mini Eco-Experience

Snorkeling & Kayak Mini Eco-Experience

Enjoy a Kayak in Rincón Puerto Rico

Enjoy a Kayak in Rincón Puerto Rico

Night Snorkeling Boat Experience with Snack and Drinks

Night Snorkeling Boat Experience with Snack and Drinks

Recent reviews in puerto rico.

José was very responsive to our specific needs, and he was very accommodating for our two younger kids. From having fruit, snacks, and drinks he also had beach toys, snorkel gear, and took pictures for us. Definitely recommend him!

Cristina

I need more stars to rate this trip and Domingo a 10!!! Everything about this day was beyond amazing!!! The sailing, the amazing beach and swimming….THE LUNCH!!!! But most of all his kindness and hospitality are top notch!!!! Worth every penny and every second of the day!

Highly recommend. We booked a day trip with Jose to Culebra Island (Flamenco beach) and really enjoyed the amazing day. The captain and the mate made our day exciting and unforgettable. There are a lot of beach toys, chairs, snorkeling gears, drinks and snacks on the boat, so you don't need to care about it. For extras you may get a bbq and/or a Seabob, which is cool underwater scooter. Will definitely book again.

This is a must book experience!! Beautiful boat, with an even better captain! He drove the boat so smooth and made a point to try to avoid the huge waves and not get us soaking wet. They had several activities for us (volleyball, football, Sea Bob, shaded umbrella with chairs, etc.) They made us a beautiful light lunch consisting of a full charcuterie board, sandwiches, fruit board, and snacks. They had unlimited drinks ready for us which were DELICIOUS and made sure our drinks were full before we even realized they were low. We visited two stunning islands and had the best time. The water was crystal clear. These are great, friendly people that provide the best possible experience at an affordable boat. 10/10. We will be coming back here for our next trip!

Just an unforgettable experience that we are all still processing in our minds. Before anything, I would like to say how respectfully Jose and Alex treated my family from start to finish. They were kind, accommodating, and wanted us to get the most out of our experience. Everything had a personal touch, from the trip to the island, setting up at the beach, providing the food, teaching us how to use the equipment... everything. The scenery, location, and the trip to the different islands were a once-in-a-lifetime experience. Thank you for making this my wife's best birthday ever, Jose and Alex.

We had an amazing day on the water with Black Octopus Tours. From planning the trip to our time snorkeling and splashing around, everything was top notch for our family of four. No details were left out, including having all the food and drinks we needed, snorkeling gear, beach toys, and even picking our own playlist. I HIGHLY recommend!!

Top Sailboat Rental Locations in Puerto Rico

San Juan , San Juan

10 listings

Roosevelt Roads , Ceiba

Ceiba , Ceiba

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Sail Puerto Rico & Spanish Virgin Islands

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Sailing the Island of Enchantment, and Much More Besides

Puerto Rico is an understated destination, not just for what it has but for what it puts you in reach of: magical places inviting you to explore by sailboat, A yacht charter in Puerto Rico usually includes the archipelago known as the Spanish Virgin islands, the region's main sailing destination.

As an unincorporated territory of the United States, Puerto Rico is easy to access and get around. The currency is the US dollar and English is widely used along with Spanish. Puerto Rico and the islands to its east enjoy a Caribbean climate and are very welcoming of visitors. A number of operators supply bareboat and crewed charters from marinas at the eastern end of Puerto Rico island, about a one-hour drive from San Juan International Airport.

rent a sailboat in puerto rico

Fun and Adventure on a Puerto Rico Sailing Vacation

Easily accessible from the USA and with the full range of expected Caribbean attractions, Puerto Rico is another fine charter destination.

Your trip to Puerto Rico for a sailboat holiday may start in the capital city San Juan for some cultural experience and historical context. But as the sailing focus is squarely on the archipelago traditionally known as the Spanish Virgin Islands, your travels may well take you straight to Puerto Del Rey Marina adjacent to the town of Fajardo and Puerto Del Rey marina, one of the Caribbean's largest boat harbors.

From Fajardo  the waters of the Caribbean open up, and a short sail east brings you to the first of a string of islands that stretch all the way to South America. 

Visit the Spanish Virgin Islands

Your Puerto Rico charter boat vacation will likely concentrate around the Spanish Virgin Islands, all part of the US-administered territory. The largest island is Vieques, a short sail from the mainland where you may like to spend your first (or last) night aboard. A series of fine anchorages dot the southern side of the island, one of the most popular being Ensenada Honda at the eastern end. .

Anchor in the azure waters off a white sandy Vieques beach, and your presence in the Caribbean strikes home. The island is a wonderful setting, with a scattering of barrios and a large wildlife refuge where the US Navy's bomb testing range is consigned firmly to history. Mosquito Bay is a special place, the brightest bio-luminescent bay in the world where the conditions are just right for the trapped organisms to shine.  

Enjoy the Caribbean's natural island beauty

Sailing northward a short distance brings you to the group of islands centered on Culebra. There are numerous places to explore around here, both in the water and out. Nature is at its finest in this relatively undeveloped place, and the waters teem with marine life. Of the world's seven turtle species, three make the Virgin islands home. 

Among the most popular spots for a charter stopover in this corner of the Spanish Virgin Islands are Culebrita, Cayo Luis Pena and the fine anchorage at the town of Culebra itself. This is the place to indulge in some local shopping and take the opportunity to re-provision.  

From Culabrita it should only take three to four hours to get back to base at Fajardo. But to extend your stay among the islands, spend a final night at Isla Palaminos. The island is highly developed with resorts, and day-trippers visit by ferry. But there's still a nice peaceful bay or two where you can tuck in for the night and watch the sun set, before returning to the marina for your 10.00am disembarkation. Perhaps to see more of what Puerto Rico has to offer. 

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Related blog posts.

The Virgin Islands: Who, What, Where?

The Virgin Islands: Who, What, Where?

Putting the Spanish Virgin islands, US Virgin Islands and British Virgin Islands in context for charter sailing. An extensive group of islands all attractive sailboat vacation options when chartering in the Caribbean. In fact very attractive, when considering the choice of beautiful places to visit and the ease of getting there.

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Luxury Yachts & Boat Rental Agency 

Welcome to 787 Yachts, the epitome of luxury yacht and boat rentals! We are a premier agency committed to creating an extraordinary experience for travelers visiting Puerto Rico. Our mission is to offer an unparalleled   navigation service, complete with an exquisite fleet and an exceptional crew, ensuring that your journey is nothing short of sensational.

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[email protected]

787-644-3322

Our Location 

https://g.page/PuertoDelRey?share

4900 State Road 3 Km. 51.4, Fajardo, 00738

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Make Your Vacations Special and Memorable With Yachts Puerto Rico Charters

Pureto Rico Yacht Rentals

Yachts Puerto Rico Charters

cayo-icacos

Explore Our Fleet

Our luxurious charters provide you with a 5-star experience, with delectable foods, plenty of water toy- add ons and a wide-ranging drink menu to keep your group satisfied.

Explore Puerto Rico Locations

Our captains specialize in staying up to date with all the best chartering locations that will give you a glimpse of this paradise. Explore the beauty of Puerto Rico with us!

Charter Occasions We Host

Whether you planning a relaxing charter or romantic outing, we specialize in making your special occasion that much more memorable.

Enjoy a Luxurious Yacht Vacation in Puerto Rico

When you imagine a beach vacation, you think of crystal clear waters, bright blue skies and picturesque white sands. Right? Do you know Puerto Rico is an ideal beach location for millions of travelers? With tropical rainforests, magnificent bays, nature reserves and pristine beaches, Puerto Rico is one of the most stunning destination in the Caribbean Island. Do not miss your chance to explore the beauty that Puerto Rico offers.

At Yachts Puerto Rico Charters, we are here to help you have an amazing vacation, full of beach strolls, fishing, snorkeling, diving, sailing or whatever your heart desires. We are a premier luxury charter company. We provide luxury yachts for varied destinations in Puerto Rico. From San Juan yacht charter/yacht rental/boat charter/boat rental , Culebra yacht charter/boat charter/yacht rental/boat rental to the British Virgin Islands yacht charters , we fine tune your charter to match all of your wants and needs.

Our Yacht Charter/Yacht Rental/Boat Charter/Boat Rental Services in Puerto Rico

Our services let you experience everything Puerto Rico has to offer. We have an extensive range of vessel options varying in different sizes, comforts and amenities to offer you a charter catered to your specification. We have highly experienced and talented crew members to help you enjoy Puerto Rico in your own way.

Our services will give you an opportunity to enjoy an array of Puerto Rican delights. For the beach lovers, we can explore all the top beaches and islands around Puerto Rico during your yacht charter vacation. Whether you require a luxury yacht, classic or mega yacht, catamaran or sailing boat, we have numerous options to cater to you.

Events We Host

Our yachts are readily available for your events and special occasions. You can contact us to charter for weddings, honeymoons, corporate events yacht , wedding proposals, reunions, birthday parties yachts , anniversaries, bachelor or bachelorette parties, etc. We have an attentive crew, 5-star catering, outstanding event facilities, amazing music, delicious cuisine, a wide-rangeof drink options, luxurious rooms and a lot more to make your event memorable. Contact us and book your yacht today!

Here at Yachts Puerto Rico Charters we pride ourselves as an international company and specialize in providing consistent luxury charters, worldwide. Since our establishment, we have represented ourselvesto appeal to a clientele who are looking for a stress free, luxury vessel booking service. Our stunning yachts give you the privacy of staying in a luxury villa, with 5-star customer service, water sport equipment and delicious food to enhance the richness of your vacation. Read More

What Our Clients Say

“Hi Yachts Puerto Rico Charters, I booked my bachelorette party with you guys last summer and I just wanted to leave a review. I was astonished with the charter from start to finish. The girls had a blast! Thank you for going out of your way to take pictures for us and make the day, truly one to remember.”

- Alyssa R.

Boat Charter Puerto Rico

Sunset Cruises

Whether you like shopping, water sports, beautiful beaches, or you’re just seeking a relaxing vacation, Puerto Rico has it all. From the charm of Old San Juan, the upmarket scene of Calle Fortaleza, the nightlife of Condado or the rustic beauty of Culebra, Puerto Rico has everything tied together in one place.

yachts puerto rico charters

Romantic Outing

Puerto Rico is a paradise filled with romantic beaches, beautiful coastline, pristine waters and consists of numerous activities you and your loved one can enjoy together. Whether you are coming to Puerto Rico on your anniversary, wedding, proposal or Valentine's Day, we can ensure you two will...

fun

Fun Charter

Imagine cruising the Caribbean Sea, eating great cuisine, tanning and enjoying water sports! At Yachts Puerto Rico Charters, every vessel in our luxury fleet is packed with luxurious accommodations, appetizing dining options, amazing entertainment and incredible activities for all ages.

marriage-proposal

Marriage Proposals

Are you planning to propose to your significant other? If yes, then Yachts Puerto Rico Charters is here to help plan the best marriage proposal for you aboard one of our luxury vessels. We have some of the best luxury fleets in Puerto Rico and trained professionals to organize everything for you...

extended-stay-charters

Extended Stay Charters

Pristine beaches, majestic mountains, sun-kissed Caribbean waters, exotic wildlife and numerous cays and islets – that's what Puerto Rico is. It is called the heart and soul of the Caribbean where old world charm meets modern luxurious. You cannot explore all the treasures of Puerto Rico in...

birthday-party

Are you looking for a wonderful way to celebrate your 25th birthday, 50th birthday, or daughter's sweet sixteen? Nothing can match the natural beauty, amazing coastline and sparkling waters of Puerto Rico when it comes to celebrating your special day with your loved ones aboard a luxury yacht.

Our Favorite Charter Locations

82 Ft Sunseeker Mega Yacht

82 Ft Sunseeker Mega Yacht

65 Ft Princess Sport Yacht

65 Ft Princess Sport Yacht

55 Ft Viking Yacht

55 Ft Viking Yacht

43 Ft Leopard Sailing Catamaran

43 Ft Leopard Sailing Catamaran

41 Ft Sailing Catamaran

41 Ft Sailing Catamaran

39 Ft Nor Tech Middle Console

39 Ft Nor Tech Middle Console

English / Español (678) 640-4530

rent a sailboat in puerto rico

We provide Puerto Rico yacht charters as well as Puerto Rico fishing charters. We can arrange fishing trips out of San Juan harbor, day or night cruises of San Juan harbor or luxury yacht charters to the Puerto Rico islands of Culebra, Vieques, Palomino and Icacos.

Private Yacht Charters in Puerto Rico

Live an unmatched vacation experience in some of the most beautiful waters in the world. charters puerto rico is the private charter to go to for the perfect balance of relaxation, safety and unforgettably-luxurious onboard trip. travel to the best destinations in the area and discover a unique tropical paradise., choose a yacht, our most popular vessels, this spacious, comfortable, deluxe yacht will elevate your vacation experience to a whole new level. modern and intimate, you will have an unforgettable vacation tailored to your needs. our puerto rico yacht rental is a unique and stress-free experience that will provide you with safety, relaxation, and comfort out on the water, select a destination.

rent a sailboat in puerto rico

Discover Puerto Rico & the Virgin Islands

Puerto rico is a location you can’t miss. filled with pristine beaches and breathtaking scenery, it’s no wonder people know it as the island of enchantment. puerto rico is an ideal destination whether you plan on staying there or also visiting the british virgin islands. with a pleasant tropical climate, you’ll be able to enjoy nice weather while you explore new places., · san juan bay, · virgin islands: culebra & vieques, · palomino island, · cayo icacos, · and much more.

rent a sailboat in puerto rico

The British Virgin Islands seem to just have pleasant weather all year. It’s one of the best sailing destinations in the Caribbean Sea. Filled with culture, history, and beautiful views, this destination is unforgettable. With secluded coves, bays, and beaches, you’ll understand why this place is paradise. Known for its pristine sandy beaches and crystal clear water, this is the perfect place for your next vacation.

· virgin gorda, ·  jost van dyke, · white bay, have a memorable vacation, we offer an array of activities meant to fit all personalities..

  •         Golfing
  •         Snorkeling
  •         Water Sports
  •        Exploring
  •         Dominican Republic transfers
  •         Horseback Trails
  •        And more!

We Create Exceptional Onboard Experiences for You

With charters puerto rico you will enjoy a completely relaxed and safe trip from the moment you step on one of our vessels. our crew is licensed and trained to offer you an unforgettable getaway through high-class service and dedication. experience the caribbean like never before. book a yacht charter today., contact info.

  • Puerto del Rey Marina, km. 51.4, Fajardo, 00738, Puerto Rico
  • (678) 640-4530
  • [email protected]

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Are you ready to choose your destination!

San juan destinations:, puerto rico islands (culebra, vieques, etc), or u.s. virgin islands:.

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Boat & Catamaran charter in Puerto Rico  - Yacht Rental

Boat & Catamaran charter in Puerto Rico - Yacht Rental

Puerto rico yacht rental.

Discover an enchanting Caribbean paradise with Yachting.Rent’s premium yacht rental services in Puerto Rico. With its idyllic beaches, exotic landscapes, and favorable year-round weather, Puerto Rico is a sailing destination like no other. Our top-tier yacht rental services aim to provide you with an unforgettable experience as you explore the alluring beauty of this vibrant island.

At Yachting.Rent, we believe that the journey is just as important as the destination. That’s why we offer a diverse selection of top-quality yachts designed to meet the unique needs and preferences of every client. From sleek sailing yachts to luxury motor yachts, we ensure that each vessel in our fleet is well-maintained and equipped with modern amenities to guarantee your comfort and safety.

Renting a yacht with us gives you the freedom to create your itinerary. You can set sail along Puerto Rico’s breathtaking coastlines, visit the vibrant city of San Juan, explore the enchanting bioluminescent bays, or venture to the outlying islands like Culebra and Vieques. Our experienced team can provide local knowledge and helpful recommendations to enrich your sailing journey.

At Yachting.Rent, our aim is to provide an unparalleled yacht rental experience. Our expert staff is dedicated to ensuring a seamless booking process and providing ongoing support during your sailing journey. Experience Puerto Rico like never before and create lasting memories with Yachting.Rent. Embark on your sailing adventure with us today.

Daniel Goldman

CEO of Yachting.Rent

Boat & Catamaran charter in Puerto Rico

Bali 4.4 - 3 + 1 cab. - Apollo - 2022

Bali 4.5 – 4 + 2 cab. – Adria Chicha – 2017

Lagoon 450 F - 4 + 2 cab. - Shiva - 2018

Lagoon 450 F – 4 + 2 cab. – Shiva – 2018

Lagoon 42 - 4 + 2 cab. - Eleni - 2023.

Lagoon 42 – 4 + 2 cab. – Hanselli – 2024

Lagoon 42 – 4 + 1 cab. – pirelli – 2024.

Saxdor 320 GTO - Kali - 2022

Saxdor 320 GTC – Olivia – 2022

Saxdor 320 gto – kali – 2022.

rent a sailboat in puerto rico

Why Choose Us

Yacht charter in Puerto Rico

Immerse yourself in the enchanting allure of Puerto Rico, one of the Caribbean’s most vibrant destinations, with Yachting.Rent’s premier yacht charter service. Our commitment to quality and customer satisfaction sets us apart, providing you with a unique opportunity to experience the magical allure of Puerto Rico from a new perspective.

Our diverse fleet caters to all tastes and requirements. Whether you’re looking for a sleek, fast sailing yacht to ride the Caribbean breezes, or a luxurious motor yacht complete with modern amenities, we’ve got you covered. Each yacht in our fleet is maintained to the highest standards, ensuring your trip is as comfortable, safe, and enjoyable as possible.

Charting a yacht with Yachting.Rent means freedom and flexibility. Explore the lively city of San Juan, moor in secluded coves, or navigate to the offshore islands of Culebra and Vieques. Our knowledgeable team can guide you to the best routes, anchorages, and local highlights, assisting you in crafting the perfect itinerary for your adventure.

Yachting.Rent prioritizes excellent customer service and our experienced staff is always ready to support you throughout the booking process and your voyage. We aim to provide an outstanding yacht charter experience, allowing you to create unforgettable memories against the beautiful backdrop of Puerto Rico. Sail with us and experience the Caribbean’s enchanting charm in the most extraordinary way.

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About Puerto Rico

Why is Puerto Rico a good sailing destination?

Sailing in Puerto Rico, an enchanting gem in the heart of the Caribbean, is a captivating experience that Yachting.Rent invites you to explore. Here’s why Puerto Rico is a spectacular sailing destination.

Puerto Rico’s tropical climate makes it a year-round sailing haven. With the trade winds consistently blowing, sailors can enjoy a steady sail across clear, turquoise waters. The climate also blesses the island with lush greenery and exotic wildlife, adding a touch of adventure to your sailing journey.

Moreover, Puerto Rico is an archipelago, offering an array of unique islands and cays to explore. The beautiful offshore islands of Culebra and Vieques are teeming with pristine beaches, vibrant marine life, and untouched natural beauty. Sailors can anchor in secluded bays, discover hidden beaches, and snorkel in vibrant coral reefs.

Culturally, Puerto Rico is a melting pot of influences, creating a rich tapestry that’s reflected in its historic sites, food, music, and festivals. You can dock at the lively city of San Juan to explore its historic charm, savor delectable local cuisine, and immerse in the local culture.

Furthermore, sailing in Puerto Rico is facilitated by modern and well-equipped marinas offering comprehensive services. Whether you’re a seasoned sailor or a novice, navigation is made easy with well-charted waters, and support is always available.

With Yachting.Rent, you’ll experience the best of Puerto Rico’s sailing. Our expert team is always ready to help you plan an unforgettable sailing adventure that showcases the allure of this beautiful Caribbean destination. Come sail Puerto Rico with Yachting.Rent and let the magic of this island captivate you.

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What Choose

Sailing boat or Catamaran, what to sail in Puerto Rico

At Yachting.Rent, we offer you the choice of sailing on either a sailing boat or a catamaran in the captivating waters of Puerto Rico. But how to choose? Let’s delve into the specifics of each to help you make an informed decision.

Sailing boats, traditional monohulls, are a classic choice. Known for their deep hulls and single masts, sailing boats are perfect for those who want a true, dynamic sailing experience. They tilt with the wind, providing an exhilarating sense of adventure. With their streamlined design, sailing boats can cut through the water smoothly, making them ideal for exploring the crystal-clear Caribbean waters and hidden coves of Puerto Rico’s many islands.

On the other hand, catamarans are increasingly popular for their stability, spaciousness, and comfort. Their twin-hulled design ensures a smooth and steady journey, minimizing the tilt and making them a great choice for families or those who prefer a more laid-back sailing experience. Catamarans also offer larger deck spaces and interior cabins, allowing for more comfort and relaxation as you bask in the Puerto Rican sun. Their shallow draft also makes them perfect for anchoring in Puerto Rico’s shallow waters or near the beach.

At Yachting.Rent, we offer both options to ensure you can choose the vessel that suits your sailing style and preferences. Each of our boats is well-equipped and maintained to the highest standards, ensuring a safe and enjoyable journey.

Whether you prefer the classic feel of a sailing boat or the comfort and stability of a catamaran, Yachting.Rent can cater to your needs. Our dedicated team is always ready to assist you in selecting the perfect boat for your dream Puerto Rican sailing adventure. Choose Yachting.Rent and let the Caribbean charm of Puerto Rico captivate you.

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Water Time Charter

Luxury Yacht Rental in Puerto Rico

We’re a private Yacht Charters Company in Puerto Rico with more than 20 years of experience. If you’re looking for a romantic getaway, an adventure with friends and family, or even a day just for yourself then you have come to the right place.

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Puerto Rico is the ultimate place for people looking for fun, adventure, and relaxation in the Caribbean.

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Wether it's a romantic getaway, adventure, pleasure or a family trip, Water Time Charters is your answer for memories that last a lifetime.

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Our unique yachts accommodate all ages and interests. Browse our lineup and find your perfect match.

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20 Best Luxury Yachts You Can Charter In Puerto Rico (2024)

  • Yacht charters

Puerto Rico is a popular destination for yacht rentals.

With so many luxury yachts available for charter, choosing the perfect one for your vacation can be overwhelming. 

In this list, I’ve compiled the 20 best luxury yacht rentals in Puerto Rico:

1. Sea Symphony

Charter the Sea Symphony, a luxurious 164-foot super yacht, for a memorable Puerto Rican adventure. 

image of Sea Symphony

This stunning yacht offers an on-deck Jacuzzi, water toys, and six exquisite cabins to accommodate families or groups. 

image of on-deck Jacuzzi

With CharterWorld, a specialist in luxury yacht charters, you can embark on the Sea Symphony and enjoy the ultimate Puerto Rican experience. 

Book the Sea Symphony on the Charter World website.

2. Ocean Dreamer 

Charter the luxurious 130-foot Ocean Dreamer in Puerto Rico with Click&Boat. 

image of Ocean Dreamer yacht

The yacht accommodates up to 10 guests in five cabins and boasts an elegant design, a jacuzzi, and sun decks. 

image of jacuzzi and sun decks

Enjoy a unique sailing experience in the Caribbean and discover Puerto Rico’s beauty. 

Book this yacht through the Click&Boat website.

3. La Dolce Vita

Charter the sleek and elegant La Dolce Vita, a 112-foot yacht perfect for families or friend groups, with four well-appointed cabins accommodating up to eight guests. 

image of La Dolce Vita

Dream Yacht Charter offers exceptional yacht rentals in Puerto Rico and beyond. 

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Book the best yacht rental in Puerto Rico today and enjoy a professional and attentive crew, stunning landscapes, and vibrant culture. 

Book this yacht through the Dream Yacht Charter website.

4. Caribbean Pearl

Rent the 100-foot Caribbean Pearl, the perfect yacht for exploring Puerto Rico, through Boat International. 

image of Caribbean Pearl yacht

With four luxurious cabins, a comfortable salon, a flybridge, and a sun deck, this stylish motor yacht can accommodate up to eight guests. 

The professional crew ensures that every need is met.

Book the Caribbean Pearl through the Boat International website.

5. Siren Song

Charter the Siren Song, a 96-foot sailing yacht for up to eight guests.

image of a Sail boat

Enjoy the ample deck space for relaxation and sunbathing, with a range of water toys. 

image of yacht interior

Book the Siren Song through Trust Bluewater , a specialist in luxury yacht charters worldwide, for a seamless rental experience. 

6. Island Escape

Charter the Island Escape, a luxurious 92-foot motor yacht for up to six guests in three cabins.

image of Charter the Island Escape

Enjoy Puerto Rico’s beauty from the comfort of your yacht with spacious decks and elegant furnishings. 

The professional and friendly crew will cater to your every need. Book the best yacht to rent in Puerto Rico with Worth Avenue Yachts. 

Book through Worth Avenue Yachts for a seamless rental experience aboard the Island Escape.

7. Serenity Now

Charter the Serenity Now!

image of Charter the Serenity Now yacht

It’s a 90-foot motor yacht that accommodates eight guests in four lavish cabins. Enjoy the ultimate luxury experience in Puerto Rico with spacious outdoor areas and luxurious interiors. 

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Book with Meridian Yacht Charters for a seamless rental experience.

8. Bella Mare

Rent the luxurious Bella Mare, an 86-foot motor yacht that accommodates up to ten guests in five spacious cabins.

image of Bella Mare yacht

Enjoy stunning views of Puerto Rico’s coastline from its comfortable salon, dining area, and ample outdoor space. 

image of yacht deck

The professional crew ensures your unforgettable voyage.

Book the Bella Mare through Yacht Charter Fleet for a seamless rental experience.

9. Sundancer 

Charter the Sundancer, an 84-foot motor yacht, for an unforgettable luxury vacation in Puerto Rico.

image of Sundancer

It accommodates eight guests in four stylish cabins and features ample outdoor space for relaxation and entertainment. 

With a professional and friendly crew, trust MarineMax Vacations for a seamless rental experience. 

10. Whispering Wind

Charter the Whispering Wind, an 80-foot sailing catamaran that accommodates up to 12 guests in six cabins, and enjoy a luxurious and adventurous getaway in Puerto Rico. 

image of Whispering Wind

With state-of-the-art amenities and plenty of space for outdoor activities, Sunsail offers a hassle-free rental experience with an extensive selection of sailing yachts. 

11. Blue Lagoon

Rent the Blue Lagoon, a 78-foot motor yacht with luxury accommodations for eight guests in four cabins. 

image of Blue Lagoon Yacht

With spacious outdoor areas and amenities, you’ll enjoy comfort and relaxation. 

GetMyBoat provides a hassle-free rental experience for the best yacht rental in Puerto Rico. 

12. Sea Breeze

Charter the Sea Breeze, a 75-foot sailing yacht that accommodates up to six guests in three cabins for an intimate voyage.

image of Sea Breeze yacht

Boast panoramic views of Puerto Rico’s coastline and enjoy modern comfort in a timeless yacht. 

Boats4U , a specialist in yacht charters in Puerto Rico and the Caribbean, offers a seamless rental experience.

13. Aquarius

Rent the luxurious Aquarius, a 72-foot sailing catamaran perfect for up to eight guests in four elegant cabins. 

image of Aquarius yacht

Its sleek design and top-of-the-line amenities ensure a comfortable voyage. 

interior image of Luxurious Aquarius yacht

Trust LateSail for hassle-free yacht rental in Puerto Rico.

14. Island Hopper

Rent the Island Hopper, a 70-foot motor yacht that accommodates up to six guests in three spacious cabins for a comfortable cruising experience in Puerto Rico.

image of Island Hopper yacht

Enjoy the yacht’s amenities, including a fully-equipped galley and ample deck space. 

Puerto Rico Boat Trips offers a hassle-free rental experience with a wide range of yachts. 

15. Solstice

Charter the Solstice, a 68-foot sailing yacht that accommodates six guests in three cabins, for a comfortable sailing experience in Puerto Rico. 

image of Solstice yacht

With state-of-the-art technology and elegant design, the Solstice provides an unforgettable voyage. 

image of Charter the Solstice

Trust Yacht Charters Guru for hassle-free yacht rental worldwide, including in Puerto Rico.

16. Elusive

Charter the Elusive, a luxurious contemporary yacht that accommodates up to 6 guests in three cabins.

image of Elusive yacht

With an open-plan saloon and spacious deck areas for relaxation, you are sure to enjoy traveling in this yacht through Puerto Rico. 

image of Charter the Elusive

The professional crew provides personalized service to make your stay exceptional. 

Charter Index offers a wide range of luxury yachts worldwide, including in Puerto Rico, where you can book the Elusive today.

Charter the modern 62-foot sailing catamaran Orion for an unforgettable yachting experience in Puerto Rico. 

image of Orion Yacht

With luxurious accommodations for up to 8 guests in four cabins, the Orion offers the perfect combination of performance and luxury. 

image of deck of Orion Yacht

Aqua Elite Yacht Charters offers worldwide yacht charters, including booking the Orion in Puerto Rico, with expert guidance and personalized service. 

18. Sea Spirit

Charter the Sea Spirit, a 60-foot motor yacht for up to six guests in Puerto Rico.

image of Sea Spirit yacht

The yacht features a modern design, state-of-the-art amenities, and spacious indoor and outdoor dining areas. 

Book the Sea Spirit today with VI Yacht Charters for an unforgettable adventure.

19. Wind Dancer

Charter the Wind Dancer, a classic 58-foot sailing yacht that offers a unique sailing experience for up to 6 guests in Puerto Rico. 

image of Wind Dancer yacht

Enjoy the stunning landscapes and wildlife of the Caribbean while the professional and experienced crew caters to your every need. 

Book now with Horizon Yacht Charters .

20. Starlight

Charter the 56-foot sailing catamaran through Yacht Haven Grande for speed and comfort.

image of Starlight

Accommodating up to eight guests in four cabins, the yacht offers an exhilarating sailing experience. 

image of Starlight Yacht

Yacht Haven Grande specializes in yacht charters in Puerto Rico and the Caribbean. Book your charter today and enjoy an unforgettable vacation aboard this sleek vessel.

FAQ section:

How much does it cost to rent a yacht in puerto rico.

Generally, prices can range from a few thousand dollars per day for a smaller yacht to tens of thousands per day for a larger, more luxurious one.

Does Puerto Rico have yachts?

Yes, Puerto Rico has yachts available for rent. Various yacht rental companies in Puerto Rico offer a range of yachts, from small sailboats to luxury motor yachts.

Final thoughts

Choosing the best yacht rental in Puerto Rico can be overwhelming, but many great options are available.

Sea Symphony offers ultimate luxury, while Blue Lagoon, Island Hopper, Siren Song, Sea Breeze, Aquarius, and Orion provide unique experiences.

For budget-conscious travelers, Wind Dancer and La Dolce Vita offer comfortable accommodations at an affordable price.

Check out the 10 Best Catamaran Trips & Charters In Puerto Rico for more.

20 Best Luxury Yachts You Can Charter In Puerto Rico (2024)

Miguel Concepcion

Writer at PuertoRico.com. I’ve lived in Puerto Rico for 14 years and have experienced every inch of this stunning island. Growing up in Puerto Rico has helped me truly learn about the rich culture and extensive history this island has to offer. I share my local knowledge in all of the articles that I write.

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Salty Dog Catamaran

PUERTO RICOS ULTIMATE SAIL & SNORKEL EXPERIENCE

Catamaran sailing to the islands of icacos, lobos & palomino, new mini catamaran charters.

Looking for something a little more private? We’ve got you covered! Book our new mini catamaran, El Russo, for your group of up to 6 guests. Customized to do beach and snorkeling or beach alone.

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Take a fun-filled day sail around some of Puerto Rico’s most amazing, unspoiled islands like Isla de Palominos, Isla de Lobos, and or Cayo Icacos.

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The Salty Dog Family

Looking for a fun-filled day in Puerto Rico? Then come onboard The Salty Dog catamaran and embrace the warm tropical breeze while sailing to one of Puerto Rico’s unspoiled islands off the coast of Fajardo. It’s an experience you don’t want to miss!

We are a locally owned and operated family business with an all US Coast Guard licensed crew of 20+ years of experience with a passion for sailing and sharing with the world all of the beautiful sites the eastern coast of Puerto Rico has to offer. We pride ourselves in what we do and making sure our guests have an unforgettable experience onboard.

Over 200 Five-Star Reviews!

We had a group of 8 and the crew was fantastic! We did not experience anything but excellent service. The crew was very engaged and kept the trip fun, specific instructions were given regarding lunch and times of departure. Would definitely do again.

The crew was so friendly and welcoming, the food was outstanding, the drinks were even better and they didn’t stop serving! We had a child (7 years old) who had never been snorkeling and the crew did great having what he needed to learn. Will absolutely be back to enjoy! Keep up the amazing work!

Went with a big wedding crowd. My 7 and 2yr olds LOVED the trip!! It was awesome. The crew was excellent (im a sailor in MA). Professional, courteous to everyone, great service and funny as heck. It was a very nice trip my kids and us will never forget! Thank you guys! Will see you again this winter!

Extremely fun, absolutely beautiful catamaran trip with lively helpful crew! Lunch was perfect, music was as well, snorkeling was amazing and all equipment was above average. The island of Icacos is breathtaking.

Sailing boat rentals in Puerto Rico

  • Sailing boat rentals
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Rental Sailboat Velero Clasico Americano Pearson 35 San Juan

Velero Clasico Americano - Pearson 35 | 6 people  (1969)

From $682 per day, sailboat hire in puerto rico, what to do with your sailboat hire in puerto rico , the climate in puerto rico, how to get to puerto rico, charter another boat type in puerto rico.

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  • Private yacht charter

Rental Motorboat Boston Whaler 420 Outrage Fajardo

Boston Whaler - 420 Outrage | 1 cabin  (2019)

From $4,552 per day.

Rental Motorboat Boston Whaler 270 Outrage Fajardo

Boston Whaler - 270 Outrage | 1 cabin  (2005)

From $1,195 per day.

Rental Motor yacht Tiara 4000 Express Fajardo

Tiara - 4000 Express | 2 cabins  (2000)

From $2,602 per day.

Rental Motor yacht Azimut Evolution Fajardo

Azimut - Evolution | 4 cabins  (2006)

From $6,259 per day.

Rental Catamaran leopard 47 Fajardo

leopard - 47 | 4 cabins  (2000)

From $269 per day.

Rental Motorboat Tiara 3800 Open Fajardo

Tiara - 3800 Open | 1 cabin  (2015)

From $2,048 per day.

Rental Motorboat Nortech 5000v Fajardo

Nortech - 5000v |  (2008)

Rental Motor yacht Leopard Cantieri Fajardo

Leopard - Cantieri | 3 cabins  (2000)

From $5,064 per day.

Rental Motor yacht Neptunos Neptunos Cabrio Sport 60 Fajardo

Neptunos - Neptunos Cabrio Sport 60 |  (2010)

From $4,097 per day.

Rental Motorboat Contender 30 Fajardo

Contender - 30 |  (2015)

From $1,934 per day.

Rental Motorboat Boston Whaler Outrage 270 Cabo Rojo

Boston Whaler - Outrage 270 | 1 cabin  (2003)

From $797 per day.

Rental Motor yacht Azimut Azimut 58 Fajardo

Azimut - Azimut 58 | 3 cabins  (2013)

From $3,983 per day.

Rental Motor yacht Sunseeker 82 Predator Fajardo

Sunseeker - 82 Predator | 4 cabins  (2006)

From $7,681 per day.

Rental Motorboat Sea Ray 60 sundancer Fajardo

Sea Ray - 60 sundancer | 4 cabins  (2015)

From $5,690 per day.

Rental Motorboat Pro Series ProKat Fajardo

Pro Series - ProKat |  (2002)

From $768 per day.

Rental Motorboat Viking 52 Fajardo

Viking - 52 | 4 cabins  (2015)

From $5,098 per day.

Rental Motorboat Princess V58 Fajardo

Princess - V58 | 3 cabins  (2008)

From $4,666 per day.

Rental Motorboat Grady White Canyon Fajardo

Grady White - Canyon |  (2004)

From $853 per day, explore puerto rico with scansail.

Enchanting sandy beaches and a turquoise sea await you in the Caribbean Sea of Puerto Rico. You can expect pristine nature and a lively ambiance from the capital, San Juan, to the isolated beaches on islands off the coast. Enjoy the Caribbean nature and beautiful bays surrounded by mangrove forests and the Spanish-Caribbean flair in the small ports and villages.

The Caribbean island of Puerto Rico was discovered by Christopher Columbus in 1493 and geographically belongs to the Greater Antilles. Although today it belongs to the territory of the United States, it is very much influenced by the Spanish way of life and is characterized by its original Caribbean flair, especially in the smaller Spanish Virgin Islands.

The tropical sea climate with an annual average temperature of 26 degrees and equally pleasant sea temperatures make this region an attractive sailing area and you are guaranteed an unforgettable charter experience! Use Scansail to find the perfect yacht for your upcoming vacation to Puerto Rico!

Private Yacht Charter Vacation in Puerto Rico

With 300 beaches, tropical rainforests, lush fauna, and flora on land and at sea as well as short and medium sailing distances, it is an attractive area for your yacht charter in Puerto Rico with family and friends. Enjoy sailing, swimming, diving, or hiking through the Puerto Rican rainforest! You’re guaranteed a great sailing vacation whether you relax onboard or on the beach. Let yourself be enchanted by the Spanish-Caribbean ambiance and the lust for life of the islanders.

What is the best way you can take advantage of everything Puerto Rico has to offer? With a luxury yacht charter that will give you an incredible way to experience Puerto Rico with the people you love.

The yacht charter base is located in Puerto del Rey Marina near the town of Fajardo in the northeast of the island of Puerto Rico. It is located in a natural, well-protected bay and is a full-service marina. This is a pleasant base for week-long cruises in the archipelago of the Spanish Virgin Islands (SVI), including the main islands of Puerto Rico, Culebra, and Vieques, as well as longer trips to the USVI and BVI (US and British Virgin Islands).

Why get a boat charter with a captain/crew?

To sail a sailing yacht from Puerto Rico, a skipper's certificate of experience is required. With Scansail, it's easy to hire a skipper and/or crew for your boat charter. A calm holiday where all you have to do is relax and enjoy is easily achievable with a captain on board. You may experience the island like a local by hiring a qualified local yacht expert with your Puerto Rico charter.

Depending on the size of the vessel and the required crew, some rentals may charge extra for a captain and crew. In case you have any queries about selecting a captain, kindly get in touch with the boat's owner.

How much does a yacht charter in Puerto Rico cost?

Yacht charter prices will vary depending on certain factors such as the model, size, and type of boat, the season, and any extra amenities you may wish to add to personalize your boat charter. The duration of your boat rental, whether you decide to go on a day trip, a week-long trip, or even longer, will affect the total price.

Here are some examples of rental prices by boat type:

  • Motorboat: $4,220/day
  • Catamaran: $742/day
  • Luxury private yacht: $1,909/day

Boating Destinations near Puerto Rico

After embarking on your yacht charter in Puerto Rico, you'll have the opportunity to explore the main island and its neighboring tiny islands as well as the Spanish Virgin Islands.

You can begin your sailing journey right from Port of Fajardo, which is an hour from the nation's capital, San Juan.

  • Cayo Luis Peña and Culebra- located 13 nautical miles from Fajardo. These small islands used to serve as a refuge for pirates more than three centuries ago and nowadays are a sea turtle sanctuary. Snorkelers love this area for its spectacular views of the reef. If you choose to disembark from your luxury yacht rental to explore the islands on foot, make sure to visit the restaurants with live music.
  • Culebrita- Located north of Culebra. a great island to sail to and visit by Jeep or motorcycle. For divers, this island is also great for exploring the reef.
  • The island of Vieques- is located southeast of the main island and is perfect for a day of relaxing in the sun and swimming in the calm waters. Head over to Chiva Bay, an area accessible only by boat. While in the bay, make sure to dive into the “Blue Tang" reef.
  • La Ceiba de Vieques- To the northeast of the island, there is this tree that is approximately 400 years old and where the island's wild horses graze. At night, the bioluminescent bay of Vieques is a must-see! It is caused by a microorganism that glows with the movement of the water, illuminating the water in a neon blue color, spectacular!
  • Icacos Key- Right off the north coast of Puerto Rico. A gorgeous island that is part of the Cayos de la Cordillera Natural Reserve. Here you’ll find white sand beaches and perfect snorkeling conditions. From here, sail back just a short 5 miles back to Puerto Rico.

Sailing conditions in Puerto Rico

Puerto Rico has a tropical maritime climate. There are only slight temperature differences during the seasons. Air temperatures range from 78 to 87 degrees, so the average annual temperature is 78 degrees Fahrenheit.

Humidity is quite high at 80 percent. Rainfall is common throughout the year. Most of the rain falls from May to October. Sea water temperatures range from 77 to 84 degrees Fahrenheit.

Wind conditions

In the winter months from November to January, the winds are mostly northeasterly with 4 to 5 Bft. Around Christmas time, the wind usually increases and can blow with 6 to 7 Bft. From February, winds tend to be easterly, and then from June, the wind often shifts to the southeast at 3 to 4 Bft.

In September and October, the trade winds are weakest and the weather conditions are then not so consistent. In November, a high-pressure system usually stabilizes with winds of 3 to 4 Bft.

The official hurricane season is from June 1 to November 30. Be aware of this before starting your yacht charter in Puerto Rico.

Rent a boat near Puerto Rico

You can find many privately owned yacht charters in Puerto Rico. View other possible yacht rentals in the region.

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Puerto Rico Prices: A Complete Guide

Updated September 11, 2023

Puerto Rico’s travel prices suit pretty much every budget due to the island’s relatively low cost of living. Take a look at this guide to Puerto Rico prices for travelers, organized by region and city, to help build your perfect Puerto Rico itinerary. Questions after reading? Send us a message!

Region #1: Northern Puerto Rico

Since most major airlines fly to the San Juan International Airport, odds are that your travels in Puerto Rico will begin on the island’s northern coast. These northern cities encompass many of Puerto Rico’s main tourist attractions, so travel prices are higher than average.

  • Lodging: For most travelers, the best places to stay in San Juan are Old San Juan, Santurce, Condado, Miramar, and Rio Piedras. In these neighborhoods, nice hotels can range from $150–$300 per night. On the flipside, Airbnbs often run from $40–$95 per night.
  • Transport: Uber is often the cheapest way to travel in Puerto Rico, with most trips within the city costing under $10. Taxis are less reliable and tend to be more expensive ($9+ per ride).
  • Food: You can expect to pay $5–$10 for casual meals and street food; just be sure not to stray too close to cruise ships, where food prices rise sharply. San Juan’s 4- or 5-star restaurants can cost upwards of $40 per person.
  • Activities: When on tours in San Juan (which are very flexible on price), a normal 20% tip is considered polite.
  • Lodging: Upscale hotels (4–5 stars) in Fajardo run $130+ per night; locally-owned hotels (averaging 2–3 stars) go for $50+ per night. VRBO rentals with multiple bedrooms go for $130+ per night, and full Airbnb guesthouses range from $50–$90.  
  • Transport: Pick up a rental car in San Juan for $10–$14 per day, then drive an hour east to Fajardo.
  • Food: Most of Fajardo’s restaurants are casual, averaging $11–$15 per meal. When dining in Puerto Rico, tipping 15–20% is the norm.
  • Activities: Ferry rides to Vieques and Culebra (some of Puerto Rico’s most stunning beaches) cost $4.50 round-trip. Snorkeling and boating tours from Fajardo go for $80–$110 per group.

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  • Lodging: Dorado offers three major forms of accommodation—all-inclusive resorts ($500+), hotels ($200+), and ($70–$95).
  • Transport: No public transit goes to or from Dorado. The nearest car rental hub is the San Juan International Airport (40 minutes west), where car rentals average $10–$14 per day.
  • Food: Dorado’s restaurants tend to be upscale, costing around $30–$50 per meal. Dorado is also home to small pizzerias averaging $10 per person.
  • Activities: Resort beaches are very well-kept and often open to the public, so your main beach-day costs will be chair or towel rentals ($15–$30) and snacks ($10–$20). Dorado’s famous boat tours go for $165+.

Dorado Puerto Rico Prices

  • Lodging: Apartments and houses with swimming pools go on Airbnb for around $50–$100 per night. The most highly-rated hotels in the area are family-owned and average $125 per night.
  • Transport: Arecibo is a little over an hour west of San Juan, where car rentals average $10–$14/day.
  • Food: Sit-down meals at Arecibo’s local restaurants and bakeries average $10 per person. Tipping culture is the same as in the U.S.
  • Activities: Nearby popular sites (Rio Camuy Cave Park, Cueva del Indio, Arecibo Observatory) charge $5–$18 for admission. Tours are normally included with admission, and you aren’t expected to tip. Some attractions require daily parking passes to be purchased for $5–$10.

Arecibo Puerto Rico Prices

Central Puerto Rico

Most travelers stick to Puerto Rico’s coastlines and totally miss out on the sightseeing wonders of central Puerto Rico. Nestled in the Cordillera Central mountain range, these 3 must-visit towns are both affordable and full of some of the best things to do in Puerto Rico.

  • Lodging: Utuado offers two main options for lodging. Airbnb offers condos, houses, apartments, and “glamping” tents for $60–$100 per night. Locally-owned inns, known as paradores, average $140 per night.
  • Transport: The biggest nearby city is Ponce (1 hour south), where you can pick up rental cars ranging from $16–$20 per day.
  • Food: Utuado’s restaurants serve local Puerto Rican cuisine for $7–$15 per meal, with lunch tending to be the most inexpensive meal.
  • Activities: Nearby attractions like Lago Dos Bocas and Río Abajo State Forest are free to enter, but additional activities like camping and boat rides cost $3–$5 per person.

Utuado Puerto Rico Prices

  • Lodging: Haciendas, local coffee farms with accommodations, are tropical bed-and-breakfasts in Jayuya that average $125 per night. are usually private rooms for $39–$50 / night, but sometimes you can rent entire haciendas for $90–$200 / night.
  • Transport: Much the same as Utuado, rental car and gas prices add to around $30 / day, found an hour south in Ponce.
  • Food: Coffee and pastries at Jayuya’s local cafes go for $3–$7. Family-style restaurants offer meals for $10–$15 per person, while upscale restaurants average $15–$35 per meal.
  • Activities: Mountain trails and local coffee farms (haciendas) are the main attractions in Jayuya. Entry to these sites is usually free. (you could do it yourself, but why it?)

Jayuya Puerto Rico Prices

Barranquitas

  • Lodging: Barranquitas offers a variety of lodging options—haciendas ($60–$120), locally-owned hotels ($60–$100), paradores (another form of bed-and-breakfast, $125+), and Airbnb hotel rooms and apartments ($55–$150).  
  • Transport: Rental cars from Ponce (an hour southwest) and gas combined average $30 / day. Publicos, company-owned vans, and operate from Barranquitas to Bayamon (close to San Juan) and cost $15 max per ride—however, they’re much slower and less reliable than rental cars.
  • Food: Restaurants in Barranquitas are casual, specializing in pizza and Puerto Rican cuisine and averaging $10–$15 per meal.
  • Activities: Entry to nearby national parks is totally free, with some parks charging $3–$5 for parking passes. Ziplining and caving tours go for $185–$205 per person.

Barranquitas Puerto Rico Prices

Eastern Puerto Rico

Home to Puerto Rican highlights like El Yunque and Isla de Monos (Monkey Island), eastern Puerto Rico’s travel costs tend toward the pricier side because of heavy tourism. However, seeing this area is totally doable even on a cheap trip to Puerto Rico.

  • Lodging: Vieques accommodations are in high demand, even in off-peak season, as it’s one of Puerto Rico’s most popular vacation spots. Book at least 2 months in advance for best rates. Per night, hotels run for $80–$300; Airbnbs go for $80–$200, and VRBO rentals average $125–$300.
  • Transport: Vieques is accessible by ferry from northeastern Ceiba for $4 round trip. Ferries go between Ceiba and Vieques from 6 AM to 8:15 PM. For less travel time but more expense, flights from San Juan to Vieques average $230 round trip.
  • Food: At bars and cafes on Vieques, meals are $8–$15 per person. Upscale restaurants average $25–$50 per person. Some travelers save money by bringing coolers to the beach, but doing so is considered impolite by locals.
  • Activities: Vieques National Wildlife Refuge is free and open to the public, as are most beaches. Spots like Bioluminescent Mosquito Bay are accessible by tours, which go for $50–$175 per person. Island-hopping and snorkeling tours from Vieques range from $75–$175 per person; these are some of the best activities in Puerto Rico, though, so they’re well worth the cash.

Vieques Puerto Rico Prices

  • Lodging: Hotels in Culebra go for $120–$350 per night. Airbnb apartments range from $90–$120 per night, while Airbnb houses and villas are $90–$220 (these higher lodging prices reflect the fact that Culebra is perhaps the best place to vacation in Puerto Rico).
  • Transport: The ferry from Ceiba to Culebra is $5 round trip and operates from 4 AM to 8:15 AM. Flights from San Juan to Culebra (and vice-versa) only operate on weekends and average $210.
  • Food: Locals bars and cafes offer cocktails and meals for $3–$15, with sit-down restaurants maxing out at $20.
  • Activities: Culebra’s world-famous beaches (Zoni, Flamenco, Soldado, Brava) average a $6 entry fee. Chairs, umbrellas, and towels can be rented for $5–$10 each. Touring Culebra’s surrounding mini-islands by boat costs $50–$110 per person.

Culebra Puerto Rico Prices

  • Lodging: Hotels and resorts in Humacao range from $110–$160 per night. Airbnb and VRBO rentals go for $35–$125 a night.
  • Transport: Rental cars from San Juan (55 minutes north of Humacao) cost $10–$12 per day. Plan on spending $12–$15 on gas per day, given its proximity to El Yunque and other highlights.
  • Food: Traditional Puerto Rican and seafood restaurants in Humacao offer $5–$12 meals.
  • Activities: El Yunque and the Humacao Nature Preserve are free to enter and hike, but spots like Cayo Santiago are only accessible by boat tours or kayak rentals, which average $55–$100 per person.

Humacao Puerto Rico Prices

  • Lodging: Hotels in Grande run for $130–$150 a night, and all-inclusive resorts begin at $500+ per night.
  • Transport: Rental cars from San Juan (40 minutes north of Rio Grande) cost $10–$12 per day.
  • Food: Cafes, bars, and barbeques serve meals for $5–$12. Upscale restaurants cost $30–$45 per meal.
  • Activities: Entry to El Yunque is free, as is the entry to local beaches like Monserrate and Luquillo.

Southern Puerto Rico

There are tons of amazing places to visit in Puerto Rico, but you can’t miss out on the island’s gorgeous southern coast (also known as Porta Caribe). With their stunning views and inexpensive travel costs, these southern cities are perfect reasons why traveling to Puerto Rico is so awesome.  

  • Lodging: Hotels in the heart of Ponce run from $90–$200 per night. Airbnb apartments and condos go for $25–$95 per night. Paradores just outside of Ponce range from $120–$150 per night.
  • Transport: Rental cars from Ponce cost $16–$20 per day. Gas in Ponce averages 10 cents above the rest of the island.
  • Food: Ponce’s family-style, casual restaurants average $12–$20 per individual meal. 4- and 5-star restaurants go for $30–$50.
  • Activities: Most Ponce activities are free, like Parque de Bombas and Museo Castillo Serrales. Tour groups offer ferry rides to nearby islands for $75 per person.

Ponce Puerto Rico Prices

  • Lodging: Local hotels average $100–$120 per night. Most Airbnb rentals are that for $65–$199 per night.  
  • Transport: Salinas is 40 minutes east of Ponce, where car rentals cost $16–$20 per day.
  • Food: Restaurants tend to be sit-down and upscale, costing $20–$35 per meal.
  • Activities: Salinas’ highlights are very affordable—for example, the Coamo Thermal Hot Springs cost just $3 per person, and entry to the Bahia de Jobos Reserve is free.

Salinas Puerto Rico Prices

  • Lodging: The few hotels in Guayama average $100 per night. Airbnb apartments and houses cost $35–$120 per night.
  • Transport: Guayama is 50 minutes east of Ponce, where car rentals average $16–$20 a day.
  • Food: Restaurants in Guayama serve casual meals for $15–$25.
  • Activities: Most things to do in Guayama are free, like the Charco Azul swimming hole, The Pork Highway, Museo Casa Cautino, and Bosque Carite.

Guayama Puerto Rico Prices

Western Puerto Rico

to clear blue Caribbean waters, the West Coast is a prime place to experience awesome Puerto Rico attractions—think snorkeling, swimming, diving, surfing, and hiking—at low rates.

  • Lodging: Hotels and resorts in Rincon range from $50–$160 per night. Guesthouses and condos on Airbnb cost $55–$120 per night.
  • Transport: Car rentals in Rincon average $30 per day. Rincon is 30 minutes north of Mayaguez, where car rentals cost $17–$20 per day.
  • Food: Most restaurants in Rincon are barbeques or beachside bars that average $12–$25 per meal.
  • Activities: Most of Rincon’s beaches and lighthouses are free to enter. Surfing lessons (averaging 3 hours) range from $95–$165.

Rincon Puerto Rico Prices

  • Lodging: Hotels and resorts cost anywhere from $65–$225 per night. Airbnb apartments and houses range from $55–$160 per night.
  • Transport: Car rentals in Aguadilla cost $30 per day. Aguadilla is a 40-minute drive north of Mayaguez, where you can rent a car for $17–$20 per day.
  • Food: Restaurants in Aguadilla range from casual to upscale, so meals can cost $10–$45 depending on where you go.
  • Activities: Entry is free to most local beaches, including Crash Boat Beach, Playa Pena Blanca, and Cueva Survival Beach.

Aguadilla Puerto Rico Prices

  • Lodging: Most accommodations nearby are all-inclusive resorts, averaging $120–$300 per night. Apartment rentals cost $30–$125 per night.
  • Transport: Car rentals average $30+ per day in Isabela. Find $17–$20 rentals in Rincon, an hour south of Isabela.
  • Food: Bars and sit-down restaurants cost $15–$25 per meal.
  • Activities: The Guajataca Tunnel, Cueva Survival Beach, and Guajataca Lake are all free to enjoy.

Isabela Puerto Rico Prices

  • Lodging: 3- and 4-star hotels in downtown Mayaguez are $85–$125 per night. Airbnb rents private rooms, apartments, and condos for $15–$100 per night (if you’re wondering where to stay in Puerto Rico that’s both gorgeous and affordable, Mayagüez is a great option).
  • Transport: Rent a car in Mayaguez for $17–$20 per day.  
  • Food: Cafes and seafood bars in Mayaguez cost $12–$30 per meal.
  • Activities: Mayaguez is a 20–30-minute boat ride from nearby islands like Desecheo Island and Isla de Ratones. Book snorkeling, boating, diving, and fishing tours for $55–$95 per person.

rent a sailboat in puerto rico

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Luxury Yacht Charter Puerto Rico

In addition to the best offers we have for boat and yacht charters in Fajardo, Puerto Rico, see also options available for rent in these nearby locations:

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Rent a Boat in Fajardo, Puerto Rico with Sailo!

Looking for a private boat rental in Fajardo, Puerto Rico? Discover Fajardo by private yacht charter with Sailo. No matter if you’re an experienced sailor or looking for yacht rental in Fajardo with a captain, you’ll enjoy a whole other side to Puerto Rico. Need to find the perfect boat charter in Fajardo for a boating adventure of a lifetime? From action packed day trips to week long sailing vacations, hit the water in style from Fajardo and enjoy a trip to remember.

Our premium Fajardo private boat rentals inventory

One of the best things to do in Puerto Rico is to step aboard your own private yacht charter in Puerto Rico and go explore! You’ll find 16 boats to rent in Fajardo with Sailo, giving you plenty of choice to live the dream on the water. Hit the water with one of our sailboat rentals in Fajardo . Fans of catamarans will also find 3 options available. You’ll also be able to choose from motor yacht charter in Fajardo, Puerto Rico . Party like a celeb with your own party yacht rental for 13+ guests, with party boat charters in Fajardo  available in Pureto Rico.

How to find your yacht charter in Fajardo?

When you want to rent a yacht in Fajardo for a day, Sailo’s advanced filters are exactly what you need to find the best boat charter in Fajardo for your family or friends. Your search will be quick and easy when you use the proper filters to narrow your results. Start by setting the start date for your trip, duration (2, 4 hours, or full day) and the number of guests. When you use the 'Boat' filter, your options to choose from are beautiful sailboats, sleek motorboats or elegant catamarans, each offering a different kind of experience, depending on what you’re looking for. The 'Price' filter allows you to set your budget limits so you’ll be choosing from rentals suitable to it. Are you planning to captain your boat or looking for a relaxed day while a licensed captain helps you make the best of your charter? Use the 'Crew' filter to see only boats with captain included in the price or optional (extra) or bareboats you’ll be driving yourself. Fajardo, Puerto Rico is a great boating destination so when you see a boat you’d like for your family or friends, click on it to see more photos, read a detailed description and see the reviews and price details. One of the most important features available to you on the boat page is 'Message Owner'. Start a direct conversation with the owner to ask any questions you might have about your rental, discuss the itinerary, or make special arrangements.

How much does it cost to rent a boat in Fajardo for a day?

The best Sailo deal for daily boat rentals in Fajardo, Puerto Rico starts at $250. The average price for a daily Fajardo yacht charter is $1100, making it the best choice for a private sunset cruise, a sightseeing tour or an action-packed day on the water with family or friends! For those of you who are looking to splurge, check out our more expensive yachts, with prices up to $6500 (service fee and mandatory extras not included).

What is Sailo’s cancellation policy?

As long as the booking request hasn't been accepted by the boat owner, the renter can cancel the request without any charge. If the renter cancels after the booking request has been accepted, the booking will be subject to the terms of the cancellation policy in place for each boat. The renter should check the cancellation policy with the boat owner, as some of the professional operators have specific cancellation policies which supersede that of Sailo. Whenever a boat owner doesn't have a specific cancellation policy, Sailo's Standard Cancellation policy will apply.

Sustainable boating tips

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.

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21 Best Airbnbs in Puerto Rico, From San Juan to Rincón

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While San Juan and Rincón remain the most popular vacation destinations in Puerto Rico , the advent of short-term vacation rentals has expanded the island’s tourism options—opening up farther-flung destinations with a dearth of hotel options and allowing the island to showcase its diverse charms more than ever before. According to the short-term rental data analytics platform AirDNA , there are 19,000 properties spanning every stretch of Puerto Rico, from the Cordillera Central Mountain Range to El Yunque Rainforest to the outer-lying islands of Vieques and Culebra. While that number may feel daunting, we've combed through some of the best rentals the island has to offer to help you narrow it down.

There’s something for every type of traveler here, whether you’re a food-lover, adventurer, boater, sun-worshiper, sports enthusiast, or history buff. If you are looking for a sunny oceanfront stay, a mansion with resort-style amenities, or a secluded rainforest refuge, Puerto Rico’s got it. Read on for our picks of the best Airbnbs in Puerto Rico for varying types of travelers and budgets.

For surfers: Surfer's paradise in Rincón For the whole clan: Elaborate mansion for the entire family For foodies: Culinary farm stay For eco-adventurists: Lakefront villa with a view

We've vetted these listings based on Superhost status, ratings, amenities, location, previous guest reviews, and decor. This gallery has been updated with new information since its original publish date.

All products and listings featured on Condé Nast Traveler are independently selected by our editors. If you purchase something through our links, we may earn an affiliate commission.

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Nature reserve with kayaks for the whole family

Bed & bath: 5 bedrooms, 5.5 baths Top amenities: Kayaking, ocean access, hiking, bird watching

Set within the Guanica State Dry Forest, which includes a dozen breathtaking nature trails, this seaside spot makes a great perch to spot Puerto Rico’s diverse bird population—and with a six-person hot tub, you'll have the best seats in the house. Be sure to make use of the on-site kayaks to visit the snorkeler’s paradise “Gilligan’s Island,” just a 10-minute paddle away. Mountain biking, fishing, kayaking—everything is easily accessible from here, while nearby La Parguera is rife with seafood spots, and the city of Ponce is within a 30-minute drive. Up to 12 people can comfortably sleep here, with three king bedrooms, a queen bedroom, and a fifth room with two queens.

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Party house for six with a sundeck

Bed & bath: 3 bedrooms, 3 baths Top amenities: Saltwater pool, rooftop lounge with views, proximity to the beach

Decked out with retro-modern decor, this beach house provides a haven for design aficionados in one of San Juan’s most exclusive enclaves. You’ll have your toes in the sand in just a two-minute walk, or you can immerse yourself in the cascading seawater of the on-site pool. Those who cook will revel in the spacious, full kitchen, and everyone can enjoy the rooftop lounge with a drink in hand—the perfect location for sunset toasts. Ready for a night on the town? Popular Calle Loiza—full of shops, restaurants, and bars—is a short walk away. At the end of a long night, everyone will be happy to cuddle up in one of the three queen bedrooms.

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Peaceful forest cabin for two

Bed & bath: 1 bed, 1 bath Top amenities: Sunset and mountain views, infinity pool, outdoor shower

Quaintly sitting under a thatched roof, this dreamy, private getaway is popular with babymooners , honeymooners, or any paramours who just want to quietly connect. The interior blends rustic and modern, with a decor that embraces the natural beauty and expansiveness of the island’s west. Take it all in while soaking in the infinity pool, refreshing in the outdoor shower, or lounging on the vast hammock extending from the upper deck—then head to bed in the cozy loft.

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Shipping container surrounded by mountain views

Bed & bath: 3 bedrooms, 3 baths Top amenities: Pool, hot tub, firepit, gorgeous views, pet-friendly

Upcycled shipping containers are the base for this industrial-chic home-away-from-home in a mountainous pocket on the northwest corner of the island. Inside, it’s all streamlined comfort, while outside blends modern luxury with nature. During the day, bask in the infinity pool or relax in the hot tub while enjoying vast mountain views. In the evenings, take advantage of the fully-equipped outdoor kitchen, then gather around the firepit for stargazing. Then, head to one of the three bedrooms (a king, a queen, and double/single bunk bed) for a cozy night in. A dedicated dog park extends hospitality to furry companions.

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Lakefront villa with a view

Bed & bath: 1 bed, 1 bath Top amenities: Lakeside location, boating, fishing, eco-adventures, queen bed

For those looking to avoid the beach crowds of the coasts, one of Puerto Rico’s overlooked charms is Lago Dos Bocas, a man-made lake in the central corridor. It's the perfect place for kayaking, hopping on a scenic boat tour, or even a quick trip to a waterside restaurant. The sundeck of this spacious, bi-level villa sits right on the lake’s edge; enjoy the placid waters and views from there, or take a short hike down to jump right in. The area is a hub for eco-adventures, perfect for caving, tubing, fishing, or just reveling in the peace of nature.

rent a sailboat in puerto rico

City and beach oasis in San Juan

Bed & bath: 3 bedrooms, 3 baths Top amenities: Pool, beach access, natural light

Sunlight streams into this newly-renovated stay in San Juan’s Ocean Park neighborhood. The home can comfortably sleep up to six across three bedrooms, and the outdoor living is as lovely as indoors with a spacious terrace, patio, swimming pool, barbecue, and dining area. The location could not be better, poised just a quick walk from the beach and the restaurants and bars of artsy Loiza Street. The shops of Condado and historic Old San Juan await minutes away via Uber.

rent a sailboat in puerto rico

Surfer’s paradise in Rincón

Bed & bath: 5 bedrooms, 3 baths Top amenities: Infinity pool, ocean views, firepit

This nautically-themed property in the surfer’s hub of Rincón is called the “Fisheye View” for a reason: many rooms and multiple terraces offer spectacular ocean views and views of the West Coast’s legendary sunsets. The best spot to take it all in, however, is from the infinity pool or the poolside bar. Surf’s up at Playa Maria, just a seven-minute walk away. Don’t want to hang ten? No matter. Go on a dive, book a sailing charter, or laze away on some of the island’s best beaches.

rent a sailboat in puerto rico

A mansion for the entire extended family

Bed & bath: 11 bedrooms, 10 baths Top amenities: Infinity pool, hot tub, resort access

Milestone birthday? Intimate wedding ? Family reunion? This tri-level mansion within the Wyndham Grand Rio Mar sleeps up to 20 and can accommodate all your nearest and dearest. Though structured after a Tuscan villa with a clay-tiled roof, winding staircases, soaring atrium, and a landscaped garden, the expansive infinity pool, palm trees, and ocean views won’t let you forget you are in Puerto Rico. On-site amenities include ping-pong, billiards, and a hot tub along with a beautiful saltwater pool. The surrounding resort’s amenities—beach access, a golf course, and more—are also accessible.

rent a sailboat in puerto rico

Woods and wellness retreat in Vieques

Bed & bath: 1 bedroom, 1.5 baths Top amenities: Complimentary yoga, breakfast

Tucked in the hills of Vieques, one of Puerto Rico’s satellite islands, this two-story “ treehouse ” is a wellness sanctuary. Meditate among the vegetation of your own private garden, or while taking in the vistas from your private deck. Floor-to-ceiling windows in the second-story bedroom welcome the rising sun; you can do your salutations there or join the complimentary morning yoga class held daily. The property also includes a communal pool, vegan and vegetarian breakfast options, and an ayurvedic wellness center offering treatments such as herbal scrubs, acupuncture, and massages. Both the shower and the kitchen are outdoors so you can truly embrace nature.

rent a sailboat in puerto rico

Romantic loft built for two

Bed & baths: 1 bedroom, 1 bath Top amenities: Heated pool, privacy

Is there anything more romantic than a gazebo set among a lush green backdrop? When you want to steal away with that special someone, this smartly designed tiny house in the northwestern region of the island woos with its private patio, stunning sunsets, lofted open floor plan, heated swimming pool, and cozy firepit. It’s the perfect spot to rest and disconnect. And when you’re done relaxing, waterfalls, fishing, kayaking, and the quaint town of San Sebastian are just minutes away.

rent a sailboat in puerto rico

Family-friendly ocean escape

Bed & bath: 3 bedrooms, 3 baths Top amenities : Private pool, ocean views, entertainment room

The entire crew will have no trouble fitting in this newly renovated waterfront getaway in the lovely enclave of Arecibo. While the bedroom layouts are a little unusual, with one room featuring two double beds and two singles, this property is perfect for those who don’t mind sharing (like large families with kids ). Overlooking the ocean, the space comes equipped with an entertainment room, spacious kitchen, and a peaceful pool—complete with a trickling waterfall—while the beach beckons just 10 minutes away. For those feeling adventurous, the location is convenient for day trips to explore nearby caverns, tubing in the scenic Tanama River, or birdwatching in the wild.

rent a sailboat in puerto rico

Nature-focused rainforest refuge

Bed & bath: 3 bedrooms, 3 baths Top amenities: Private hiking trail, heated saltwater pool

Rainforest or beach? Why not both? Enjoy the tropical flora and fauna of the world-renowned El Yunque rainforest—and avoid the crowds —via your own private hiking trail that extends from the property of this brutalist retreat. After a trek, take an alfresco shower or dip into the heated saltwater pool while taking in the sumptuous mountain and beach views. If the beach tempts, the sands and snack kiosks of Luquillo are just a 20-minute drive down the mountain. With three bedrooms, an expansive deck, a gazebo, and more, this space aims to amaze.

rent a sailboat in puerto rico

Farm stay for foodies

Bed & bath: Studio, 1 bath Top amenities: Plunge pool, culinary experiences

El Pretexto's trio of villas sit upon three and a half acres of a “culinary farm,” lush with fruit trees, vegetable beds, clucking chickens, and waddling ducks. Villa 1C is a studio set up with a modest kitchenette and a plunge pool. All are accompanied by breathtaking views stretching beyond the green mountain peaks to the crystalline Caribbean Sea, with hammocks perfectly poised to take everything in. The culinary offerings range from dinners prepared by prominent chefs to hands-on cooking classes to gourmet breakfasts that play up the property’s bounty. Keep in mind this property is only suitable for those 18 and up.

rent a sailboat in puerto rico

Caribbean chalet in the clouds

Bed & bath: 1 bedroom, 1 bath Top amenities: Heated saltwater infinity pool, outdoor shower, mountain views

The mountain views , wood-edged interior, refreshing evening breezes, and sky-high location say “Alps,” but the heated saltwater infinity pool at the edge of the expansive deck, along with the refreshing outdoor shower, remind guests that they are indeed in the tropics. Located on the top of a mountain up some pretty steep roads, this stay is not for the faint of heart, but the views are worth it. El Charco Azul, a haven for hikers complete with waterfalls and a swimming hole, lies a 10-minute drive away. Plus, the famous “pork highway” is within a 30-minute drive. Combine both for a convenient day trip.

rent a sailboat in puerto rico

High-style seclusion on Culebra

Bed & bath: 5 bedrooms, 4.5 baths Top amenities: Ocean view, heated pool, modern design

The tiny island paradise of Culebra, just off Puerto Rico’s east coast, is known for its “unspoiled” appeal. There are few better ways to enjoy its natural charms than from this modernly-appointed property with ocean views stretching all the way to neighboring St. Thomas. Enjoy a cookout alongside the heated pool. Better yet, the silky-soft sand, nesting sea turtles, and crystalline waters of picturesque Zoni Beach—a snorkeler’s dream—await right down road. With five bedrooms (all but one featuring a king bed) and four and a half baths, this property can comfortably sleep up to 10.

rent a sailboat in puerto rico

Two bucolic bubbles above the mountains

Bed & bath: 2 bedrooms, 1 bath Top amenities: Hot tub, firepit

Think of these sturdy bubble tents as tropical igloos, where you can sleep gazing up at the stars and wake surrounded by a colorful sunrise in the island’s Cordillera Central Mountains. Glampers will enjoy the rustic surroundings with creature comforts like Wi-Fi, AC, a full bath, a kitchen with a grill and side stove cooker, a hot tub, and even HDTV. For those who prefer staying at home, linger around the firepit or in the comfy hammock; thrill-seekers can hit the longest zipline in America at Toro Verde Adventure Park, just a 10-minute drive away. While this property does sleep up to four, keep in mind that neither bedroom has traditional walls and the main form of privacy is the bed hangings.

rent a sailboat in puerto rico

Ivy-covered mountaintop sanctuary

Bed & bath: 1 bedroom, 1.5 baths Top amenities: Hot tub, private garden, peace and quiet

Sitting amid five acres of lush greenery in Gurabo, guests will feel as if they couldn’t be farther away from the hustle and bustle of the city. While there are plenty of amusements on site—ping-pong, a pool table, hot tub, firepit, and barbecue grill—fishing, kayaking, stand-up paddleboarding, and ziplining are within a 15-minute drive. The vast wooden deck is the place to be at night with a picture-perfect view of those twinkling city lights in the distance. Then, relax after a long day in the cozy queen bed, or pull out the sofa bed for extra sleeping space.

rent a sailboat in puerto rico

Beachfront bungalow perfect for nesting

Bed & bath: 1 bedroom, 1 bath Top amenities: Beachfront access, shaded hammock, private deck

It’s easy to understand why this stay is nicknamed “The Nest,” as guests find it hard to leave the premises. And who would want to tear themselves away from the shady hammock, the cozy queen bed, or one of the comfy daybeds abutting beautiful Crash Boat Beach, one of the wonders of the West Coast? Planted right on the sand, it’s a prime perch for sunbathers, snorkelers, divers, and surfers . Those motivated to flee the roost can head to the pier for fishing or a plunge into the aquamarine water.

rent a sailboat in puerto rico

Hidden gem rustic cabin

Bed & bath: 1 bedroom, 1 bath Top amenities: River access, hot tub, hiking trails

It’s hard to pick a favorite aspect of this rustic riverside property. Is it the hiking trail that leads to the refreshing Charco Prieto cascades? The wooden swing set, which is the perfect post to inhale the aroma of surrounding fruit trees and admire the mountainous panorama? Or is it the cozy firepit, where guests can roast s'mores under the stars? There’s also the relaxing hot tub. The only way to decide is to revel in cabin life at this loft-style property with a queen bed, Boricua-style.

rent a sailboat in puerto rico

Rockefeller house in the tropics

Bed & bath: 3 bedrooms, 3.5 baths Top amenities: Beachfront access, private terrace, resort access

If you want to know how the one percent live, this Dorado enclave, on the property that once belonged to the Rockefeller family, is the place to go. Walk directly out to the beach from your luxury unit , part of the five-star Ritz-Carlton Reserve. With three bedrooms and a queen futon in the media room for extra space, it sleeps up to eight. The spacious and sleek modern condo comes complete with a golf cart for easy access to resort amenities—from pools to a top-notch spa to gourmet restaurants, such as the Omakase Bar and the brand-new alfresco Italian spot, Flor de Sal.

rent a sailboat in puerto rico

Tiny house for big nature lovers

Bed & bath: Studio, 1 bath Top amenities: Freshwater soaking pool, barbecue, solar power

This solar-powered sanctuary caters to eco-friendly travelers who want to revel in the rainforest. At night, the pitter-patter of rain on the zinc roof lulls guests to sleep, while daytime vistas of the ocean and mountains showcase the island’s varied charms. Though the location feels remote, the beautiful beaches and food kiosks of Luquillo are just a 10-minute drive away. That is if you can tear yourself away from the alfresco freshwater soaking pool and its mesmerizing views. The host notes that this studio is best suited for adults or children ages 12 and up.

rent a sailboat in puerto rico

Recommended

El Pretexto

Boat Rental and Yacht Charter in Puerto Rico

Puerto Rico's vibrant culture and pristine beaches create a Caribbean escape that's hard to resist. With a seasoned skipper, explore lush rainforests, secluded bays, and indulge in the island's rich flavors.

18 boats available

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Catamaran Lagoon 380 · 2018

Puerto del rey marina (fajardo), fajardo, puerto rico.

  • 6 max. guests
  • 11.6 m long
  • With Captain
  • Full batten mainsail

Catamaran Lagoon 380 · 2018 (0)

Catamaran Lagoon 420 · 2023

  • 4 bathrooms
  • 12.8 m long
  • Captain optional

Can't find what you want? Talk to our holiday planners today.

Catamaran Lagoon 380 · 2018 (0)

  • 3 bathrooms
  • Crew included

Sailboat Jeanneau Sun Odyssey 440 · 2019 (0)

Sailboat Jeanneau Sun Odyssey 440 · 2019

  • 2 bathrooms
  • 14.05 m long

Sailboat Pearson 36 Sloop · 1969 (0)

Sailboat Pearson 36 Sloop · 1969

Puerto rico, san juan, puerto rico.

  • Semi batten mainsail

Catamaran Lagoon 46 · 2021 (0)

Catamaran Lagoon 46 · 2021

  • 5 bathrooms

Catamaran Leopard 43 · 2006 (0)

Catamaran Leopard 43 · 2006

Catamaran Lagoon 42 · 2024 (0)

Catamaran Lagoon 42 · 2024

Sailboat Jeanneau Sun Odyssey 440 · 2022 (0)

Sailboat Jeanneau Sun Odyssey 440 · 2022

  • 12.34 m long

Catamaran Lagoon 46 · 2025 (0)

Catamaran Lagoon 46 · 2025

Motorboat Arno Leopard 23 · 1998 (0)

Motorboat Arno Leopard 23 · 1998

  • 13 max. guests
  • 27 kn max speed
  • 1,200 hp engine

Motorboat Princess V58 · 2006 (0)

Motorboat Princess V58 · 2006

  • 12 max. guests
  • 18.2 m long

Motorboat Hydra-Sports 3300 VX · 2008 (0)

Motorboat Hydra-Sports 3300 VX · 2008

Villa marina yacht harbour (fajardo), fajardo, puerto rico.

Motorboat Hydra-Sports 3300 VX · 2004 (0)

Motorboat Hydra-Sports 3300 VX · 2004

  • 225 hp engine

Exclusive Deals

Take your boat holidays to the next level with exclusive boat deals featuring free and exciting add-ons!

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Frequently asked questions

Once we receive your request, we will confirm the availability of the boat, as well as check for alternative ones. To ensure your experience is the best it can be, we may contact you to discuss your request in detail. Let us do the research for you - free of charge.

You can get in touch with the captain as soon as you’ve completed your booking. Our captains are highly qualified and knowledgeable about their locality.

The Charter Fee is an additional, obligatory cost, which typically includes the end cleaning of the boat, home port fees, and linen & towels. The details of the charter fee differ depending on the boat, location and charter partner.

There are marina fees and fuel costs which vary depending on the type, duration and location of your sailing holiday. Marina fees need to be paid at each marina you choose to dock overnight - the amount varies but you may be able to find this information in advance by contacting the marinas directly. Fuel costs depend on whether you’re sailing a motorboat or a sailboat. You can estimate fuel costs by double-checking your chosen boat’s engine, and the expected distance you aim to sail.

Sailing Guide Puerto Rico

Charter a yacht in Puerto Rico for a fun boat vacation with your friends or family. Discover the stunning coastlines, the colourful buildings of San Juan and the breathtaking remote beaches.

Things to do and see when sailing in Puerto Rico

Puerto Rico has more to offer than its beautiful capital and the stunning beaches. Of course you can take your boat rental around the island and sail to other islands that are close by, but Puerto has a rich and interesting history that you can witness just by roaming around the streets of the island.

Activities in Puerto Rico

Rent a boat in Puerto Rico to get the full experience of visiting this paradise island state

Visit Culebra Island which is just 17 miles away from Puerto Rico and a true paradise. The island is only scarcely populated and therefore barely touched. While you get to see some of the most stunning beaches in the world, you should take the opportunity to stop by some of the beach tanks which are remnants of the time when Puerto Rico served as a naval base for the United States of America

Snorkelling in Puerto Rico is an amazing opportunity to discover the beautiful and rich wildlife underwater

Roam around the capital San Juan

Visit Castillo San Felipe del Morro , an old castle located just off the coast of the capital city that was built by the Spanish when they colonized the island

Castillo San Cristobal is even more impressive fort in Puerto Rico and known as the biggest fort in the New World

Walk along the Paseo de la Princesa to end a very relaxing evening

Need a break from sailing all day long? Go and see some art in the Museo de Arte de Puerto Rico

El Yunque National Forest is a magical place. Discover this tropical rainforest in all its glory. Beautiful waterfalls and stunning hiking trails are just waiting to be discovered by you

The green lawn in front of El Moro invites locals and visitors alike to fly a kite. How often have you done that since you were a child?

Visit Museo de Las Americas to learn more about the indigenous population of Puerto Rico

Beaches in Puerto Rico

Playa Flamenco offers turquoise waters and a white sandy beach where you get to enjoy a relaxing day with your family and friends. Sail to Culebra Island to discover this little piece of paradise.

Condado Beach is one of those beaches that look like paradise, but that are so overcrowded that you might consider going to a more secluded location. However, if you enjoy the hustle and bustle of a place like this while sipping on a drink, you will feel right at home

Playa Sucia is a wonderful beach located in a quiet bay. Swim in the turquoise waters and enjoy the peace and quiet you will find here. It gets less crowded than other beaches on the island

Restaurants in Puerto Rico

Casual dining in Puerto Rico:

Buns Burger Shop offers, you might have guessed it, burgers. Tourists and locals alike flock to this wonderful restaurant for a juicy burger and crispy fries.

Enjoy delicious tacos and nachos at Vagon . If you like fish, you should go for the fish tacos. A true delight for anyone who takes a bite

Kabanas is a cute little eatery where you can enjoy some tasty tacos and cocktails. Great prices for delicious food.

Beach restaurants in Puerto Rico:

CAÑA in Fairmont El San Juan Hotel offers seating indoors and outdoors. Chef Gonzalez is creating dishes inspired by the local Puerto Rican cuisine and mixing this with modern flavours. Enjoy the sea view from the terrace.

Numero Uno Beach House is located right on the beach. Sip on a tasty cocktail and eat a delicious meal feeling the sand underneath your toes. Hearing the waves break in the background will surely make you scream: I am on vacation!

Fine dining in Puerto Rico:

Marmalade Restaurant & Wine Bar : This is the perfect restaurant to enjoy Caribbean cuisine mixed with the best international cuisine. This is not the place to order a la carte as the menu is more like a tasting menu creating individual dishes to try. You surely like surprises if you decide to eat here.

Trois Cent Onze is an elegant restaurant serving European dishes. The highly praised duck breast is a must. If you still have room for dessert you can savour a mousse au chocolat.

Bars and Clubs in Puerto Rico

El Batey is a bar full of graffiti where you get to enjoy your beer in a relaxed atmosphere. It’s the perfect spot to get away from the glitzy bars and chic resorts for an evening

Patrick’s Irish Bar : Of course you can find Irish pubs around the world, but the one in San Juan is particularly fun. Juicy burgers and refreshing beers - do we have to say more?

Club Brava in San Juan is an amazing place for fun mainstream music and popular Latin tunes. Dance the night away to the best sounds

Explore historical Puerto Rico

The history of Puerto Rico starts around 430 BC, but takes a dramatic turn with the arrival of Christopher Columbus in 1493 on the island. Diseases that were previously unknown spread like wildfire among the indigenous population - amongst the exploitation by the Spanish and the involvement in war, it led to many deaths on the island. Due to its geopolitically strategic position, it became a playground for various European powers until 1898 - the year it fell into the hands of the United States. The country is still under US control until today.

Parque Ceremonial Indígena de Caguana is a park where many remnants of the indigenous population have been found. Stones with interesting paintings can be admired here. The plazas that have been discovered here, are known to have been used for all kinds of ceremonies. Similar sites can be found in Centro Ceremonial Indígena de Tibes .

Castillo San Felipe del Morro , a UNESCO world heritage site, was built in the 16th to protect the island from invaders - after the Spanish had conquered the island. You should visit the fort to learn more about its history AND to enjoy the most stunning view over the ocean as well as the island.

Discover mystical Puerto Rico

Every country, tribe or people have their own explanations on how the world was once created. The story of the indigenous people of Puerto Rico, the Taino, revolves around Atabei who was said to be mother earth who had two sons. One of her sons, Yucajú, turned this earth into a more beautiful place than the one his mother created. He is also said to have created the sun and the moon. He even created his own son, a cross between g’d and animal - Locuo. His brother became increasingly jealous and tried to destroy everything Yucajú had created. Lucky for him he had his son Locuo, who created the first woman and the first man. The Taino believed that they all descended from these first people on Earth. Isn’t it interesting that the same stories were told in different ways in other parts of the world as well? People are often much more alike than they think they are.

Sailing conditions in Puerto Rico

The tropical climate in Puerto Rico ensures that it stays warm all year round. An average temperature of 26 degrees is dominating the island. But beware: Hurricane season in late summer is probably not the best time to go out on a sailing adventure. We would recommend you to rent a boat in Puerto Rico between January and April. The temperatures are ideal and it stays dry. If you want to visit the island between May and October, you should expect a little bit more rain.

Puerto Rico is the perfect spot for a yacht rental in the Caribbean . You will find perfect wind conditions that allow for an unforgettable sailing adventure without dangerously rough seas. However, if you prefer to have a bit more of an adventure, you might consider sailing out into the open ocean - we would only recommend this option with a promising weather forecast and to experienced sailors. You might want to consider a boat rental with a skipper who knows the waters in this part of the Caribbean very well.

How much does it cost to rent a boat in Puerto Rico?

How much it costs to rent a boat in Puerto Rico depends on many factors like the season, the boat type, the size of the boat and how many people will join you on the boat rental. A bareboat charter will mostly be used for anyone travelling on a boat.

Renting a boat in Puerto Rico is not the cheapest kind of holiday, you will pay 321 EUR on average per person per day for a motorboat.

What type of boat is best for sailing in Puerto Rico?

What kind of boat you should rent for a sailing holiday in Puerto Rico totally depends on the type of boat vacation you would like to experience. If you aim to see all the wonderful remote beaches Puerto Rico has to offer, you would go for a different type of water vehicle than when you want the wind on your skin to make you feel completely free.

Rent a catamaran in Puerto Rico

Pros of renting a catamaran in Puerto Rico

One of the advantages of renting a catamaran in Puerto Rico is the fact that the shallow draft allows you to sail closer to the shore. This makes this type of boat the perfect yacht to discover hidden beaches and to anchor closer to the shore without any worries about hitting something that is hidden underwater. Especially the islands of Vieques and Culebra to the east of Puerto Rico are popular sailing destinations in this part of the Caribbean due to its untouched and incredibly beautiful sandy beaches.

Catamarans are also more stable than other types of boats - a great advantage for anyone who tends to get seasick easily. Standing on two hulls makes it the perfect boat rental for a family vacation.

Equipped with both an engine and a sail, you are well prepared for your sailing vacation in Puerto Rico. Use the sail to make the most of the winds, but use the engine when the wind stops blowing so that you don’t get stuck anywhere in the middle of the ocean.

One of the most popular catamarans to rent in Puerto Rico is the brand new Catamaran Lagoon 42 . Up to six people can sleep on the boat. For some extra fun, rent a SUP or a kayak in addition to the bareboat charter.

Cons of renting a catamaran in Puerto Rico

One of the downsides of renting a catamaran is its size. In high season it might become difficult to find a spot for mooring in the marinas. Rather than trying to find a spot in a marina to spend the night, you should try and find a quiet bay where you can anchor for the night and wake up to a beautiful sunset. This beats any spot in any harbour!

Rent a sailboat in Puerto Rico

Pros of renting a sailboat in Puerto Rico

With ideal wind conditions, renting a boat in Puerto Rico is the perfect choice for anyone who loves sailing over turquoise waters along the most stunning coastlines. While you get to enjoy some beautiful views in the Caribbean, the sailing experience is the most important factor in choosing a sailboat rental in Puerto Rico. Ideal wind conditions make it the perfect water vehicle in this part of the world.

Sail to the nearby islands of Vieques and Culebra or even further to the British Virgin islands . Feel the breeze on your face and anchor in some of the most beautiful remote beaches.

One of the most popular sailboats in Puerto Rico is Sailboat Jeanneau Sun Odyssey 440 , a 14 meter long boat that takes your breath away. Up to six people can sleep on the boat and you can rent the sailboat with or without a captain. If you don’t have a lot of experience sailing in the Caribbean, we would recommend you to hire a skipper or captain to navigate you through the sea.

Cons of renting a sailboat in Puerto Rico

Sailboats require more skills than driving a catamaran or motorboat. This might be one of the downsides if you lack the experience. However, practice makes perfect and with an experienced skipper by your side, you will become a professional in no time.

Another downside is the fact that sailboats are dependent on the wind. If the wind suddenly stops blowing, you might get stuck in the middle of the ocean without any option to move. This might be incredibly frustrating if you only booked your boat in Puerto Rico for a week.

Rent a motorboat in Puerto Rico

Pros of renting a motorboat in Puerto Rico

Renting a motorboat in Puerto Rico comes with many advantages. One of them is the speed. Motorboats are generally faster than other types of water vehicles, making them the perfect choice for anyone who wants to experience as much of Puerto Rico and the surrounding islands as possible.

Unlike sailboats, motorboats don’t have a keel. This makes them the perfect choice for anyone who wants to explore the hidden beaches and bays for a truly relaxed vacation. You can sail in shallow waters without worrying too much about hiding something underwater.

One of the most popular motorboats to rent in Puerto Rico is the Motorboat Hydra-Sports 3300 VX which includes a captain. Snorkeling equipment is already waiting for you on board for some extra fun on your sailing vacation in Puerto Rico. The 33 meter long yacht can host up to six guests, making it the perfect vehicle for an intimate vacation with your closest friends.

Cons of renting a motorboat in Puerto Rico

One of the downsides of renting a motorboat in Puerto Rico is the fact that their fuel is not the wind, but petrol. With the ever increasing prices, you might get a juicy bill for all the miles you sailed.

Unless you rent a luxurious motorboat, these types of boats are not necessarily known for their spacious cabins. You will definitely not spend your days hiding away under deck - you will definitely enjoy all the time you have on board with your friends sunbathing, snorkelling or swimming. After all, this is what a sailing vacation is all about, right?

Charter a luxury yacht in Puerto Rico

Charter a luxury yacht in Puerto Rico for a very special summer vacation. A luxury yacht offers all the amenities you could hope for while spending your holiday on a boat. Plenty of space, a sundeck to enjoy the sun and plenty of space to have dinner with all your friends who are joining you on this trip. One of our most popular private luxury yachts in Puerto Rico is Motorboat Princess V58 , a modern and speedy boat which includes the captain on your trip. Up to 12 guests can find space on this yacht, meaning that you can bring all your friends. Some of the amenities on board include a refrigerator, air conditioning, snorkelling equipment and loud speakers to get the party started. After all, what good is a boat party without the right music?

What kind of boat license do you need when renting a boat in Puerto Rico?

When sailing in Puerto Rico you don’t need a boat licence to operate a boat - unless you are a resident of the island state. For non-residents it is enough to present their ID and to ensure that they receive sufficient instructions on how to operate the boat that they are renting.

Sailing routes in Puerto Rico

One of the most scenic sailing routes around Puerto Rico is the one from Puerto del Rey on the east coast of the island back to La Chiva Beach . Start your journey in Puerto del Rey before heading out to Isla Palominos where you get to swim in turquoise waters and relax on a white sandy beach. Your next stop is Culebra, where you can sunbathe or go snorkeling. Flamenco Beach is popular with tourists. Snorkelling in the waters by Tamarindo Beach will be a once in a lifetime experience as you get to swim with all kinds of interesting wildlife, including rays and turtles. You will feel just like in Nemo . Your next destination is Bahia del Almodovar . Here you can safely moor on the mooring balls. Explore the stunning coastline before mooring for the night. In the morning head to Esperanza on the island of Vieques. The town is known for its stunning sea views and cute wooden houses. Your next stop is La Chiva Beach, also known as the Blue Beach where you get to relax with a stunning view of the sea. Next is Puntas Arenas, also known as the Green Beach due to its lush green surroundings. It is part of the Vieques National Wildlife Refuge .

Sailing Locations in Puerto Rico

Yacht charter in Puerto Vallarta

Rent a boat in Puerto Aventuras

Rent a yacht in Port Elizabeth

Rent a boat in El Puerto de Santa María

Hire a yacht in Fajardo

Yacht charter in Humacao

Yacht rental in the Caribbean

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  1. Boat Rentals in Fajardo, Puerto Rico

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  2. 9 passengers Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

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  3. Party Boat Rentals in San Juan

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  4. San Juan Boat Rentals

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  5. Pearson Sailboat Rental San Juan, PR 2002

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  6. Pearson Sailboat Rental San Juan, PR 2002

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COMMENTS

  1. Puerto Rico Boat Rentals 2024

    A boat charter in Puerto Rico will cost anywhere from $100/person for a 3-hour sailing cruise, to well over $1000/day for a luxury yacht charter. The cost for your boat charter in Puerto Rico will depend on the boat's capacity, the duration of your charter, where you want to go, and the type of experience you want to have.

  2. Sailboat Rentals in Puerto Rico: Sailing Charters

    The best Sailo deal for daily sailboat rentals in Puerto Rico starts at $250. The average price for a daily Puerto Rico sailboat charter is $1100, making it the best choice for a private sunset cruise, a sightseeing tour or an action-packed day on the water with family or friends! For those of you who are looking to splurge, check out our more ...

  3. 2024 Top Sailboat Rentals in Puerto Rico (w Photos)

    August 14, 2024 - Find the best sailboat rentals with prices in Puerto Rico. View Getmyboat's 1,000s unbiased reviews and great deals on sailboat rentals in Puerto Rico.

  4. Puerto Rico Bareboat & Crewed Yacht Charters

    The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download. Puerto Rico is an understated travel destination, a magical place inviting you to explore by sailboat. It enjoys a Caribbean climate and is very ...

  5. Boat Rentals in Puerto Rico: Yacht Charters

    You can charter a boat for a day in Puerto Rico for an average of $1100 per day. The average price for a weekly boat rental is $10687. Your total budget for a boating trip in Puerto Rico depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could ...

  6. 787 Yachts Puerto Rico Boat Rentals

    Welcome to 787 Yachts, the epitome of luxury yacht and boat rentals! We are a premier agency committed to creating an extraordinary experience for travelers visiting Puerto Rico. Our mission is to offer an unparalleled navigation service, complete with an exquisite fleet and an exceptional crew, ensuring that your journey is nothing short of ...

  7. Puerto Rico Yacht Charters|Yacht Rentals|Boat Charters| Yacht Puerto

    Yachts Puerto Rico Charters has years of experience in delivering an extensive yacht charters, yacht rentals, boat charter and boat rental in Puerto Rico. Book your charter with us! 888-5 BOAT 4U or (888-526-2848) [email protected]. Yachts; About; Contact; Request A Quote. Our Fleet Catering and Water Toys

  8. Luxury Puerto Rico Yacht Charters

    This spacious, comfortable, deluxe Yacht will elevate your vacation experience to a whole new level. Modern and intimate, you will have an unforgettable vacation tailored to your needs. Our Puerto Rico yacht rental is a unique and stress-free experience that will provide you with safety, relaxation, and comfort out on the water

  9. Boat & Catamaran charter in Puerto Rico

    At Yachting.Rent, our aim is to provide an unparalleled yacht rental experience. Our expert staff is dedicated to ensuring a seamless booking process and providing ongoing support during your sailing journey. Experience Puerto Rico like never before and create lasting memories with Yachting.Rent. Embark on your sailing adventure with us today.

  10. Water Time Charter

    Water Time Charter - Luxury Yacht Rental in Puerto Rico. We're a private Yacht Charters Company in Puerto Rico with more than 20 years of experience. If you're looking for a romantic getaway, an adventure with friends and family, or even a day just for yourself then you have come to the right place. Puerto Rico is the ultimate place for ...

  11. 20 Best Luxury Yachts You Can Charter In Puerto Rico (2024)

    Puerto Rico Boat Trips offers a hassle-free rental experience with a wide range of yachts. 15. Solstice. Charter the Solstice, a 68-foot sailing yacht that accommodates six guests in three cabins, for a comfortable sailing experience in Puerto Rico. The Solstice has space for six guests. With state-of-the-art technology and elegant design, the ...

  12. 2024 Boat rentals in Puerto Rico: Rentals available at best price

    Catamaran rental in Puerto Rico costs anywhere from $5483 per week. To charter a motorboat, you should expect to pay around $536 for half a day, $952 for a full day, and $3572 for a week. Sailboat rental in Puerto Rico generally costs around $4100 per week. For yacht rental in Puerto Rico, you will usually pay around $3950 a day or $27650 a week.

  13. Salty Dog Catamaran

    From $102. Take a fun-filled day sail around some of Puerto Rico's most amazing, unspoiled islands like Isla de Palominos, Isla de Lobos, and or Cayo Icacos. Learn More. All Ages. 5.5 Hours. Follow on Instagram.

  14. 2024 Boat rentals in Puerto Rico: Charters at the best price

    What is the price of a boat rental in Puerto Rico for a week? Catamaran rental in Puerto Rico: From €74,039 for a week. To charter a motorboat: From €4,764 for a week. Sailboat rental in Puerto Rico: From €4,100 for a week. For yacht rental in Puerto Rico, From €27650 a week.

  15. Sailing boat rentals in Puerto Rico

    If you hire a sailboat in Puerto Rico we suggest you start your holiday in the eastern region, known as Porta Antillas. There is the largest port on the island and where we have sailboats for hire: Puerto del Rey Marina. In Porta Antillas there is an abundance of luxury hotels, golf courses and dreamy beaches. We recommend diving in the keys of ...

  16. ⛵ Sailboat rental Puerto Rico with or without license

    A team of charter experts to help you seven days a week. Choose from 2 Sailboats in Puerto Rico starting from 644 € per day, with or without captain. Nº1 Nº1 boat rental and yacht charter platform in Puerto Rico.

  17. Luxury Yacht Rentals Puerto Rico

    Go ahead and book a luxury yacht charter for your special day, and hire local entertainment and catering services with just one click. Enjoy a wonderful gathering and dive into the exquisite culture, music, and cuisine of the area. After all, the spirit of Puerto Rico is all about embracing that friendly social atmosphere every good party needs.

  18. Puerto Rico Boat Rental ⛵ Affordable Yacht Charter

    Contact Support. Top offers for private boat rental in Puerto Rico Find a yacht charter in Puerto Rico online quickly & easily Best price guarantee. ☎ +44 20 3318 3641.

  19. Boat Rentals in San Juan, Puerto Rico ⛵ Yacht Charters

    The best Sailo deal for daily boat rentals in San Juan, Puerto Rico starts at $250. The average price for a daily San Juan boat cruise is $1100, making it the best choice for a private sunset cruise, a sightseeing tour or an action-packed day on the water with family or friends! For those of you who are looking to splurge, check out our luxury ...

  20. Yacht charter in Puerto Rico

    Rent a boat in Puerto Rico Charter a motorboat or a yacht quickly and at the best price with Scansail. 100% Safe and 100% User-Friendly. Find your private yacht charter in Puerto Rico with Scansail ★ Many years of experience ★ From sailors, for sailors ★ With or without a captain ★ Personal contact ...

  21. Puerto Rico Prices: A Complete Guide

    Take a look at this guide to Puerto Rico prices for travelers, organized by region and city, to help build your perfect Puerto Rico itinerary. ... in Fajardo run $130+ per night; locally-owned hotels (averaging 2-3 stars) go for $50+ per night. VRBO rentals with multiple bedrooms go for $130+ per night, and full Airbnb guesthouses range from ...

  22. Boating Puerto Rico LLC Yacht and Boat Rentals

    195 likes, 0 comments - boatingpuertorico on August 20, 2024: "I want to fly away... . . . #BoatingPuertoRico #IslandLife #AdventureAwaits #LuxuryYacht #CaribbeanEscape #PuertoRicoAdventures #ExploreTheIslands #BoatLife #TropicalVibes #YachtCharter #OceanViews #SailAway".

  23. Late October trip for a couple

    That is quite an agenda for 5 days, especially if that includes travel time to the island and back. You would need to rent a car.The island is much larger and more expansive than most people imagine with A LOT of traffic, especially in the San Juan Metro area that has about 2 million people. It would be best to pick one location and stick with it, its beaches, restaurants and points of interest.

  24. Boat Rentals in Fajardo, Puerto Rico

    The best Sailo deal for daily boat rentals in Fajardo, Puerto Rico starts at $250. The average price for a daily Fajardo yacht charter is $1100, making it the best choice for a private sunset cruise, a sightseeing tour or an action-packed day on the water with family or friends! For those of you who are looking to splurge, check out our more ...

  25. 21 Best Airbnbs in Puerto Rico, From San Juan to Rincón

    According to the short-term rental data analytics platform AirDNA, there are 19,000 properties spanning every stretch of Puerto Rico, from the Cordillera Central Mountain Range to El Yunque ...

  26. Puerto Rico Boat Rental

    The best boat rentals in Puerto Rico. Ready to get the best out of your Puerto Rico vacation? Time to rent a boat and embark on an adventure! Whether you are a curious tourist, experienced sailor, fisherman, water sports junkie or you simply like to party and savor life on a yacht, sail.me is the go-to place to book a boat for your next local trip.

  27. What we know about sunken yacht carrying Mike Lynch, Christopher

    Emergency services at the scene of the search for a missing boat, in Porticello, southern Italy, Tuesday, Aug. 20, 2024. Rescue teams and divers returned to the site of a storm-sunken superyacht Tuesday to search for six people, including British tech magnate Mike Lynch, who are believed to be still trapped in the hull 50 meters (164-feet) underwater.

  28. Boat Rental and Yacht Charter in Puerto Rico

    Rent a boat in Puerto Rico to get the full experience of visiting this paradise island state. Visit Culebra Island which is just 17 miles away from Puerto Rico and a true paradise. The island is only scarcely populated and therefore barely touched. While you get to see some of the most stunning beaches in the world, you should take the ...