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Catamaran cruises

Spirit of America Catamaran Cruise

Scroll down and check out the video with Capt. Matt.  

Get ready to set sail for an unforgettable catamaran cruise and discover Branson’s natural attraction, Table Rock Lake! Join Captain Matt on a Caribbean-style adventure aboard the 48-foot  Spirit of America.  This ocean-rated vessel, operated by a coastguard-licensed captain and crew, has room for 49 passengers.  Bottled water is included, feel free to bring your cooler onboard.  Food/beverages are on a bring-your-own basis.  Alcohol onboard is limited to Beer and Wine only for those over age 21.    

Our most popular catamaran cruise is the 2-hour Sail-Swim Cruise at 1 pm, which includes large water accessories, a giant water slide, and kayaks.  

Private Sail-Swim Charters are available at 4 pm daily, book online.  Other Custom Private Charters are arranged by emailing Capt. Matt: [email protected].  Portside Pizza

Call the marina with general questions: 417.334.2628.      Book Pizza for your Charter!   Call Portside Pizza 417.263.3169 (at least 24 hr ahead) 

Life Jackets are provided for everyone before boarding and must be worn while in the water. Sailing sets your soul free—let’s get on the Spirit!

Boat Video with Capt. Matt

Things To Know

Catamaran Cruises

• Parasailing
• Tube/Wake/Ski
• Pontoon Boats
• Surf lessons

Three Hour Private Cruise

• The best catamaran cruise for the whole family.
• Our three hour cruise allows extra time to play in the water!
• Bring your own snacks and drinks including beer and white wine.

Private Sunset Cruises

• Our most popular cruise!
• Surfer Girl departs every evening from Nor’Banks.
• Enjoy the ultimate luxury experience for your group of up to 15 passengers.

Two Hour Private Cruise

• The only luxury sailing catamaran for large groups on the Outer Banks!
• Bring your own drinks and snacks including beer and white wine.
• Holds up to 15 passengers!

Yes! The bridge deck has plenty of shade.

We will be sailing in the Currituck Sound, known for great wind, beautiful coastline and very little boat traffic!

Yes! Nor’Banks provides clean and comfortable life vests for your entire party. We have plenty of children’s life vests in less than 30 lbs., 30-50 lbs. and 50-90 lbs. sizes. Life vests are required for children under 13.

Unfortunately your four legged friends will have to sit this one out.

Yes! You will have a captain and crew. If you’re interested in taking a turn at the helm, speak with your captain!

Surfer girl is certified by the coast guard for up to 18 passengers or 3000 pounds in addition to the captain and crew. This is a strict legal limit, regardless of the size of the passengers. We allow online booking for up to 15 passengers for your private cruise. If you believe that your group of 16-18 passengers plus gear is under 3000 pounds, please call to book your charter!

Yes! You are welcome to bring drinks and food.

Yes! You may bring beer and white wine. Please refrain from bringing red wine (it stains), liquor or glass beer bottles.

We require 48 hours notice for a refund. No refund will be issued within 48 hours unless inclement weather prevents your trip. Light wind or cloudy skies are not grounds for cancellation.

Yes! You can book up to a maximum of four hours. If you have any questions about how much time would be best for your group, please call us at 252-261-2900.

Yes, they do. The United States Coast Guard considers every person, except for the Captain and crew toward the 18 passenger limit.

We highly recommend arriving 30 minutes before your cruise is scheduled to depart. If you’re running late, please contact us and let us know.

We have a marine head aboard. We encourage you to use the restroom prior to departure.

Yes, your crew works for tips!  As with other service industries, tips are discretionary based on your satisfaction with the service provided by your captain and crew. A customary tip is 18-25% of your charter or ticket.

Sail aboard our new Maine Cat 38, Surfer Girl! The boat will be sailed by a U.S.C.G. certified captain and mate, so all you have to do is sit back and enjoy the ride. Built to strict U.S. Coast Guard standards, Surfer Girl is comfortable and stable but also fast and exciting to sail.

You are welcome to bring your own beer, white wine, and snacks aboard. The forward trampolines are perfect for enjoying a drink as the sun dips below the horizon. Sail with us and see why Sail Magazine named Maine Cat 38 Best Multihull Cruising Boat under 40ft.

Surfer Girl  is available for 2-4 Hour Private Charters at Nor’Banks all summer long. We’ll tailor the sail to fit your group of up to 15 passengers with a relaxing sunset cruise or a day sail with a stop for swimming and diving from the boat or playing on our giant floating mat. You are welcome to bring your own snacks and beverages!

NOR’ BANKS SAILING & WATERSPORTS 1314 Duck Road Duck, NC 27949 252-261-2900 (Watersports Info) Book Now

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Special: Promo Code: ALOHA20

Makani Catamaran

Honolulu boat tours and charters, join us aboard our catamaran — the makani — for an exciting and memorable hawaiian ocean adventure with top-of-the-line equipment, luxurious amenities, and a passionate team behind us, makani aims to provide a truly world-class sailing experience. book our honolulu boat tours online today.

Effective January 1st 2024, State of Hawaii Ocean Stewardship User Fee of $1.00 per person will be added to all reservations. The user fees will support the conservation, restoration, enhancement and management of Hawai’i’s marine resources.

• Clock 11 a.m. 2 p.m.
• Hour Glass 2 Hours

Fun in the Sun Sail

Embark on a voyage along the sun-kissed south shore of Oahu, where breathtaking vistas of the verdant Ko’olau Mountains, glistening Honolulu skylines, and the awe-inspiring Diamond Head await. Stay alert and witness the enchanting marine wildlife that graces these waters!

• Most Popular

Honolulu City Lights Sunset Sail

Prepare for an extraordinary evening unlike any other. Indulge in the breathtaking Hawaiian sunset aboard the Makani Catamaran, where you can relish the open air and sip on our exquisite tropical cocktails.

• Clock 7:30 pm
• Hour Glass 1 hour

Waikiki Friday Night Fireworks Sail

Experience a breathtaking view of the fireworks show from the water as the moon ascends. The Friday Night Fireworks Cruise offers a mesmerizing spectacle, showcasing the Honolulu skyline and the majestic Ko’olau range. Indulge in an evening of unparalleled beauty and enchantment.

Looking for All Honolulu Boat Tours and Private Charters?

Feel the thrill.

Makani, the finest Hawaii catamaran offers a covered cabin seating area, two large, freshwater restrooms, surround sound system, sunbathing net areas, and pilothouse seating. No expense has been spared making Makani the catamaran of choice for the most discriminating customers, including many celebrities. The Captain and crew attend to your every need. We hope you make Makani your first choice to “Feel the Thrill” and have an unforgettable Hawaiian ocean experience. Check out our Google Virtual Tour!

Rave Reviews

Traveling at the age of 20 with your friends is a guaranteed fun time but when you do amazingly fun excursions like the Makani Catamaran, it just makes your vacations a thousand times better! My friends and I had such a great time thanks to your amazing staff. They’re very nice and very helpful. I’ve been on the catamaran three times and every time it just seems to get better and better. I highly recommend Makani Catamaran, MAHALO!!! oh and we saw turtles and DOLPHINS on our sail, IT WAS AMAZING!!!

This was by far the best catamaran we have been on! The staff is AMAZING. The crew is so helpful and funny. They make you feel like your part of their crew for sure. We loved spending time on the water and hearing all they had to say about the islands and animals. The captain was great! We will be doing this again!

We saw a sea turtle and a group of dolphins followed us for a while and did some "tricks". No whales on this trip but the crew made the experience fun by telling jokes and talking about the animals.

I can't say enough nice things about our trip on the Makani Catamaran! The staff were warm and friendly, the drinks we're tasty and the views were breathtaking. We had the opportunity to stand in the Captain's Galley and take photos. Captain Jon was so accommodating and thoughtful - he even offered to take our picture. This is one experience you do not want to miss out on! Highly recommend.

The boat was in great shape, staff was very professional and committed to safety. I appreciated that more than anything. I would highly recommend this trip for anyone visiting the Island, the views are well worth it. Great value trip!

So, full disclosure I was pretty skeptical that this would be fun at all. In fact, this was totally my wifes idea. That said, of all the things we did in Hawaii, this ended up being one of my favorites. We had been doing pushing ourselves pretty hard for several days up to this point and it was just really nice to sit back for a couple hours with drinks in hand and hang out as a family. We sat on the netting in the front and our 9,7, and 5 year old kids thought it was awesome to watch the water go by underneath and at one point even had some dolphins following us. 100% would suggest and will definitely do again.

I am so happy that I booked this during our trip to Hawaii. The crew was nice, hospitable, and very engaging. They made the sail super fun for everyone on board. Our captain was even able to show us sea turtles and a whale, even though we were not promised that when booking! Plus there was a full service bar and the drinks were awesome! I would definitely recommend to everyone. It is definitely worth it.

Kathleen D Sailing Catamarans   | Call or Text Now for more information 941-896-6400

Kathleen D Sailing Catamarans

A Memorable Adventure Awaits!

Sarasota & siesta key, longboat key, and anna maria island.

Your Options are endless with tours ranging from a

2-hour cruise to a Full Day Sailing Excursion.

Are you looking for an up-close wild dolphin experience?

Or do you dream of a Sunset Sail or a Moonlit evening cruise, 

With Us, you can make your dreams a reality.

Set Sail into Suncoast Splendor

Welcome to Kathleen D Sailing Catamarans , the crown jewel of Florida’s Suncoast sailing charters. Since setting sail in 2007, we’ve had the privilege of turning the majestic sea into a backdrop for unforgettable experiences for thousands of guests, ranging from international visitors to our cherished local community.

At Kathleen D, we believe in making the majesty of the sea accessible to everyone. That’s why we offer a variety of sailing adventures tailored to fit any schedule and budget. Choose from our exhilarating 2-hour sails, immersive 3-hour voyages, or the ultimate escapade with our half-day Adventure sails — all designed with family-friendly pricing in mind.

Discover the beauty of Florida’s coast from the unique perspective of our state-of-the-art catamarans. Whether you’re exploring our range of locations and services, booking your next adventure online, or preferring a more personal touch by calling us, we’re here to ensure your sailing experience is seamless and memorable.

Embark on a journey with Kathleen D Sailing Catamarans. Your sea adventure awaits.

See you on the water!

Our Locations & Packages

At Kathleen D Sailing Catamarans, we offer an unparalleled sailing experience across three beautiful locations: Sarasota, Longboat Key, and Anna Maria Island. Each location provides unique opportunities for public excursions and private charters.

The Maine Cat 30 is a US built catamaran, built in Maine. They are equipped with 2 Yamaha Outboards each and will cruise at about 6 mph with the engines.

Each catamaran has 3 sails. a Mainsail, a Jib and a Screecher. Depending on wind speed, the Maine Cat will sail up to 10 mph.

The Maine Cat has a spacious cockpit with comfortable seating for 11 plus the captain. There is also room for a cooler. There is a spacious Galley on the Port side hull which has a refrigerator normally stocked with bottled water and space to add your drink of choice.

The galley’s are also stocked with a cutting board, eating utensils and usually plastic cups. The Starboard side hull is where we store swimming gear, pool noodles, masks, snorkels and fins. It also has a marine head. There are also working sinks on both sides.

The Maine Cat 30 also has a spacious seating area on the bow of each hull with nets stretched between the hulls. There is also a pulpit seat on the front of each hull.

We also have kayaks on board for the longer sails, there is time to stop and explore some Mangrove Tunnels or canals along the way.

Our second Maine Cat 30 is again a US built catamaran, built in Maine. They are equipped with 2 Yamaha Outboards each and will cruise at about 6 mph with the engines.

The Stiletto 30

It is also a US built catamaran built here in Sarasota Florida. 30 feet long and 16 ft wide. It has one Yamaha outboard engine and cruises at 6 mph. The stiletto has tiller steering.

The Stiletto has 3 sails. The Mainsail, Jib and a Spinnaker. We normally will only fly the spinnaker with an experienced crew on board. Depending on wind speed, the Stiletto will sail up to 20 mph. The manufacturer will boast it is capable of more and I would not argue the point. The Stiletto is quite fast and agile.

The cockpit has comfortable seating for 6 plus a captain. Each hull is primarily used for storage of the cooler, swimming gear, pool noodles, masks, snorkels, fins, life jackets and kayak paddles. It also has a marine head.

The Stiletto 30 also has a spacious trampoline stretched between the 2 hulls in the front and another aft the cockpit where we typically store 2 kayaks.

Some returning customers will request the Stiletto as it is a very memorable experience.

Florida Suncoast’s Premier Catamaran Sailing Charter

Established in 2007 we have created lasting memories for thousands of visitors and our local friends! We provide 2 hour, 3 hour, and 1/2 day Adventure sails at family friendly pricing. Explore our locations and services, book online or give us a call to discuss our many sailing options. See you on the water!

Awards & Accreditations

Sailing Adventures for the Whole Family: Explore Sarasota and Longboat Key with Our Pass Adventure

Sailing Adventures for the Whole Family: Explore Sarasota and Longboat Key with Our Pass Adventure When it comes to creating unforgettable memories with your family, few experiences can compare to a day spent sailing on the pristine waters of Florida's Gulf Coast. At...

Mono-Hull Sailboats vs. Catamarans: A Comparative Sailing Experience

Mono-Hull Sailboats vs. Catamarans: A Comparative Sailing Experience When it comes to choosing the perfect sailboat, the debate between a mono-hull sailboat and a catamaran is a common one among sailing enthusiasts. Both types of vessels offer unique advantages and...

Weathering the Storms: The Unyielding Spirit of Florida’s Western Coast

Weathering the Storms: The Unyielding Spirit of Florida's Western Coast Living on Florida's western coast means embracing the beauty of the Gulf of Mexico and the challenges of hurricane season. Each year, our community faces the formidable power of hurricanes and...

Experience the Magic of a Sunset Sail with Kathleen D Sailing Catamarans

Experience the Magic of a Sunset Sail with Kathleen D Sailing Catamarans There is something truly magical about watching the sun set over the horizon, painting the sky with brilliant hues of orange, pink, and purple. At Kathleen D Sailing Catamarans, we offer an...

A Magical Sunset Sail: From Gourmet Feasts to Lightning Shows

From Gourmet Feasts to Lightning Shows   If you're ever in Sarasota and looking for a memorable sailing adventure, a sunset sail from Marina Jack is a must. Recently, we embarked on a three-hour voyage aboard a 30ft Kathleen D Sailing Catamaran, and the...

Sailing Adventure in Sarasota: A Memorable Day on the Water

Sailing Adventure in Sarasota: A Memorable Day on the Water Ahoy, adventure seekers and sailing enthusiasts! Captain Kraig here, recounting an exhilarating journey aboard the Maine Cat 30 with Kathleen D Sailing Catamarans. On June 19th, 2024, amidst the sunny shores...

A Perfect Proposal: My Sunset Cruise with Kathleen D Sailing Catamarans

A Perfect Proposal: My Sunset Cruise with Kathleen D Sailing Catamarans As someone who’s always been captivated by the beauty of the ocean, I wanted my proposal to be something truly special and unforgettable. When I discovered Kathleen D Sailing Catamarans, I knew I...

Experience the Perfect Sunset Sail with Kathleen D Sailing Catamarans

At Kathleen D Sailing Catamarans, we offer an unparalleled sunset sail experience, perfect for creating unforgettable memories. Whether you're looking to join a public tour with others or seeking a private, romantic cruise for just you and your loved one, our sunset...

The Adventure Starts Here!

Call or text us.

Phone: 941-896-6400

email: [email protected]

Phone Number

Email Address

Service required Service required Sarasota & Siesta Key Lonboat Key Anna Maria Island Private Sails Public Sails More Information Corporate Events

2 Marina Plaza (Dock E, Slip 20) Sarasota, FL 34236

Call: 941-896-6400

• Catamaran Rental with Click&Boat at the best price & Charter
• Boat rental

Lagoon 410 S2  (2006)

From $1,462 per day.

Catamarán Aventura 37 Flower of Ibiza  (2024)

From $1,380 per day.

Catamaran Excess 11 11.00m  (2022)

Catamaran BENETEAU EXCESS 11 11.00m  (2022)

Catamaran Leopard 45 13.72m  (2021)

From $2,273 per day.

FANTASTIC BALI A/C 4.1 FULL EQUIPE  (2019)

From $1,322 per day.

Catamaran Fountaine Pajot Belize 43 13.00m  (2005)

From $1,250 per day.

Catamaran Bali - Catana 4.2 12.85m  (2023)

From $1,615 per day.

Catamaran Lagoon 52 16.00m  (2022)

From $3,166 per day.

Catamaran Lagoon 40 12.00m  (2019)

From $1,291 per day.

Catamaran Lagoon 450 13.96m  (2012)

From $1,121 per day.

Fountaine Pajot LibertadVII  (2019)

From $1,624 per day

Catamaran Beneteau EXCESS 11 11.33m  (2022)

From $1,023 per day.

Catamaran Beneteau Excess 11 11.33m  (2022)

Catamaran EXCESS 11 11.00m  (2022)

Catamaran rental with click&boat.

Discover the world of catamaran rentals with Click&Boat! Whether you dream of gliding through the clear waters of the Caribbean , exploring the stunning coastlines of the Mediterranean , or embarking on an unforgettable adventure in any corner of the globe, we've got you covered. With Click&Boat, you can rent a catamaran in some of the most breathtaking destinations worldwide . From popular hotspots to hidden gems, our extensive network allows you to choose from a wide range of locations, all from the comfort of your screen.

At Click&Boat, we offer thousands of catamarans to choose from, helping you find the perfect boat that suits your preferences and needs. Our charter fleet encompasses a variety of sizes, designs, and amenities, so there's a catamaran that's just right for you!

Why should I charter a catamaran?

Catamarans are a great choice for a variety of reasons. Here is why you should rent a catamaran   during your next sailing vacation:

Unparalleled space and comfort:

Catamarans offer spacious layouts, providing ample room for you and your friends to relax and unwind. With separate cabins, spacious living spaces, and a large deck for outdoor living, you'll have plenty of space to enjoy your time on the water.

Stability and smooth sailing:

Catamarans are known for being stable, making them a perfect choice if you are prone to seasickness. Unlike most boats, catamarans have a double hull, which minimizes the rocking motion commonly associated with boats. This means that you are less likely to get seasick on a catamaran.

Enhanced privacy and flexibility:

When you rent a catamaran, you gain the freedom to explore the shallow water of secluded coves, hidden beaches, and remote islands that are often inaccessible by land. This level of privacy and exclusivity is unparalleled, allowing you to create your own personalized itinerary and escape the crowds.

Exciting water activities:

With a catamaran rental, you'll have the opportunity to indulge in a wide range of thrilling water activities . Dive into the azure waters for snorkeling or scuba diving adventures, glide across the waves on a kayak or paddleboard, or try your hand at fishing and catch your own dinner. The possibilities are endless, ensuring that each day on your catamaran is filled with excitement and memorable experiences.

Captivating coastal exploration:

With a catamaran, you can live on board and visit multiple destinations within a single trip. Cruise along stunning coastlines, discover hidden coves, and anchor in picturesque bays at your leisure. Renting a catamaran  allows you to embark on a captivating coastal adventure, unlocking the true essence of each destination you visit.

How much does it cost to rent a catamaran?

The price of a catamaran charter depends on the location of the boat, the model, the number of cabins, and the special equipment offered by the owner. With Click&Boat, it is possible to plan your dream charter vacation for as low as $650 per day.

Here are some rental prices for a few of the most popular destinations:

• Charter prices in Croatia   start from around $450 per day, not including the cost of the skipper, fuel, and extras.
• A day on board in Greece   starts from an average of $550 per day.
• In Italy , the price of a day on board a catamaran starts from an average of $650 per day.
• In France or Spain , the cost starts from an average of $650 per day.
• Catamaran charter in the Caribbean starts from an average of $700 per day.
• And if you are planning a catamaran day charter to Seychelles , be prepared to charter prices starting from an average of $670 per day.

Keep in mind that renting a catamaran with a professional skipper will come with an additional fee. Also, if you choose a catamaran with higher-end amenities, this will have a higher price. Please confirm with the boat owner before booking.

Do I need a license for a catamaran rental?

At Click&Boat , you have the option to rent a catamaran with or without a skipper. However, the possibility of a boat rental without a skipper or a license will depend on the location.

In many popular vacation spots, such as the Caribbean and Mediterranean , no license is required for catamarans under a certain size. This means that you can embark on your catamaran adventure without worrying about having a license. However, it's important to note that some rentals may require a skipper if you don't have a license.

Don't worry, though, because Click&Boat offers professional skippers who can navigate the waters for you, allowing you to sit back, relax, and fully enjoy your time on board.

If you do have a boating license, it opens up even more possibilities for you. With a valid license, you can be your own skipper and explore the waters at your own pace. It gives you the freedom to chart your own course, discover hidden gems, and experience the thrill of sailing firsthand!

How to get a license to rent a catamaran?

For your catamaran rental in Europe , obtaining a nautical license isn't typically necessary. Most countries, including sought-after sailing destinations such as Greece and Croatia , allow boat rentals without special qualifications. Nonetheless, some countries have exceptions, such as Italy , where a certificate of competence is required to rent a sailboat. This can be obtained by taking a sailing course or passing an exam at a sailing school.

If you lack the necessary license or nautical permit, Click&Boat offers the option of renting a sailboat with a captain. This way, a professional sailor can guide the boat while you can relax. If you're a sailing enthusiast, don't miss out on the opportunity to learn fundamental sailing techniques, organization, boat layout, basic sailor's knots, and more from a professional. It's a unique opportunity to prepare yourself for future sailing adventures.

Where to sail with a catamaran?

With Click&Boat, you can rent in more than 4,000 destinations. No matter which destination you choose for your sailing vacation, a private catamaran charter is sure to make it unique. From the turquoise waters of the Caribbean Sea or Seychelles to the beautiful coasts and islands of the Mediterranean Sea , there is no shortage of amazing places to choose from.

Our suggestions for sailing itineraries:

• Catamaran charter Mallorca
• Catamaran charter Corsica
• Catamaran charter Seychelles
• Catamaran charter The Bahamas
• Catamaran charter Sardinia

Plan your special event on a catamaran

Are you planning your next trip or looking for the perfect way to celebrate an important event?

Whether it's a wedding, honeymoon , anniversary, or a special moment to share with your loved ones, renting a catamaran is the answer to your wishes for your sailing holiday!

Imagine the joy and excitement of celebrating on the open waters, surrounded by breathtaking views and a gentle sea breeze.

For your experience on the water, organize the best event and surprise your guests with a day of sailing on a catamaran. It's an experience they'll never forget!

Picture this: a beautiful wedding ceremony with the stunning sunset as your backdrop, or an anniversary celebration filled with laughter and joy against the backdrop of turquoise waters. It's even possible to rent a crewed catamaran so you can have a host, bartender, chef, and more to help make your event truly memorable.

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The Best Cruising Catamaran Rentals Near Me

Browse, book, and get out onto the water with local captains and boat owners., our favorite cruising catamaran rentals nearest to you.

4.8 (34 reviews)

• Boat Rentals

Cruising Catamaran

Charter Knysna 480 Cruising Catamaran in Uligan, Maldives

Charter Cruising Catamaran Knysna 440 in Uligan, Maldives

Enjoy Estonia with this Lagoon 421 Cruising Catamaran for 16 People

Cruising Catamaran "Nordea" Lagoon 421 in Estonia

Charter Lagoon ''42 s/y Balance 4'' Cruising Catamaran rental in Helsinki, Finland

Charter S/Y Xodo Cruising Catamaran in Helsinki, Finland

A memorable trip to Lagoon 39 Xodó

18ft TOPCAT K1 CLASSIC Beach Catamaran Rental in Pavilosta, Latvia

17ft TOPCAT K2 CLASSIC Beach Catamaran Rental in Pavilosta, Latvia

Sailing Lessons and rental in Nowe Guty

Rent a Beach Catamaran in Wągrowiec, Poland

Charter a Cruising Catamaran in Otopeni, Romania

Suggested searches, types of boats popular near me.

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

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

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Recent reviews near me.

BAVARIA 46 CRUISER in Varna

Our trip was awesome, Svetlin set us up with our captain, Martin, who took us to a few great destinations. There was a misunderstanding on our end and they were very accommodating even though it was our fault. This boat was the highlight of our Bulgaria trip! Also, Nessebar is the place to go!

Cruising Catamaran Rental in Tromsø

Exceeded all our expectations

Top Cruising Catamaran Rental Locations in Russia

Petropavlovsk-Kamchatskiy , Kamchatka Krai

How To Book on Getmyboat

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Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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We are going to see some big swell from Ernesto Saturday and Sunday with strong south winds to sail by! Should be some great sailing and right now the 4pm slot on Sunday is your best bet…

Glide up and down Ocean City’s beautiful Atlantic coastline or back in the coastal bay area behind Assateague Island on Alyosha. The real fun starts when the engines turn off and the only thing powering the boat is the wind.

Here's what's new in 2024

Ocean sailing "101".

We cut the price on this trip, and we made it slightly shorter. Perfect for groups that aren’t sure how they will handle Ocean Sailing

Ocean Sailing “Advanced”

For those who know the boat, know the captain, and know that they want a super sized experience: nearly 4 hours!

Hands On Sailing: Deep Immersion

We have revamped how we are doing our hands on sailing experiences (Thursdays…) Customers are going to handle EVERY aspect of this sailing excursion, right down to docking the boat under the careful, patient instruction of Captain Steve!

What kind of adventure are you seeking?

The thrill of sailing.

See another side of Ocean City from the Atlantic Ocean. Experience the pure joy of sailing fast on a 50’ catamaran! The incredible views, marine life on display, engaged captain/crew,   and serene movement on the water without engines make these unforgettable experiences…

Chillin' on Alyosha

Sit back (or lay back on the spacious trampolines!) and take in OC’s West Harbor, and the coastal bays adjacent to Assateague Island. We can’t always conjure up those magical Assateague ponies but we can ensure your family/friends and/or significant other will have an incredible platform to experience the beauty of Ocean City. Feel free to bring snacks and beverages of your choosing…

Party on a Catamaran

For many people, catamarans evoke memories of past experiences on catamarans in different environments, and good times with friend and family. On Alyosha, we have a couple of trips specifically dedicated to the party atmosphere large catamarans often are know for. Check out Ocean City’s version of Island Time and feel free to bring adult beverages of your choosing…

Private Charters

Interested in one of our trips, but want the boat all to yourself? No problem! The first group to book a trip has the option of making it an exclusive experience just for them.

We also offer Alyosha for private charters outside of our normally scheduled trips for an hourly fee.

Our Schedule

• Crab Island Adventure
• Snorkel Adventure
• Sunrise Sail
• Sunset Adventure
• Dolphin Adventure
• Santa Rosa Islands
• Proposal/Anniversary
• Fireworks Adventure
• Photo Gallery
• Current Weather
• Wind Forecast
• Local Regattas
• Surf Forecast
• Sailor Slang
• What makes a good sailor?
• The Ocean Race

Exclusive Catamaran Sailing Adventures

Come explore the majestic waters of the emerald coast, catamaran sailing in the emerald coast sun..

Are you visiting the Destin, Okaloosa Island, Navarre Beach area and needing a little adventure in your life? This is what you're looking for aboard catamaran Destin Sailing Adventures. The boat is a Stiletto 27 Special Edition Catamaran, designed to provide maximum sailing pleasure and performance over a wide range of wind and sea conditions. Made for adventure and racing, so it offers plenty of excitement and comfort for any occasion. The boat is outfitted with a 20hp motor, so if the wind isn't blowing we can still get out and play! Charter comes with a local captain to take you to all the local spots, while you sit back and relax.   

We offer an array of private tours, cruises, and adventures at a reasonable price. The longer you book the more fun you can have and the more money you’ll save. These are private charters, so you won’t be with a huge crowd during these unprecedented Covid 19 times. Just you and the people you bring. Come explore Crab Island, Sunset cruises, Sailing lessons, Dolphin Tour, Snorkeling, Marriage Proposals, Birthdays, sightseeing tours, Anniversary celebrations, and more with us today.    

We are dedicated to making sure you have a great time while visiting the Emerald Coast. All trips include up to 6 Guests, Licensed Captain, cooler with ice, bean bag chairs, sound system, and a head (bathroom). Our Captain has 15 years of local experience racing/sailing along the Gulf Coast of Florida and more! Please contact us for special requests.

 One of the best catamaran sailing adventures Destin East Pass, Okaloosa Island, Santa Rosa Island, Choctawhatchee Bay has to offer!

Memorial Day

Summer is almost here!

Mins Minutes

Secs Seconds

Jetty East Snorkeling

Usually one of the busiest spots during the summer, so book your trip early to beat the crowds.

Snorkeling with a Manatee.

Early bird got the manatee this day!  

Spanish Mack

Up close and personal to a Spanish Mack doing its thing!

Pick up location

Adventure marina, okaloosa island.

1201A Miracle Strip Pkwy SE, Fort Walton Beach, FL 32548, USA

850-217-3448

"A ship is always safe at the shore, but that is not what it is built for."

Albert Einstein

Destin Sailing Adventures

1201B Miracle Strip Pkwy SE, Fort Walton Beach, Florida 32548, United States

Copyright © 2023 Destin Sailing Adventures - All Rights Reserved

866-661-3822

2-person hilton head catamaran tours.

Home > Boat Tours  > 2-Person Catamaran Tours

So much fun!

Driving your own 2-person catamaran boats, also known as a Craigcat Boat, around the beautiful waterways of Hilton Head Island, SC is the very best way to experience the lowcountry waterways! Our guides are well trained and know the waters like the back of their hand. The Craigcat boat is easy to use and remarkably safe.

Bluewater Adventure

Available February - November

Tour Hilton Head Island's marshlands from a CraigCat, a surprisingly unique watercraft at Shelter Cove Marina. It's a two seat, down-low compact power catamaran that reaches speeds up to 30 miles per hour. And you drive it yourself! With its shallow draft, stable low center of gravity, comfortable bucket seats, easy to operate controls, and bimini top, this sporty runabout is the perfect way to tour the marshes and open waters of the Lowcountry. Professionally guided sightseeing and nature tours are available in the morning, afternoon and at sunset. They also offer a special HarbourFest Fireworks Tour during the summer.  

All water sport equipment (including life vests) and bottled water are included. Must be 18 years or older with a valid driver's license to drive and 5 years or older to be a passenger. As a courtesy your guide will take pictures and email them to you after your adventure. Prices range from $115 per child & $135 per adult. Minimum of 2 people are required to book.

Bluewater Adventure Fireworks Cruises

Available during HarbourFest Tuesday night fireworks & July 4th

Watch HarbourFest fireworks from the Craigcat. Your catamaran tour guide will take you to the best spots to view the beautiful fireworks display. It's the best way to get up close and personal with nature's treasures while enjoying a beautiful sunset and a sky full of fireworks. It's sure to be a night you'll never forget!

Prices from $125 for adults children ages 5-12.

Use promo code:: 5DIPSIP to save $5 on Sip & Dip Catamaran Cruise!

• Most Popular!

Sunset Catamaran Cruise

2 hours | $45 per person

Quick Details

• Duration: 2 hours
• Refreshments: available for purchase on board or for pre-order
• Departing location :  138 S Flagler Dr. West Palm Beach, FL 33401

Child (12 & under)

Come enjoy a sunset cruise on the hakuna matata.

Departing from the Downtown West Palm Beach docks at Clematis Street & Flagler Drive, guests are in for a wonderful, picturesque experience as they cruise along the Downtown skyline enjoying the mixture of 125 years of historic and modern architecture from the water. Relax comfortably on padded seats or with feet dangling in the catamaran’s bow nets while the Atlantic’s water flows underneath.

The friendly crew accommodates the guests with a variety of tropical beverages, beer, wine and snacks while cruising past the Mega yachts at Rybovich and enjoying a variety of music from tropical to reggae, pop and classics. The cruise will head toward Peanut Island where the Historic Coast Guard station still stands next to John F. Kennedy’s famous bunker built in 1960. The return trip includes up close views of the palatial mansions of Palm Beach, the Historic Biltmore hotel and a view of the iconic Breakers Hotel. As we approach the dock upon return, catch a photo of the Flagler Museum or the spectacularly plush gardens of Society of the Four Arts. This is not a Narrated cruise (check out our Sightseeing cruises for Narration ) but be sure to ask your crew if you would like them to point out a few of the “highlights” along the way!

A portion of the boat is covered for those that prefer to sit out of the sun and plenty of seating and deck space throughout the boat to move around, take photos, socialize or dance. A restroom is available onboard along with all safety equipment, life vests and coast guard certified specs.

(Also, be sure to check out the public Sunset Sails also available on “ Hakuna Matata ‘s” sister catamaran vessel, the NEW “Motunui” )

After your cruise, check out the dozens of restaurants, shopping and art Galleries throughout Clematis Street, CityPlace or Northwood Village. All walkable or use the FREE trolley, Circuit or rent an electric scooter from the Waterfront or our Adventure Center 7 days per week.

*** CLICK HERE for our Pre-Order and Onboard Menu Options!***

*No outside beverages or food onboard the Hakuna Matata catamaran .

$3 water conservation fee applied at checkout.

Related Activities

• Partially Narrated Cruise
• Hour Glass 2 hours
• Anchor Cruise

Sightseeing Cruise

Delight in a 120 minute partially-narrated and entertaining Intracoastal Waterway Sightseeing cruise of the beautiful Palm Beaches aboard Visit Palm Beach’s 50′ Catamaran ‘Hakuna Matata’!

• Happy Hr. Time & Price!
• Hour Glass 1.5 Hours , 90 Minutes

Flamingle Happy Hour Cruise

Looking for a perfectly relaxing and fun way to end your day or begin your evening? Enjoy a happy hour cruise for all ages!

AFTERNOON SUN SAIL

Life is better on the water... Come sail with us!

Adults - $60 / Children under 12 - $30

A 2 hour Sailing excursion lay back, relax, sip a delicious cold drink from our service bar and listen to a variety of music. Custom built 50 foot Catamaran. Spacious sundeck. loads of space to view. Abundant seating area. Convenient service bar Two restrooms Beer and Wine Licence Stereo Sound System Capacity 41 guests

There is no better way to sail the Gulf of Mexico waters than aboard the Kai Lani Catamaran!

View Booking Info and Availability

Arrive early for check in

DAILY SUNSET CRUISES

The perfect way to end your day or kickoff your night!

• Relaxing Sunset Sail Monday & Friday $60 for adults $30 for children (under 12)
• Sunset Sail with Live Music Tuesday, Thursday & Saturday $75 Adults and $30 for children (under 12)
• Sangria Sunday Sunset Cruise Sunday Evening $80 Adults and includes bottomless Sangria $30 Children (under 12)

Enjoy a 2 hour Sunset Sail in the Gulf of Mexico or Clearwater Bay. Whether you choose to have a few drinks and make new friends dancing to live music or enjoy a wonderful romantic cruise with that special someone, we know you'll make a memory to last a lifetime.

SPECIAL EVENT CRUISES

Join us for one of our monthly special event cruises

Our monthly event cruises feature an open bar, food and may also have live music. Many of these cruises are also partnered with non-profit organizations to increase awareness or funds. So raise a glass with your friends while helping the community!

Just some of our special events include our Valentine's day Sunset Cruise, Easter Brunch Cruise and July 4th Celebration Sail

We also have all inclusive packages available at discounted rates. These packages include other goodies like party favors for your bachelor or bachelorette party or decorations and special touches for your birthday or reunion celebration.

Please include in your email a phone number in the contact form below so one of our representatives can be in touch with you.

Contact Us for Pricing and Availability

Where are you located?

Where do i park, what about bad weather, can we bring our own alcohol, are guests required to wear life jackets, is there a restroom on the boat, what is the unlimited drink wristband, how do i pay for drinks on board if i don't have a wristband, can i host a private party on the boat.

It is best to reserve as early as possible, as last minute bookings are hard to get. We suggest a few days ahead of time. Walk-ups are welcome if you want to leave your adventure to chance of available space on one of our day trips.

Contact Info

Address 25 Causeway Blvd, Slip #49 Clearwater Beach, FL 33767

Phone (727) 446-6778

@kailanicat1 on Facebook

@kailanicatamaran on Instagram

Reservation and Charter Policies

© 2024 Kai Lani

Come Sail With Us

An authentic cape experience.

Private Morning & Afternoon Charters & Sunset Cruises from Wellfleet Harbor Up To 6 Passengers

Explore Billingsgate Island & Jeremy Point

Escape the crowds and immerse yourself in the serene beauty of Cape Cod on the Wellfleet catamaran Discovery . With a private daytime charter, you can explore the bay and nearby attractions such as Billingsgate Island or Jeremy Point, seal watching, or simply unwind and enjoy the tranquility of the local waters.

Experience the romance and magic of a Cape Cod sunset during our private sunset cruise, where you can soak in the mesmerizing views during the “Golden Hour” at sea.

Our spacious sailboat provides ample room to stretch out and relax on deck while our experienced captain ensures a smooth and comfortable ride as he navigates Wellfleet Harbor and Cape Cod Bay. Book your private charter today and make unforgettable memories on the water.

In accordance with Coast Guard regulations, we cannot accommodate more than six passengers. 

Sail Cape Cod Bay

Morning & Afternoon Day Charters

Cape Cod Sunset Sails

Cape cod catamaran charters.

Discovery sets sail daily from Wellfleet Town Pier ( Wellfleet Town Pier, 255 Commercial St, Wellfleet, MA 02667 ) for 3 hour morning and afternoon trips. Each day is topped off with a beautiful 2 hour sunset cruise.

Morning & Afternoon Charters

Private 3 hour trip, up to 6 passangers.

Discover the hidden treasures of Cape Cod with our private sailing charters. Cruise to Jeremy Point and relax on a secluded beach or take a refreshing swim.

Explore the unique submerged wonderland of Billingsgate Island, once a thriving fishing and whaling community in the 1800s, the island is now only visible during low tide. Depending on the tide and wind, we can also take you to Jeremy Point or the sheltered Herring Cove.

Sailing with us is a perfect alternative to a fishing charter. Observe playful seals and an array of bird species while soaking up the sun and immersing yourself in the natural beauty and sounds of Wellfleet’s and Eastham’s mesmerizing saltwater ecosystems.

As we leisurely sail back to Wellfleet harbor, take in the picturesque scenery along the way. What are you waiting for? Book now!

Sunset Cruises

Private 2 hour trip, up to 6 passangers.

Experience the stunning beauty of Cape Cod at the magical “Golden Hour” with our private sunset sail aboard the Wellfleet catamaran Discovery.

As the warm light casts a golden glow over Great Island and Cape Cod Bay, you’ll witness a breathtaking sunset that has inspired artists and nature lovers for generations.

We’ll set sail and explore the local waters before anchoring up to provide the perfect backdrop for a relaxing evening on the water. You’re welcome to bring your own food and beverages and enjoy the sunset with your favorite drink in hand.

This unforgettable experience is perfect for any special celebration or occasion in your life. We are happy to work with you to customize your private charter and ensure it’s tailored to your unique needs and preferences.

Book your private sunset sail today and make unforgettable memories on the water!

What People Are Saying

Ready to book your trip?

Getting here.

Wellfleet Marina ( Wellfleet Town Pier, 255 Commercial St, Wellfleet, MA 02667 ), is located walking distance from downtown Wellfleet. We are a 25 minute drive from downtown Provincetown and about 40 minutes from downtown Chatham. Make sure to leave some extra time for Cape summer traffic!

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CraigCat Catamaran Tours

Be the Captain of your own adventure on a backwater tour of Amelia Island and it’s surrounding areas. Experienced guides will lead you on an adventure through the waterways of Amelia Island as you travel on your own CraigCat Tour boat. There are  various places to explore by water such as Downtown Fernandina Beach, Fort Clinch, Tiger Island, Cumberland Island , Fort George, and many more! These tour locations are treasured for their rich history and natural charm.

Fast Fun & Adventure

Our CraigCat catamarans are quick, roomy and exceptionally well-built water vehicles. They deliver a unique experience with the performance of a sports boat and the ability to drift across the water ( speeds up to 25 mph! ) and the genuine comfort of a runabout. These mini boats offer high-speed stability and comfort with unmatched horsepower and high-tech handling. CraigCat sets the standard in aquatic excitement and you will not be disappointed in the fun!

Dolphins, Manatee, Horses, Oh my!

On this journey, you also have the opportunity to see various wildlife unique to this area. Will you see a dolphin playing in the water? A manatee passing by your boat? Or maybe some majestic wild horses running free on the shores of Cumberland Island. Our guides are local naturalists with plenty of interesting facts about the area that will keep you entertained for hours.

Family Fun for Everyone

Each CraigCat can carry 2 people, one driver and one passenger. Drivers must be over 18, but the passenger can be 5 or above, so this is a great family water tour .  We can also accommodate one passenger in the tour guide’s CraigCat, so a family of 5 can enjoy this amazing tour, too. Larger family? No problem, you could also book our pleasure boat “Ms. Elvira” so you can sit back and let our Captain do all the work while you watch the CraigCats glide across the water.

Questions? Call: 904-891-5687

Minimum Age: Drivers - 18, Passenger - 5 Equipment: Supplied by Riptide. Experience Needed: Beginners welcome.

Captain your own CraigCat with top speeds of 25 mph.

Note: If born after January 1, 1988 you must complete a online temporary boaters' safety course prior to driving/operating the Craigcats. Visit https://www.boat-ed.com/floridarental for your quick Online Florida State–Approved Boat Rental Course .

24 hours notice for cancellations required.

Private Boat Tours

Kayak Tours

Stand Up Paddle Board Tours

Hilton Head Catamaran Tour

Quick details.

• Hour Glass Duration: 2.5 hours
• User Ages: Must be 5+ to ride
• Users Passengers: Maximum 2 passengers per boat
• Ticket Adult Price: $135 per person (Ages 13+)
• Ticket Child Price: $110 per person (Ages 5-12)

Clock   Tour Time: YOU MUST SHOW UP 45 MINUTES BEFORE SHEDULED TOUR TIME

Star Outline Cancellations: Read our cancellation policy carefully. There is a $50.00 dollar minimum Cancelation Fee assessed to all cancelled bookings, regardless of whether or not you cancel 72 hours prior to your scheduled booking/tour time. Again, a minimum $50.00 Cancelation Fee will be assessed to all cancellations. No Cancellations by Email – Phone call only. No Exceptions.

Adult Ages 13+

Priced per person, child ages 5-12, adventure awaits you on our hilton head catamaran tour.

Drive your own two-seat boat on Hilton Head’s family-owned catamaran tour and have a blast on the water! Our amazing 2.5-hour adventure around the beautiful marshlands of Hilton Head Island is unlike any other.

After a safety briefing, experience the excitement of being on the water at speeds up to 30 miles per hour with our local captains, who share their knowledge of the area with you. Slow down to see dolphins, manatees, and other marine life. This adventure is great for kids and adults alike, so bring the whole family. It’s sure to be the best part of your Hilton Head vacation!

We offer this tour seven days a week, year-round. Join us for a morning, afternoon, or sunset tour.

What to Wear

Beach attire with water shoes, sandals, or flip-flops is appropriate. A light jacket is optional when the weather is below 75 degrees. Although you shouldn’t get soaked, a towel is recommended due to minor splashing. Sunscreen, sunglasses, and hats are also recommended.

Important Information

• You must be 18 or older and hold a valid driver’s license to operate the catamaran.
• You must arrive 30 minutes before your scheduled tour; this gives us ample time to brief you.
• Each boat has a maximum weight limit of 500 lbs.
• A cooler of ice and water is provided for each boat. You may bring other drinks and snacks if needed.
• A 15% gratuity is customary, but only if your trip was exceptional.
• There is a small dry storage area on each boat for cell phones, cameras, keys, wallets, and small purses. No large beach bags or backpacks, please.

Punta Cana Awaits You

Saona is waiting for you, don´t let the party end, lets have some fun, the caribbean it´s waiting for you, why choose us.

At Catamaran Caribbean we have more than 20 years offering rental services of catamarans and boats in Punta Cana.

Value for Money

High-quality catamarans at competitive prices, allowing you to enjoy a day trip adventure on a budget.

Beautiful Places

Our boats take you to breathtaking spots with experienced guides ensuring an unforgettable experience.

Search Tours

Find your dream tour today.

A Haven for Marine Life: The Turtle Sanctuary of Isla Saona

Open skies agreement: a new era for d.r. and u.s. aviation, saona island: a beacon of sustainable tourism, catamaran caribbean punta cana – welcoming our american guests, take a look at.

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