The Catamaran Company

Catamaran Sailing Vacations in Florida Keys: Upper and Lower Florida Keys - Dry Tortugas - Fort Lauderdale, Miami, Marathon and many different stops along the way! Charter a Catamaran with no crew and drive yourself or hire professional crew for your catamaran trip.

The florida keys have become a popular destination for americans looking for a tropical sailing vacation without leaving their own country. the florida keys can be considered the american caribbean and features all the same amenities as other island destinations such as world class sport fishing, scuba diving and snorkeling, boating, sailing, kayaking and eco-tours. each of the island destinations has some special features. we invite you to visit each area individually and discover the tropical paradise in the florida keys..

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Catamaran Sailing Vacations Florida Keys

Florida Keys Itinerary

Keys - one week.

Catamaran Sailing Vacations with crew

Upper Florida Keys - 3 Days

Lower Florida Keys - One Week*

Sailing from Marathon Key you will experience the many pleasures and sites of the Florida Keys. The unspoiled coral reefs of the Lower Keys have many sites where you can tie up to a mooring ball and snorkel or dive. Hawks Channel provides fantastic sailing, as there is protection from the ocean swells but still great wind.

Dry Tortugas - One Week*

Bahamas itinerary, chain in the bahamas.

Across the Gulf Steam from Florida's east coast lies the Bimini Island Chain. These sub tropical low-lying islands are a fantastic destination for a weeklong sail. Bimini offers some of the finest SCUBA diving, snorkeling, fishing and beachcombing anywhere. These "islands in the stream" offer water clarity, which is nothing less than spectacular. You may rent snorkel gear at our office in Ft. Lauderdale if you have not brought your own. For those who are certified divers we recommend renting your SCUBA gear from Underseas Sports in Ft. Lauderdale before you head across the Gulf Stream.

The Bimini Chain is lightly populated with the center of village life located on North Bimini, in Alice Town. There are many small restaurants, shops, and bars, as well as the Hemingway Museum at the complete Angler. Marinas are abundant if you decide not to anchor out. The beaches on North Bimini offer miles of un-crowded fine white sand and snorkeling from the waters edge. Golf Carts and Mopeds are available for rent so you can explore the island. One of the most interesting dive and snorkel sites off of North Bimini is "Bimini Road", which some say is the ruin of the lost city of Atlantis.

South Bimini is primarily residential with only two marinas. The new Bimini Sands Marina is located at the entrance to the harbor and has a Customs and Immigration office so you can clear in there without having to take a taxi and ferry over to North Bimini. The other marina is located at the south end of the island. A new channel has been dredged in Nixon's Harbor that takes you into the marina. Not far from the south end of South Bimini lies the wreck of the "Sappona". This is a great snorkel and dive site.

The only other island in the Bimini's with a marina is on North Cat Cay. This is a private Island with some "high profile" homeowners. For this reason the local authorities limit the accessibility of the island for non-members. You are welcome at the Marina for transient dockage but they prefer for you to stay in the area of the marina where there is a fine dining restaurant a store for provisions, dock bar, and gift shop. It is a truly beautiful setting at the marina and we recommend this for your last night in the Bahamas. Just off the coast of South Cat Cay is a fantastic dive site. "Tuna Alley" has mooring balls and is 50' to 80' with deep caverns and crevasses in the coral.

There are many other Anchorages such as Honeymoon Harbour, Dollar Harbour. Moxom Rocks, and Nixon Harbour. Please call to speak with our knowledgeable staff for more details.

One Week Itinerary to the Bimini Islands

Day three -, day seven -, day eight -.

Obviously there can be a lot of variation on this itinerary, but it shows there is plenty to do in a week charter to the Bimini Island Chain. If you would like further information or would like to plan a different Bahamas trip give us a call and speak with our knowledgeable staff. We can provide you with a cruising guide to the Bahamas Islands as well as charts of the area.

Tropical Sailing

Tropical Sailing

Catamaran tours in miami & fort lauderdale, florida, our most popular trips.

  • User All ages
  • Hour Glass 2.5 Hours

Full Moon Sunset Sail Ft. Lauderdale

Join us as we cruise along the Intracoastal waterway, you’ll be treated to a tour of the magnificent waterfront mansions and spectacular yachts.

  • Most popular
  • Hour Glass 2 Hours

Sunset Cruise Castaway the Day – Fort Lauderdale

A perfect way to end the day, taking in the breathtaking views. This Fort Lauderdale sunset cruise calls for sun dresses, sandals and chilled wine. Take advantage of one of Florida’s finest highlights upon our comfortable catamaran as we sail out to the Atlantic Ocean.

Sunset Cruise Castaway the Day – Miami

Castaway the Day Sunset Cruise is a perfect way to end the day, cruising on the Caribbean Spirit. This Miami sunset cruise calls for sun dresses, flowered shirts, sandals, and cold refreshments.

  • Hour Glass 3.5 Hours

Sail and Splash – Fort Lauderdale

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion aboard our state of the art catamaran the Spirit of Lauderdale. Sit back, relax and enjoy one of the best Fort Lauderdale boat cruises .

  • Hour Glass 3 hours

Island Adventure – Miami

Enjoy an unforgettable adventure at our island destination during our day cruise from Miami. Experience the Miami lifestyle like a local on board our motor catamaran, Tranquility.

Looking for more to do? Check out these other local tours!

  • Hour Glass 1 Hour

Waverunner Beach Rentals

Aloha watersports.

An excellent water sport activity for the whole family!

Seven Isles of Fort Lauderdale Tour

Blue moon outdoor center.

A sightseeing tour of the Seven Isles of Fort Lauderdale!

Kayak and SUP Rentals

2 hour – all day rentals! Choose between a single or tandem kayak, or a stand up paddleboard.

  • Hour Glass 45 Min

Speedboat Tour

Thriller miami speedboat adventures.

The Thriller Speedboat Tour departs from Bayside Marketplace in Downtown Miami, Florida. The tour provides the ultimate sightseeing experience in true “Miami Vice Style”.

  • Hour Glass 1.5 Hours


Sea rocket water adventures - ft. lauderdale.

Get ready to fly high above the Gold Coast and have a first class experience you will remember forever!

Everglades Day Safari

The Everglades Day Safari offers an in-depth, naturalist-guided day trip into the majestic Everglades! Includes an airboat ride, nature walk, mangrove wilderness boat ride and a delicious lunch!

What we do at Tropical Sailing

We offer two convenient locations Miami Marina at Bayside and Bahia Mar Resort in Fort Lauderdale providing great sailing access to South Florida’s finest destinations.

Our sailing and power vessels are Catamarans, that by nature of the design, provide a stable, comfortable platform with plenty of lounging space for your guests.

Our experienced staff consists of licensed Coast Guard Certified Master Captains and first mates certified in first aid and rescue. Every Captain and crew member has been hand picked for their exceptional skills and personality. Our entire staff consisting of charter specialists, captains, crew and mechanics share a passion for South Florida’s waterways, working on the water and sharing their enthusiasm with everyone they come in contact with.

During your trip, a professionally trained captain and crew will pamper your guests with tailor-made service while you cruise the world’s most desirable Caribbean destinations. Special menus can be arranged, transportation coordinated – everything necessary to assure an adventure that your group will remember for a long, long time!

Discover the ultimate in extravagance and personalized service as you step aboard our luxury crewed yachts. Stylish, spacious and elegant, our prestigious catamaran will delight you. Equipped to the highest standards, with special features and state-of-the-art electronic and water sports equipment, you can expect quality similar to that of a luxury five-star hotel.

We look forward to sharing our love of sailing and water sports with you, your family and your friends!

a sunset over a body of water

See Why We're Highly Rated!

Absolutely amazing! Cannot recommend this enough! We got to see dolphins, jumping fish, the sunset, and sit with our legs on the net of the catamaran. I can’t recommend this enough! It should be an especially part of anyone’s Ft. Lauderdale vacation!

Captain E and Nick were great on this tour! We brought our grandkids and they were very attentive to them! We all had a wonderful time! We would highly recently this sunset tour! Beautiful views and great crew!

Great time with Captain E and Nick! Absolutely worth doing, especially on a hot June night! Will book again on our next Ft. Lauderdale trip.

This is hands down a must if you have a family with kids!!! Captain Joe and Danny were amazing and we all had the best time. Super accommodating and helpful and made the whole sail from start to finish a great experience! Don’t hesitate to book this excursion you won’t regret it. The price was perfection for the experience you got.

One of the best romantic dates I could ever imagine. They sailed us out in the Miami Bay (Biscayne Bay) and we got to watch the sunset. Wow! A clear 5/5

Crew on board was amazing and indulged with the participants on board. They gave great knowledge of the houses and the city in general! The cruise was relaxing and calming all together I would definitely recommend!

Beautiful views, helpful, accommodating and entertaining crew and a nice long route all made for a great value trip

catamaran tours florida

Use promo code: 5Paddle to save $5 on Peanut Island Kayak Snorkel Adventrue

Visit Palm Beach

Cruises & Boat Tours

Click here for Catamaran Private Group Charter Information!

  • 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’!

  • Most Popular!

Sunset Catamaran Cruise

Kick back, relax, and spend an evening aboard the Hakuna Matata, cruising along the skyline of Downtown West Palm Beach and the magnificent palatial mansions and mega yachts of Palm Beach Island.

  • Hour Glass 2.5 Hours

Motunui Sunset Sail

Prepare to drink in the breathtaking South Florida sunset in Luxury! Enjoy a relaxing Sunset Sail on the BRAND-NEW, luxuriously appointed Catamaran, Motunui.

  • Hour Glass 3 Hours

Sip & Dip Cruise!

Join this swimming adventure! This 3 hour excursion leaves from Downtown West Palm Beach and includes cruising along Palm Beach Island, past the Port of Palm Beach toward Peanut Island & our play time destination where we drop anchor and the fun begins!

  • Hour Glass 5 hours
  • Anchor Food Tour , Cruise

Food Tour and Catamaran Cruise Combo

Dive into the ultimate West Palm Beach experience and enjoy fantastic savings! With our special combo ticket!

  • 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!

  • Perfect for Groups!
  • Anchor Floats , Cruise

Floatilla Party Cruise

The ultimate Summer fun cruise! Party on the water with giant floats, noodles, water games, and more!

Motunui Mother’s Day Brunch Cruise

Celebrate the extraordinary woman in your life with our Mother’s Day Brunch Catamaran Cruise departing from Downtown West Palm Beach. Treat your mom to a morning of relaxation, indulgence, and breathtaking views as we cruise along the stunning Palm Beach coastline.

Motunui Mother’s Day Dinner Sunset Cruise

Treat your mom to an extraordinary experience with our exclusive Mother’s Day Catamaran Sunset Dinner Cruise, featuring a delightful Polynesian-themed journey along historic Palm Beach Island. Limited to an intimate group of 40 passengers, this cruise promises an unforgettable blend of relaxation, culinary delights, and vibrant entertainment.

Sunday Morning Mimosa Cruise

Cruise from the Downtown West Palm Beach waterfront and enjoy the sights to Peanut Island and the multi-million dollar homes and yachts of Palm Beach Island.

  • Catamaran Snorkeling Adventure!
  • Anchor Snorkel , Cruise

Keylypso Snorkeling Cruise

See the ocean like never before! Sit back and take in the sights, sounds and cool breeze of the Atlantic ocean. Book over the phone with one of our friendly agents and save!

  • Hour Glass 4-8 hours
  • Anchor Fishing

Capt. Willie’s Offshore Fishing Charter

Enjoy a 4, 6, or 8 hour fishing charter with some of the best deep sea fishing South Florida has to offer on this 31-foot Contender center console with new twin 300-hp Yamaha outboards..

Everglades Airboat Excursions

Explore the Everglades like never before!

  • Anchor Snorkel

Peanut Island Boat & Snorkel Tour

Join us on the Fins Up, a 24-foot Aquasport Osprey boat with a capacity for 6 people, for a fun day of boating and snorkeling in Palm Beach County.

  • Hour Glass 2-8 Hours

2024 Private Yacht Charter

Enjoy a Private Charter on the 32 Saxdor Luxury Yacht! Includes: Exclusive Charter fee, crew fee, fuel, dockage out of Lake Park Marina (other pick-up locations available), Music System &

Cruising, Sightseeing or Eco Tour

Sandhill charters.

Spend a morning or afternoon cruising the Intracoastal Waterway (ICW) in Palm Beach, FL aboard our incredible Boston Whaler Outrage.

  • Hour Glass 4 Hours , 2 hours

Evening Cruise

Spend an evening cruising the Intracoastal Waterway (ICW) in Palm Beach, FL aboard our incredible Boston Whaler 250 Outrage and take in the amazing views of lit up mega yachts and the downtown area.

Ashes At Sea/Ash Scattering

With both sunrise and sunset trips available or a time the family decides, the Bonnie Lee will depart the marina and head out into the Gulf Stream where the ashes of your loved one will be scattered and carried into the oceans of the world.

  • Anchor Boating

100 Pro Boats

Comfortable all day on the water! Ages 21+ to book. 23ft with 200hp. Boat holds up to 12 People. We offer 2 hour to 14 day rentals!

Rinker QX18

The perfect entrance level and for smaller groups. Ages 21+ to book. 18ft with 115hp. Boat holds up to 8 people. We offer 2 hour to 14 day rentals!

Greenline NEO

Attention wherever you go! Speed & comfort. Ages 21+ to book. 36ft with 300hp. Boat holds up to 12 People. We offer 2 hour to 14 day rentals!

  • Hour Glass 4 Hours , 6 Hours

The Manatee Cruise

Ohana cruises.

Our Manatee Half-day cruise is the top choice for most passengers, as it offers great flexibility and variety. Your captain will work with you to create the perfect itinerary based on the tide and weather conditions.

The Gator Cruise

Join us on the Alligator Cruise, where we’ll navigate the backwaters of the Loxahatchee River and visit Trapper Nelson’s Camp. Along the way, we’ll search for the oldest and most fascinating residents of Jupiter – alligators!

  • Hour Glass 3 Hours , 4 Hours

The Pelican Sunset Cruise

Embark on the Pelican Sunset Cruise, a minimum 3-hour adventure that lets you choose between visiting our favorite sandbars or swimming holes, or simply cruising around the area to admire the stunning lighthouse and waterfront homes.

Give the Gift of Adventures!

Surprise your family, friends and significant others with a catamaran cruise or paddle along the gorgeous tranquil intracoastal Waterway of the Palm Beaches.

River Sightseeing Cruise

Crystal river watersports.

Best Birding and Viewing the Nature Coast of Florida!

Off The Hook Adventures Marco Island Sailing Catamaran & Shelling Boat Tours Logo

Sightseeing Marco Island and Naples on our boat tours.

Off the hook adventures., private sightseeing., daily boat tours & sunset cruises., we only offer private tours real estate showings, our catamaran has open fresh air with a forward seating and a shaded back deck with bench seating., we provide a chilled cooler with bottled water bring anything additional., lounge in the fresh sunshine or sit in the shade and enjoy refreshing fresh gulf coast air., private just your group, up to 6 passengers maximum per, catamaran boat tour .   , offering 2 hour tours completed within 2.5 hours or double 4 hour tours completed within 4.5 hours., all tours are private for up to 6 passengers on the catamaran, with a 50% deposit  2 hour, or reserve our longer double 4 hour boat tours., our rates include sales tax, shell bags and free refreshments., this is a fun activity when visiting marco island or naples. , reservations for our, catamaran boat tours.  , for catamaran sightseeing  , reservation boat tour times. , click 👆on, boat tour and or sunset cruise,, for current weekly and daily availability., we have been sailing from marco island as off the hook adventures  for 20 years. , all our tours are private for 2 – 6 of only your passenger guests per catamaran.  , a fun thing to do on your marco island and naples florida beach vacation., our boats are comfortable, fun and safe for all ages., enjoy local knowledge and narration by an experienced  licensed captain. , 🏝 explore uninhabited island beaches and sandbar shorelines for sea shells 🐚 . , watch for dolphins, manatees, birds and other seasonal wildlife. 🐬, your adventure awaits….

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catamaran tours florida

Private Marco Island boat tour reservations $350/$550

  • 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

Spring break 2024.

Mins Minutes

Secs Seconds

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 such as sailing to Navarre Beach (Juana's Sailors Grill), Sandestin (Baytown Wharf),Etc. Some of the best catamaran sailing adventures Destin, Okaloosa Island, Santa Rosa Island has to offer!

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


"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



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



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.



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

catamaran tours florida

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.

catamaran tours florida

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

Riding The Waves, Logo

  • Eco Tour Rules

catamaran tours florida

catamaran tours florida

Captain Jambo's

Destin .

catamaran tours florida

Call Now! 850-888-8FLY

catamaran tours florida


catamaran tours florida

 Catamaran Sailing Cruise Destin, Florida



Click the Book Online Button for Schedule

The Closest

catamaran tours florida


Check Out Our Latest Dolphin Sighting

Private sailing charters of destin, fl.

The STILETTO catamaran sailboat has plenty of room for up to 6 passengers, so bring your friends and family. Let's take your group on a Destin sailing adventure to make memories that will last a lifetime!

Snorkeling gear is complimentary and the sailboat is equipped with a lavatory, iced cooler and wifi stereo to play your tunes! The 30-foot catamaran boasts plenty of room for up to 6 people with two areas hang out on: the rear deck with shaded seating and trampoline in front. The catamaran sailboat is designed with two hulls that create a stable, non-rocking experience. So let's raise the jib (front sail), and let the sailing fun begin!

Bring snacks, lunch, romantic dinner, or water toys, we have your snorkel equipment and life jackets covered. Remember, it's your private trip so have fun your way!

Best of all, you can tour the Destin Harbor on your way out to see the unique waterways of Destin while you head out to the Gulf to look for dolphins, snorkel deep and shallow spots, Crab Island to hang out, or Okaloosa Island to look for shells! Parking is available at Heron Harbor and check-in directly on the boat at the dock! Complete instructions and tips will be sent to your phone after booking. We are happy to answer any questions! (850)888-8359

Catamaran Sailboat, Sailing in Destin, Florida

Destin Sailboat Tours

Combine any of these activities for your, sailing adventure, destin sunset cruise.

Wind in the sails, your honey at your hip, a majestic Destin sunset on the horizon... what else could your vacation need?  Destin sunset cruises are not only great for couples, but the whole family too!

We offer marriage proposal cruises of Destin, FL ! Book your trip, and surprise your love with a private engagement sail of Destin.

Destin Florida Sunset Sailing - Things To Do in Destin

Snorkeling Destin's Emerald Waves

Snorkeling Sailing Destin Florida

If the kids want to snorkel, Captain Jambo's has you covered. Masks, fins and snorkels are provided free for adults and kids. Explore the jetties and grassbeds. For the more adventurous, take a sail out to the Gulf to dive down to see starfish, angelfish and more! Destin boasts many great spots to explore the tropical fish or dive for sand dollars! Take our GoPro camera with to capture your snorkeling adventure!

Look for Destin's Dolphins

Dolphin cruise Destin - Destin Florida Sailboat

Dolphin sightings are pretty much a guarantee when sailing in Destin, Florida. Our local pod is quite friendly! Don't fight the crowds on larger boats. Enjoy your up-close-and-personal dolphin experience, the most ecological way! And if the area permits, you may jump in for a swim. It's your sailing Destin vacation! See how close the dolphins are in our latest video!

Learn to Sail Destin

Destin Florida Sailing Lessons

Come out on an afternoon trip when the wind is pumping and we can push the Stiletto Catamaran to the limit through the Destin waterways. You will not believe how fast you can sail on a catamaran sailboat! Get ready to pull some ropes, Captain Billy has over 25 years of experience on boats and can help you learn to sail Destin, Florida!

Hang Out on Crab Island

Sailing Destin FL Crab Island

For the folks that want to check out the local scene, a stop at Destin's famous Crab Island, won't disappoint! At this beautiful, clear, waste-deep sandbar, you may watch the sights or get involved in the fun. There are floating restaurants and bars, music, as well as activities for the kids!

Look for our Crab Island Sailing Tour that combines snorkeling, shelling and Crab Island fun on our booking page. Private and individual rates available.

Fireworks Cruise of Destin Harbor

Destin, Florida Fireworks Sailing

Catamaran Tours

3-Hour Trip                $450

4-Hour Trip                $600

5-Hour Trip                $750

All Day, 6 Hours           $875

Sunset Sail 2-Hr           $375

Sunset Sail 3-Hr           $500  Fireworks Cruise 1.5-Hr   $375

(Thursdays, May 28 - Sept 3)

Sunset/Fireworks 3.5-hr   $600

One night a week Destin has a fireworks display over the harbor! Come out Thursday nights for a spectacular display while cruising in the sailboat. The deck of the catamaran is perfect for having fun with friends and family, there are two benches and a front trampoline for watching the explosions! Check out our Facebook page for video of the show!

Bring libations, snacks, dinner, whatever you need to make your Destin fireworks cruise take off! And don't forget your favorite streaming or MP3 tunes to hang out and make the festivities your own. Add a beautiful Florida sunset to your fireworks cruise for an amazing night! (3.5 hour booking)

Price is for up to 6 people with experienced captain as guide. Gratuity excluded.

Catamaran holds up to 6 passengers per Coast Guard regulations.

Ice-filled chest provided. Just bring drinks & snacks! (BYOB!)

Book with confidence! We reschedule or issue a refund for inclement weather (winds >20mph or rain), so book with a day or two as an alternate when possible.

Credit card fee on all credit purchases. Cash for best price.

catamaran tours florida

Learn More About Our Catamaran Sailboat!

What's so great about a catamaran? A catamaran denotes a boat with two hulls or compartments that enable the vessel to displace water evenly on both sides. This design allows the catamaran to avoid rocking, as a traditional, single-hulled sailboat does. For folks on vacation--this point is a gold nugget--those that are not accustomed to boats tend to get seasick.

Why the double-hull design is a vacationers best boat friend:

Stable, non-rocking design . Why is this important? Because as the hull heaves so may your stomach.

Plenty of storage space with 2 hulls . And, if the kids fight, we can separate them.

Speed. The catamaran is twice as fast as a traditional sailboat. Save the monohull for the land turtles! (Sea turtles are fast too.)

Light footprint. A Stiletto can maneuver in shallow water due to a broader displacement of water across two lightweight hulls (Crab Island, here we come!)

Built for comfort. You aren't awkwardly lounging on a sloping deck like a monohull sailboat.

Maximized deck space. The catamaran has two opposing benches with cushions, as well as 80 square feet of trampoline for lounging and watching the waves.

Stiletto Catamaran

If you are thinking of chartering just any ol' catamaran, let me tell you why the Stiletto brand makes this boat even groovier:

Built light for speed. Although you may want to relax on your Destin sailing cruise, never forget, this cat has speed in its back pocket. The catamaran tops out at 25 knots (20 mph). In Destin, we can safely cruise at 15 knots with the jib (front sail) raised, and feel the power.

It will never sink . Aeronautic technology is utilized in its honey comb laminate that enables the material itself to float, not relying on the intact body of the vessel. So, no matter what the Florida waters bring, this puppy floats.

catamaran tours florida

Versatility of design. You can beach it; you can trailor it. When was the last time you saw a monohull sailboat pulled up on the beach or roaming down the highway? This boat goes everywhere. But watch out, you might catch catamaran fever thinking of the possibilities of where you could take it!

You are cool by proxy. Riding in our Stiletto catamaran brings you closer to the lastest version of the Stiletto XF, the foiling catamaran that once it reaches 14 knots, raises up and rides on hydrofoils, appearing to hover 2 feet above the water!

Catamaran Sailboat

The "Best Day Ever" Sailboat Cruise, 4-6 Hour Private Charter

At Captain Jambo's, We Know How To "Do" Destin.

Here is a write-up of a much loved itinerary that

may save you from being one of the many people

who ride into the dock thinking, "I wish I had

longer on the sailboat!"

The sails are set due south from Captain Jambo's

peaceful, scenic bay dock. With tummies full of

butterflies and expectations, we sail through the

glowing, emerald waves, under the Destin Bridge,

through the Destin Pass, and East and West Jetties to the magnificent Gulf of Mexico. Here, we look for bottlenose dolphins, sea turtles, and other marine life. We sail along Florida's beaches, marveling at the beauty of the water and sugar white beach. Next, the sails are set north, back through the Destin Pass to the world famous, Crab Island. This shallow, clear sandbar is a hot spot for Destin boaters' fun in the sun. Catch a margarita or some fish tacos at the festive Waterworld Restaurant and Bar. Play with the kids on the giant, inflatable waterpark. Just remember, no babysitting your pontoon boat, come and go as you please to check out the festivities, your captain will be happy to hold the anchor! After you've had your fill of Crab lsland, we sail to the nearby grassbeds for snorkeling. Crabs and fish abound here. You might even spot a majestic seahorse! Take our underwater Gro Pro camera to document your adventure! Next door is one of the few areas to find seashells in Destin, so take some souvenirs home from your hunt. When your pockets are full, we will set sails again for a relaxing sail through the calm waters of the Choctawhatchee Bay, watching the explosive

colors of the sunset on this

incredible sailing day.

Finally, we head back to

the dock from where our

adventure began. Now,

the sailboat sails away,

leaving you sun-kissed

and ocean-drunk with a

mind full of memories of

an amazing Destin sail.

catamaran tours florida

​ Captain Jambo's Destin Harbor is happy to serve neighboring areas that may not offer our one-of-a-kind sailing tours, such as Sandestin and Hwy 30A Florida vacation destinations. Let us help you put together a vacation package to explore Florida by sea! Look below to see how far you are from our location:

East of Destin

Sandestin 20 min

Santa Rosa Beach, Florida 32 min

Blue Mountain Beach, Florida 36 min

Grayton Beach, Florida 39 min

Seaside, Florida 40 min

Watercolor, Florida 40 min

Seagrove, Florida 41 min

Rosemary Beach, Florida, 48 min

West of Destin

Fort Walton Beach, Florida 12 min

Navarre, Florida 36 min

Looking for Things To Do in

Sandestin, hwy 30a, or fort walton beach, 850-888-8fly.

Captain Jambo's Sailing Tours

Heron Harbor

314 Harbor Blvd

Destin, FL 32541

catamaran tours florida

  • Sarasota & Siesta Key
  • Longboat Key
  • Anna Maria Island
  • Clean Water

catamaran tours florida

Bluewater Adventure

Islamorada Catamaran Tour

Quick Details

  • Hour Glass Duration: 2 hours
  • User Ages: Must be 5+ to ride
  • Users Passengers: Maximum 2 passengers per boat
  • Ticket Adult Price: $155 per person (Ages 13+)
  • Ticket Child Price: $130 per person (Ages 5-12)


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.

Guided boat tours offered daily! Adventure awaits you.

After a brief on how to operate your own boat, this adventure takes you around the beautiful waterways of Islamorada. Beautiful mangroves, sea birds, dolphin, manatee and other sea life may be seen during the trip.

This adventure will capture the hearts and minds of young and old alike. Perfect for couples, groups, and families with children 5 years old and up.

You drive your own 2 seat catamaran with your passenger on an amazing 2 hour guided tour (guide is on his own boat). Get up close with dolphin and other sea life. See the beautiful clear water and drive full speed (up to 30 mph) on our exciting boats.

What to Wear

Beach attire with water shoes, sandals or flip flops is appropriate. 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.

Important Information

  • You must be 18 or older and hold a valid driver’s license to operate the catamaran.
  • You must arrive 45 minutes before your scheduled tour; this gives us ample time to brief you.
  • Each boat has a maximum weight limit of 500 lbs.
  • 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.
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Florida Trippers

Learn how to easily plan your dream trip to Florida!

A tour boat glides along the water in Naples.

14 Best Boat Tours In Naples Florida (Sunset, Catamaran, Dolphin, and more!)

March 18, 2021 //  by  Florida Trippers

The best Naples boat tours are waiting for you! If you’re looking for a new way to take to the water, you’ve come to the right place.

Florida’s West Coast beaches are undoubtedly beautiful, but swimming off the shoreline and sunbathing can get boring. If you’ve ever wondered what’s beyond the shoreline, then these Naples boat tours are for you. This is truly one of the best things to do in Naples!

It doesn’t matter your disposition, there’s a boat tour from Naples for everyone! If you want to relax and take in the scenery, no problem. Or if you want a workout and want to kayak through the Ten Thousand Islands or the Everglades, there’s a tour for you!

There are even options for Spring Breakers too! Say goodbye to getting stuck on sandbars or worrying about DUIs. Naples boat tours have an option for you that takes away all the worry and hassle so you can be safe!

So no matter if you’re a tourist, a local, a vacationer, a fisherman, or somebody who just wants more of the great out doors? There’s a boat tour from Naples just for you. We even have a list of the best Everglades tours from Naples if you want an airboat ride. Discover what Southwest Florida has to offer you!

A tour boat glides along the water at sunset in Naples.

14 Best Boat Tours In Naples Florida (Sunset, Airboat, Dolphin, and more!)

Ten thousand islands boat tour.

For half a day, board a boat and explore one of Florida’s top natural attractions. This tour is one of the most fun Naples boat tours, exploring the Ten Thousand Island!

You’ll depart from Marco Island , about fifteen minutes south of Naples, with 12 other people to ensure an intimate experience. Then you’ll head to a small barrier island only accessible by boat on tour lasting about 3 hours.

The captain will point out sea life, highlight interesting sites, and discuss local history and ecology. While on the island, you’ll be able to swim, go snorkeling , and look for rare seashells!

Book Now : Ten Thousand Islands Boat Tour

The beautiful sandbars and islands of the Ten Thousand Islands as seen from above.

Western Everglades Adventure Tour

One of the best Naples boat trips is to explore the ecosystem that is the Everglades . This tour will take you from Naples into the marshes and swamps of this natural wonder.

While you ride, you’ll be looking for native Florida wildlife like birds and turtles. You’ll even see alligators , of which there are more here than anywhere else in the world!

There’s even an interactive reptile show at the end of the day! You’ll spend a half-day on the water with your naturalist guide who will teach you about the ecosystem while you spot herons, egrets, and snakes!

Book Now : Western Everglades Adventure Tour

Lilypads and reeds stick up from the water as seen from one of the best Naples boat trips.

Cape Romano Boat Tour

For a quaint morning and afternoon on the water, enjoy one of the best Naples boat tours of Cape Romano! With a guide, you’ll explore one of the prettiest areas of the Ten Thousand Islands.

You’ll depart at 9 AM from Caxambas Park Marina at the south end of Marco Island, only 15 minutes away from Naples. The tour only hosts 10 people, so you’re in for an intimate experience.

You’ll learn about the region’s marine life and see the ecosystem of mangroves of the Ten Thousand Islands. Afterward, you’ll stop on one of the islands to go shelling ! Make sure to look out for the Florida Domes !

Book Now : Cape Romano Boat Tour

The Florida Domes stand in front of a beautiful pink sunset.

Ten Thousand Islands Catamaran Tour

On this Naples boat tour hosted by Backwater Adventure , you’ll be in the captain’s seat! As you go through the Ten Thousand Islands, you’ll be operating your own catamaran!

On the morning of your tour, you’ll meet at the Little Bar Restaurant. You’ll be provided with all the required US Coast Guard equipment and bottled water. Complimentary pictures will even be shared with you via Dropbox!

Choose from a 2.5-hour or 5-hour tour, and you will operate your own 2 person catamaran through the waterways of the Ten Thousand Islands. Led by a guide on a separate catamaran, you’ll be able to see the marine life at a closeness not available on other boat tours from Naples!

Book Now : Backwater Adventure

Two small islands house trees in the Ten Thousand Islands, as seen from one of the best Naples boat tours.

Naples Bay and the Gulf Eco-Boat Tour

Of all the Naples boat tours, this may be the most luxurious. You’ll privately be led on a 3-hour sightseeing/eco-tour to discover Naples’s vibrant ecosystem.

Either departing at 9 PM or 1 PM, you’ll spend 3 hours on a 22-inch motorboat with comfortable seating for all guests! Shade will be provided by a T-Top plus an additional bimini on very hot days.

As you head head north through Naples Bay, you’ll see dolphins, manatees, and a variety of birds including blue herons, roseate spoonbills, ospreys, and egrets!

You’ll be provided with complimentary bottled waters and sodas as well as a cooler with ice for your personal snacks and drinks. You can bring your own alcohol onboard and be provided with cups and a corkscrew! Don’t forget a Bluetooth radio to stream music of your choice!

Book Now : Naples Bay and the Gulf Eco-Boat Tour

A boat leaves the Naples Bay marina to guide people on a tour.

Naples Sightseeing Boat Tour

Take a break from the hustle and bustle of life on one of the best Naples boat tours. This cruise will help you discover the top sights that Naples has to offer!

You’ll board a small motorboat where you’ll be able to purchase alcoholic beverages and small snacks. Make sure to bring your camera to take unobstructed pictures of the city.

After stopping at Tin City, a shopping and dining destination, you’ll cruise to the Gordon River Greenway. Along this stretch of water, you’ll see historic buildings and the homes of millionaires in Port Royal, some even owned by celebrity snowbirds!

Book Now : Naples Sightseeing Boat Tour

The Naples bay marina shimmers with its colorful buildings in the background.

Dolphin, Birding and Shelling Tour

On one of the best Naples boat tours, you’ll be introduced to birding! You’ll also have the opportunity to see dolphins and then go shelling for rare shells on the Ten Thousand Islands.

These tours are never “canned,” meaning the course changes daily to find the most beautiful Florida wildlife as it migrates. You’ll learn about these species in detail and their ecosystems from an experienced naturalist guide!

You’ll be able to see many different species depending on the season. Expect to encounter manatees, dolphins, sea turtles, bald eagles, ospreys, herons, egrets, pelicans, and roseate spoonbills. You’ll also see many species of fish and shore birds.

Make sure to bring your own water and snacks to last 2 hours. Wear a sunhat, sunglasses, sunscreen, and shoes you don’t mind getting wet. You also won’t regret bringing a camera and a pair of binoculars!

Book Now: Dolphin, Birding, and Shelling Tour

A dolphin breaches the water as a boat tour from Naples passes by.

Sunset Catamaran Sailing Excursion

How many Naples boat tours allow you to sail on a catamaran named “Cool Beans?” Cool Beans Cruises will be the perfect way to see Southwest, Florida to make lasting memories.

Choose between a 2.45-hour day-sail or a 2.5-hour champagne sunset cruise! With up to 20 passengers, you’ll depart from Naples and pass by the Rookery Bay National Estuarine Wildlife Reserve.

During the day-sail, you’ll stop by Keywaydin Island for shelling and swimming. Keep your eyes peeled for dolphins, birds, and manatees ! Bring a camera to capture a photo!

On the sunset sail, you’ll have a complimentary champagne toast right as the sun sets on the water. On both cruises, you’ll be able to drink complimentary soda, water, beer, and white wine.

Book Now : Cool Beans Cruises

A catamaran sails on the bay at sunset during one of the best Naples boat trips.

Mangrove Tunnel Kayak Eco Tour

Kayaking in Florida is always beautiful, but you can experience the best of one of the most fun Naples boat tours! Here , you’ll paddle a kayak through the mangroves of the Everglades.

You’ll discover the exotic beauty of the Everglades’ mangroves forest with the expertise of an experienced guide and naturalist. You’ll spend three hours winding through sleepy creeks and mangrove canopies.

Don’t worry if you’re not an experienced paddler, you’ll learn kayaking techniques from your guide. You’ll also get a larger-than-life view of alligators, herons, ducks, and loads of fish species! Don’t forget the bug spray!

Book Now : Mangrove Tunnel Kayak Eco Tour

Kayaks are lined up on the edge of the water on the Ten Thousand Islands.

Marco Island Dolphin-Watching Tour

Hosted by Florida Adventures and Rentals, this is one of the most relaxing of the Naples boat tours. Traveling through the Ten Thousand Islands, you’ll be looking for dolphins.

With your captain-guide, Captain Steve , you’ll explore the Ten Thousand Islands after departing from Marco Island at 11:30 AM. You’ll only be with 10 other travelers, so it’s an intimate experience.

You’ll be able to see dolphins right up close to the boat! Captain Steve will educate you about the natural environment and the area’s ecosystem. Also be on the lookout for native birds as well as fish in the maze of mangroves.

Book Now : Marco Island Dolphin-Watching Tour

A dolphin jumps out of the water on one of the best Naples boat trips.

Ten Thousand Island Jet Ski Eco-Tour

When you need to beat the heat, one of the regular Naples boat tours just won’t cut it. To get the best views on the water and from the water, consider the Ten Thousand Island Jet Ski tour !

Take a break from the beach and fly through the waters of the Ten Thousand Islands on a jet ski. From the Naples marina, your guide will point out dolphins and sea creatures often missed by untrained eyes.

Because you’re on a jet ski, you’ll be able to travel to secluded locations on the 30+ mile route that are inaccessible to boats and kayaks. With a small group size, you’ll be able to travel to the Florida Domes as well!

Keep in mind to drive a jet ski, you will have to obtain a Boaters Safety Certificate. You also must be 16 years old to operate the machine. If you were born before January 1, 1988, you do not need any certificate at all!

Book Now : Ten Thousand Island Jet Ski Eco-Tour

A tour guide shows around guest on jet skis on one of the best Naples boat tours.

Naples Deep Sea Fishing Tour

Anglers, rejoice! Sometimes the pier just doesn’t cut it. Instead of chartering your own boat and going it alone, take one of the best Naples boat tours to go deep-sea fishing !

Departing from the Cocohatchee River Park Marina, you won’t even need your own fishing license on this chartered boat. You’ll drop anchor about 10 miles or 16 kilometers offshore before you cast your lines.

Choose between a 4-, 6-, or 8-hour tour. After you depart at 7 AM, your captain will offer instruction and casting lessons to those who need it. Equipment will be provided. Depending on the season, you might find cobia, mackerel, snapper, and grouper!

Book Now : Naples Deep Sea Fishing Tour

A deep sea fishing vessel ventures out onto the Naples Bay.

Captain Party Hard Boat Tour

If you’re looking for a fun and different Spring Break destination , consider taking the most fun of the Naples boat tours out there: The Captain Party Hard Boat Tour !

Captain Party Hard will provide you a safe and worry-free boat tour. Departing from Marco Island, you’ll sail around Keywaydin Island and the Ten Thousand Island with multiple opportunities to spy on dolphins.

You’ll be surrounded by great music and a party atmosphere on a 27′ Hurricane Deck Boat. For four hours, you won’t have to worry about DUIs or getting stuck on sandbars.

You’ll be provided with beach chairs, games, beverages, and snacks. Dance with locals on the beaches, too! All you need is a bathing suit and a towel! Captain Brent Wilson provides the rest.

Book Now : Captain Party Hard Boat Tour

At Captain Party Hard, one of the best Naples boat trips, spring breakers jump off the side of the boat!

Guided Kayak Tour

If sitting on a boat sounds unappealing, then enjoy the water on one of the most adventurous Naples boat tours! With small groups of 6 maximum guests, you’ll be on an intimate kayaking adventure !

Small groups create the best opportunity to quietly kayak so everyone can see as much wildlife as possible. Your naturalist guide will provide information about the incredible flora and fauna of Southwest Florida.

Departing from the Cocohatchee River Park Marina in Naples, your guide will provide you with your equipment: kayak, paddle, life vest, and even a dry bag for your electronics. Bring your own water, sunblock, and bug spray.

After departure, you’ll head to Barefoot Beach Preserve. Through the mangroves, you’ll have the opportunity to see dolphins, manatees, birds, and more! Then you’ll stop by Barefoot Beach to stretch your legs and go shelling and swim!

Book Now : Guided Kayak Tour

Kayakers wind through the mangrove forests on one of the best Naples boat trips.

Did You Find This Post Helpful?

If so, we would love to keep in touch! We enjoy seeing photos and comments about your experiences in Florida! You can follow us on Instagram and we will repost your photos on our feed and comment too! Just tag us at @floridatrippers and hashtag #floridatrippers. We can’t wait to see your travels!

catamaran tours florida

catamaran tours florida

SV Privateer

Privateer is a 52-foot, U.S. Coast Guard Certified catamaran that comfortably accommodates up to 78 guests. SV Privateer offers a large and spacious deck with plenty of covered seating for the hot summer days and outside seating for those who want to feel the breezy air as we sail and dolphin sightsee! Throughout your experience, your crew will play tropical and lively music through the onboard speakers. Privateer also features onboard restrooms.

  • Most popular!
  • User All ages
  • Hour Glass 3 hours

Shell Island Inflatable Adventure Park & Dolphin Sightseeing Catamaran Sails

Experience Panama City Beach’s only inflatable water park on Shell Island! Enjoy a thrilling 3-hour experience aboard our spacious 52-foot catamaran, SV Privateer, as we make our way through the serene waters of Grand Lagoon towards the breathtaking Shell Island. Along the way, we’ll all be on the lookout for dolphins as they swim and play, adding to the excitement of your trip. When you arrive on Panama City Beach’s pristine Shell Island shores, dive into a world of inflatable fun and tropical scenery. The adventure doesn’t end there! Combine the thrill of snorkeling from the beach or a self-guided Shell Island tour as you explore the pristine, white sandy beach. After soaking up the sun and exhilarating activities at Shell Island, we’ll continue exploring, indulging in more sightseeing and dolphin watching as we cruise back to the marina. Join us for unforgettable inflatable fun with an island cruise and beach snorkeling included, creating memories to cherish for a lifetime.

  • Hour Glass 1.5 hours

Panama City Beach Dolphin Sails Aboard 52′ Catamaran SV Privateer

Immerse yourself in the wonder of the Gulf Coast with our Panama City Beach Dolphin Sail Aboard SV Privateer. Step aboard our luxury 52-foot catamaran for a captivating 1.5-hour catamaran tour, where the shimmering waters of the Gulf of Mexico become your playground. As we set sail, keep your eyes peeled for the playful antics of dolphins dancing in the waves, adding an extra thrill to your adventure. This vacation boat rental is an experience that is also enjoyed by many locals and combines the tranquility of sailing with the excitement of dolphin sightseeing. Discover one of the best things to do in Panama City Beach, Florida, as you embark on this catamaran tour, creating memories to treasure for a lifetime. Book your spot to explore the beauty of the Gulf with us aboard SV Privateer today.

  • Hour Glass 2 hours

Sunset Sails Aboard 52′ Catamaran SV Privateer

Embark on an unforgettable sunset sail aboard our 52′ catamaran SV Privateer, and enjoy one of the top things to do in Panama City Beach, Florida. Step aboard our luxury catamaran for a captivating 2-hour sunset cruise, where you’ll be immersed in the panoramic beauty of the Gulf Coast. Share this special moment with your friends and loved ones as you watch the sky paint itself in vibrant hues, transforming the horizon into a breathtaking canvas. This sunset cruise offers more than just a catamaran tour – it’s an experience to cherish long after your Panama City Beach vacation ends. Don’t miss out on one of the top Panama City tours. Book your sunset catamaran cruise now and discover the magic of Panama City Beach at dusk.

  • Hour Glass 2 or 3 hours

Private Charter Aboard 52' SV Privateer

Book a private charter, for up to 78 guests, aboard 52-foot SV Privateer! Privateer has two sunning nets located on the front of the boat, a full bar and a spacious deck.

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SV Privateer sailing in the Gulf of Mexico during sunset

catamaran tours florida

Now With HEATED Seats!

Catboat Escapes

Catboat Tours in Clermont, FL



Tour of Lakes Escape

This isn’t your typical watercraft and it isn’t your typical lake cruise either: You’ll be captaining your own personal catamaran across some of the cleanest waterways in all of Florida enjoying the best scenery during this adventure out on the Clermont Chain of Lakes.

Day Time & Seasonal Sunset Tours Available.

  • Checkmark 18+ to drive
  • User 5+ to ride
  • Hour Glass 2 Hours

a man riding on the back of a boat in the water


What makes Catboat Escapes unique?

Be your own captain.

After a little practice in Cypress Cove Marina, you’ll be zipping around Central Florida’s most pristine waterways on a sporty CraigCat power boat.

Be on TOP of Florida

Follow our guide boat as you tour the Clermont Chain of Lakes. At the highest point on the Florida peninsula, this unique and pristine ecosystem includes Lake Lousia, Lake Minnehaha, and Lake Minneola.


Here’s what you’ll experience along the way:

  • Fun, thorough, and clear driving instructions. 
  • Drive across the water side-by-side with somebody special. 
  • Your Guide will take you to hard to find places. It’s like your own personal Jungle Cruise.

a group of people in a small boat in a body of water

See why our customers choose to escape with us!

logo, company name

"Amazing and fun boat tour in many lakes and tunnels just 35 minutes from Orlando! great experience good for all ages. Nate was a great and entertaining guide. everything was well organized. warmly recommended!"

"Fantastic way to learn about Clermont Florida and it's chain of lakes! Such an enjoyable and easy way to see the lakes, enjoy the water and Florida weather and soak up some unique facts about this wonderful area!"

"This was a really pleasant trip around a huge lake or lakes. You drive your own 2 person boat following a very knowledgeable guide. The highlight was seeing a nest with ospreys in it."

"Nathan was awesome on our tour. This is a must do in Orlando area. The boats are so much fun and the lakes and canals are beautiful. Whole family loved it."

"The catboat escapes are highly recommended, we had a wonderful day. The boats are fun to drive, and the guides are very welcoming and friendly."

"Nate was a fabulous guide. Top rated safety and educational. You will get wet and why not! Easy to maneuver. Can't wait to come back. You guys rock."

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THE 10 BEST Palm Beach Tours & Excursions

Palm beach tours.

  • Historical & Heritage Tours
  • Sightseeing Tours
  • Private Tours
  • Ports of Call Tours
  • Walking Tours
  • Cultural Tours
  • Self-Guided Tours & Rentals
  • Photography Tours
  • Multi-day Tours
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • Likely to Sell Out
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

catamaran tours florida

1. Historical Sightseeing Catamaran Cruise in Palm Beach

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2. Scenic Sunset Cruise in West Palm Beach

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3. New! Private Half -Day Yacht Charter with Crew from Palm Beach

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4. Flamingle Happy Hour Cruise

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5. Palm Beach Sightseeing Tour

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6. West Palm Beach Day: Cabana, Beach Chairs, Yeti, JBL, Towels +

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7. Pontoon Boat Rental in Sebastian (FL) with Sebastian Adventures

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8. Tour and Photoshoot along Beautiful Historic Worth Ave

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9. New! Private Half -Day Yacht Charter with Crew from Jupiter

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10. Private Tour and Photoshoot along Picturesque Historic Worth Ave

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11. 7-Day Tour in Miami, Fort Lauderdale, Key West and Orlando

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12. Palm Beach to Palm Beach Cruise Port - Departure Private Transfer

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13. Palm Beach Inshore Fishing Charters

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14. Departure Private Transfer: Palm Beach to Palm Beach Airport PBI in Business Car

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15. Palm Beach Tour from Miami - Flagler's Museum + Hotel Breakers

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16. Fort Lauderdale Ports transfer from West Palm Beach

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17. Fort Lauderdale, Lion Country Safari and Palm Beach Day Tour

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18. Palm Beach hotels to Cruise Port of Palm Beach - Departure Private Transfer

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19. Miami, Key West and Fort Lauderdale 8-Day Tour

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20. Palm Beach City to Palm Beach Airport (PBI) - Departure Private Transfer

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21. Luxury Yacht Charter 65' Sunseeker from Palm Beach

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22. Departure Private Transfer: Palm Beach to Palm Beach Airport PBI in Luxury SUV

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23. Palm Beach Island Sunset Cruise

What travelers are saying.

Connee F

  • Historical Sightseeing Catamaran Cruise in Palm Beach
  • West Palm Beach Day: Cabana, Beach Chairs, Yeti, JBL, Towels +
  • Palm Beach Sightseeing Tour
  • New! Private Half -Day Yacht Charter with Crew from Palm Beach
  • Tour and Photoshoot along Beautiful Historic Worth Ave
  • Palm Beach Photo Walks
  • Swim With Sharks
  • Park Limousine
  • Palm Beach Yacht Charters
  • Julie Superti

catamaran tours florida

10 Things to Love About Mount Dora, Florida

M ount Dora, a delightful central Florida town just an hour from Orlando, is often called the “New England town of the South.” Its captivating lakeside setting, rich history, frequent celebrations, numerous festivals, scenic lakes, and exceptional boutique and antique stores offer an extraordinary experience.

Revel in enchanting sunsets, savor delectable meals, and immerse yourself in Mount Dora’s wonders as you discover ten reasons why it is truly remarkable.

1. Adventurous Segway Tours

Experience a remarkable outdoor adventure with CatBoat Adventure Tours in Mount Dora. Choose from their private powered catamarans or join the guided Segway tour. This tour goes beyond the popular downtown area, taking you through parks, natural areas, and residential neighborhoods.

A knowledgeable guide will share fascinating stories about Mount Dora’s history while the town’s holiday decorations create a magical atmosphere. The tour lasts approximately two hours, with stops for stretching and photo opportunities. Do not worry if you are a Segway newbie; they will teach you everything you need to know. You can see two women aged 50+ doing it; you can, too.

Glide through the enchanting canopies of live oaks, starting from the Mount Dora Boating Center & Marina at beautiful Lake Dora. Helmets are required and will be provided. Don’t miss out on this professional and exhilarating experience!

2. Feast on a Lovely Charcuterie Platter

Pisces Rising is renowned for its exceptional live entertainment, complemented by a captivating patio and an exquisite bar. Opting for the latter, my companion Sara and I started our dining experience with one of the remarkable Pisces Rising charcuterie platters. It held delectable meats, tangy pickles, gourmet cheeses, and tantalizing accompaniments (including caper berries!). Our taste buds celebrated!

At the bar, due to a wait time of 90 to 120 minutes for a table, I savored the succulent black grouper with a perfect lemon beurre blanc sauce. The fish was served over Himalayan red rice—a delightful special-of-the-day. You’re sure to leave here full and happy.

3. Visit An Uplifting Local Store

On my travels, I have the pleasure of encountering remarkable individuals, including those who dedicate themselves to uplifting others without realizing their own brilliance. Allow me to present Lynn, the proprietor of Under the Cherry Blossoms —an exquisite emporium nestled in Downtown Mount Dora, showcasing arts, crafts, and various facilities crafted from salvaged or recycled materials.

Lynn fervently supports the empowerment of women and talented individuals who showcase their skills through these remarkable creations. Under the Cherry Blossoms epitomizes the essence of “buy and shop local.”

4. Stay in a 100+ Year Old Victorian Mansion

Discover the exquisite charm of Mount Dora’s Heron Cay B&B Inn . Experience the timeless elegance of this 100+-year-old Queen Anne Victorian mansion, adorned with priceless antiques and captivating Florida Highwaymen paintings.

Surge in the serene outdoor swimming pool amidst a picturesque array of vibrant flowers and plants on the grounds. Delight in a complimentary four-course gourmet breakfast while reveling in the grandeur of the opulent surroundings.

Choose from a selection of meticulously themed and decorated accommodations available on the first, second, or third floor. The Heavenly Suite, a lavish sanctuary boasting an expansive parlor sitting area (800 square feet) and a spacious bathroom, is yours to relish.

Immerse yourself in relaxation with the oversized jacuzzi tub and revel in the cozy ambiance of the gas fireplace. A separate shower area, ample closet space, a mini-fridge, and thoughtful amenities ensure an unforgettable stay.

Just a few blocks from downtown Mount Dora, Heron Cay B&B offers convenient access to the vibrant city center.

5. Enjoy Mount Dora’s Gorgeous Parks

Mount Dora boasts several excellent city parks, each offering a unique natural ambiance. Evans Park and Gilbert Park are particularly beloved by locals and visitors. However, my personal favorite is Palm Island Park. It boasts rugged nature trails and a sophisticated raised platform overlooking the water.

This park is a haven for avid fishermen, as the fish are always biting! And remember to keep an eye out for the diverse bird species and fascinating alligators!

6. Eat Authentic German Fare

Mount Dora’s Bavarian Haus is a well-established downtown staple, boasting indoor and outdoor seating. With its live Bavarian music and authentic scratch-made German cuisine, the food and atmosphere never fail to impress.

Begin your dining experience with the yummy Kartoffelpuffer mit Apfelmus, a harmonious blend of potato pancakes and applesauce. My favorite entree is the Jägerschnitzel, succulent sliced pork adorned with a luxurious mushroom sauce. Or, you can savor the hand-breaded Schnitzel, available in pork or chicken, served with two sides of your choosing.

I recommend indulging in the house Spätzle, German egg noodles, and Rotkohl, a sweet red cabbage dish. Like many esteemed eateries in Mount Dora, Bavarian Haus observes Monday as their customary day of closure.

7. Dive Into Boutique Shopping

Mount Dora is an exceptional road trip or getaway destination, filled with captivating options for shopping, dining, and people-watching. Downtown Mount Dora showcases a charming selection of locally-owned shops, boutiques, and top-notch restaurants.

Explore the exquisite offerings at Papilio, Em’z on Fifth, Walk in the Woods, and Becker’s Best Shoes for fashionable attire and accessories. Pamper your beloved pets with delightful treats from Piglet’s Pantry Dog Bakery and indulge in luxurious bath products from Naples Soap Company . Elevate your home with gourmet products and kitchenware from Julianne’s Coastal Cottage .

Additionally, Mount Dora is home to great antique stores.

8. Indulge in Amazing Desserts

Mount Dora offers an exceptional culinary experience with its diverse menu selection. Take the opportunity to indulge in delightful desserts at  Olive Branch Grille . This Mediterranean and Italian eatery boasts extensive handmade creations, from tiramisu to chocolate lava cake, gelato to creme brûlée, and the classic NY cheesecake.

The Limoncello Mascarpone Cake I tried was divine! Its name perfectly captures its rich flavor, yet it remains light and fluffy with a sweet lemon sponge cake. Simply delicious!

For a quick and convenient stop, visit  Allyson A. Bake Shop , which specializes in exquisite baked goods like cupcakes, muffins, cookies, and scones. They also offer an array of tasty coffee and tea beverages, perfect for a fabulous breakfast, event, or indulgence.

9. Celebrate the Holidays Big Time

When I first moved to Florida, a local tour company whisked me and 66 passengers, transporting us three hours away to witness the awe-inspiring Christmas celebration in Mount Dora. I was left speechless! It even “snowed” on one of the busy streets.

The entire town extended a warm welcome, staying open late to host this enchanting festivity, primarily centered in the park back then. Today, Mount Dora has become a trendy Christmas destination, where downtown Donnelly Park dazzles with 2 million twinkling lights.

The festivities have expanded again, now encompassing Sunset Park (home to a magnificent tree) and the marina. It is a breathtaking exhibition of Christmas enchantment. I recommend venturing to Mount Dora if you share the same holiday enthusiasm.

Learn more about Mount Dora’s holiday offerings on this “ someplace special ” site.

10. Photograph the Mount Dora Lighthouse

The charming Mount Dora Lighthouse, which has been at Grantham Point since 1988, offers picturesque views of Lake Dora and delightful photo opportunities. While it primarily serves as a decorative structure, it also boasts a functional light for guiding nocturnal boat traffic.

My hotel accommodations and some meals were provided by Visit Florida. My Segway tour was hosted by the company. As always, opinions and reviews are 100% mine and unbiased.

Read more of our favorite Florida places to visit:

Top Things to Do in Pensacola

Best Things to Do in Vero Beach (From a Local)

A Road Trip to Dade City

Here are 10 things to love about Mount Dora, Florida, including a Segway adventure, local parks, a historic mansion, and holiday festivities.


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