catamaran tours in florida

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

A True Sail Adventure – The Perfect Day Trip: Exploring Sarasota’s Waters with Kathleen D Sailing Catamarans

Exploring Sarasota’s Waters with Kathleen D Sailing Catamarans Sarasota is a treasure trove of natural beauty, offering a perfect blend of vibrant marine life, stunning vistas, and tranquil waters. For those looking to experience the best of what Sarasota’s waters...

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

Tropical Sailing

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

• Most popular
• Hour Glass 2 Hours
• User All ages

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.

• 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.

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

Parasailing

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!

Guided Tour – Islamorada

Key west day tours.

Welcome to a day in paradise! Enjoy a guided ecotour from Fort Lauderdale to Islamorada and back. Narrated roundtrip transportation is provided by an experienced guide.

Guided Tour – Key Largo Kayaking

Become one with our nature! Enjoy a guided ecotour from Fort Lauderdale to Key Largo and back.

Guided Tour – Key West

Enjoy a guided charter bus tour from Fort Lauderdale to Key West and back. Key West Day Tours conveniently picks up passengers in the Fort Lauderdale surrounding area and Islamorada.

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!

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

What Should I Bring?

• Directions to Echo, Cruise Ship & K.W. Passenger Info

Key West Info

• Cancellation Policies, Terms and Conditions
• Catamaran Echo Videos
• Echo 2 Private Day Charters
• Echo 3 Private Day Charters
• ECHO Upgrades
• Tasting Notes
• Echo 2 Sunset Cruise
• Echo 3 Sunset Cruise

ECHO Fall 2024 specials!

Book during august and september for any future date for great promo code discounts., $200 off all echo 2 private charters – use promo code “200echo3”, $100 off all echo 2 private charters – use promo code “echofall100”, $20 off all echo 2 and echo 3 public trips (by the seat) – use promo core “echofall20”.

Catamaran ECHO 2

Current public & private trips – book here online, (free shuttle to the echo 2 dock from the perry hotel).

Catamaran ECHO 3

Premium public and private trips – book here online, (free shuttle from downtown key west, free parking, easy uber), …is a fast and comfortable sailing machine, providing the most stable ride on the water. naturally it’s a catamaran.

And with our big bimini top, you can get all the Key West sun or shade that you want. The fresh water shower on deck comes in handy on those hot days. A private bathroom in the cabin makes a day in the wildlife refuge civilized and helps protect our tropical waters.

ECHO 2 is located at the “Key West Historic Seaport” which is downtown in Old Key West at the famous Key West Bight. The Historic Seaport “Harbor Walk” goes right around the water’s edge and leads right to ECHO’s dock along side the famous “Boat House Restaurant at Turtle Kraals”. Spend the day on the Harbor Walk before and after your ECHO trip and visit all the great shops, restaurants and bars and galleries. This is where all the locals hang out!

So come and hang out in the coolest part of town and cruise with us at Catamaran ECHO ..

ECHO'S Official Website

Wild Dolphin

Snorkeling & Sailing Adventure

Click here to read more!

Private Day Charters

Echo 2 – Downtown Key West Echo 3 – Uptown Key West

Sunset Cruise - Adults Only

Private Trips Available (all ages welcome)

Towel (day trips), Sun screen applied (no oil), Hat, Camera, Sunglasses (polarized best), a jacket in fall, winter, spring (even if you think it’s warm out), a small bag to secure your things, a few bucks and a Big Smile!

Echo Upgrades

Please reserve upgrades in advance while reserving here online, or by phone or email before the trip.

Directions, Cruise Ship & K.W. Ferry Passenger Info

Certificate of Excellence 2019

Read Reviews

Call for Reservations

1-888-579-4782.

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Our Activities

Catamaran Echo - Wild Dolphins! Snorkel & Sailing Adventure

Catamaran Echo - Sunset & Moët Cruise

Catamaran Echo - Private Day Charters

Catamaran Echo - Private 2 Hour Champagne Celebration Sunset Sail

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Learn how to easily plan your dream trip to Florida!

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!

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Backwater Adventure's CraigCat Tours of the Ten Thousand Island

Ages 8+ (18+ to Drive) • Top Ranked Marco Island Tour since 2011!

Quick Details

• User Ages: 8+ (18+ to Drive)
• Hour Glass Duration: 1.5 or 2.5 hour

2.5 Hour Tour

1.5 hour tour, go on a craigcat adventure in marco island and the ten thousand islands.

• 2.5 Hour Tour: Most Popular Choice. About midway through the trip, the tour stops at a secluded barrier island for shelling and swimming. The entire trip will cover up to 30 miles of the most beautiful waterways in Southwest Florida.
• 1.5 Hour Tour: THIS TOUR DOES NOT STOP AT AN ISLAND LIKE OUR 2 1/2 HOUR TOUR! The entire tour will cover roughly 15-20 miles of our favorite waterways around the backwaters of Marco Island and the 10,000 Islands.

This is an interactive adventure where you will experience wildlife, sea life, adventure and beauty. This is not your everyday guided tour at all because you get to DRIVE YOUR OWN BOAT! Your guide is driving his boat in front of you to guide you safely around the Ten Thousand Islands and pointing out the sights! The backwaters of Marco Island have many dolphin, manatees, shore birds and other sea life that can be seen along the way.

The Craig-Cat is an exceptionally unique watercraft! This two-seat catamaran with 30 Horsepower outboard engine driven speed boat allows our guests to go up to speeds nearing 30 mph. The boat allows for a much more intimate ride than similar watercraft such as wave runners or jet skis for our guests. Sit back and relax with your guests on a CraigCat tour from Marco Island with comfortable seats placed side-by-side to make conversation easy.

The CraigCat is known for being very stable and very safe as well as easy to operate. After a short 10 minute instructional speech, you will have all the know how needed to operate the vessel.

The CraigCat offers a space for a complimentary cooler provided by us filled with bottled water and ice already. The CraigCat also has a small dry box built on the boat to place your belongings safe from any splashes!

Important information

• Must be 18 y/o with a valid driver’s license to drive and 8 y/o and up to be a passenger.
• Visitors with disabilities or limitations must call to see if we can accommodate.
• There is a weight capacity maximum of 250 lbs. / person.
• No alcohol or illegal drugs are permitted on the tour.
• No person under the influence of alcohol or illegal drugs may participate in the tour. Refunds will not be given for any party if a participant shows up under the influence.
• Participants will be required to sign a liability/hold harmless waiver prior to “making way”.

• 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

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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

Book without a worry! If we have to cancel your tour due to weather, we offer a 100% refund!

Catboat Tours in Clermont, FL

A great way to enjoy a summer day.

• MOST POPULAR!

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.

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

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.

See why our customers choose to escape with us!

"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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Captain Jambo's

Destin .

Call Now! 850-888-8FLY

Call for cash discount

Parasailing Private Catamaran Tours

Banana boat rides  .

People on parasail flying next to catamaran snorkel and dolphin tour Destin Florida

Visit Famous Crab Island--on the Water!

Why Choose Captain Jambo's?

Family owned, experienced captains, high-quality, small group tours are our specialty, beautiful beach side setting, friendly conversation with the crew, ​ looking for things to do in destin, florida.

Search no further than Captain Jambo's Destin Parasailing! Whether you embark on our signature parasailing adventure, or you relax and take it easy on our small group catamaran sailing cruises, we invite you to not just explore with us, but hang out and enjoy the beauty Destin has to offer!

Captain Jambo's is a family-owned and operated business. We pride ourselves on making your adventure one-of-a-kind, tailored to your family and friends! Our jovial owner & captain, Jason, is a native of Destin, Florida with over 25 years experience on the water, so he can tell you a tale or two on your parasailing ride , Destin style!

Every day is a perfect day at Captain Jambo's! Our happy hut is conveniently located beside June White Decker Beach Access. (Restaurant RD, Destin Florida 32541.) There is plenty of parking and good food nearby. We are nestled between Silver Shells Resort and The Back Porch! So walk on over or drive in, and fly with us! Feel free to give us a call beforehand with any questions you may have.

Click on Photos to Learn More

PARASAILING

Dolphin tour, parasailing and sailing cruise prices, parasail prices, anyone ages 5 and up can do it, if you can sit you can fly  longest flights at the best price 90% of parasail companies quote a 10-12 min ride, but always give 7. we guarantee our flight times and fully disclose them. small groups of 6 only, not 12-15   800' line for flight (highest legally)                10-12-minute flight             **click booking button to see online spring break special ** non-flying passengers (as available) click book now button non­flying passengers are accepted when space­ is available. discounts cannot be combined with any other offers.   call for parasailing/dolphin tour availability (april, may, sept-dec), snorkeling prices.

Small Groups means Personalized Tour!

Up to 6 snorkelers per trip

3-6 Hour Trips Available

All Ages Welcome

Starting at $450 for 3-hr trip

Two different snorkel locations offered as options.

Snorkel gear & ice/cooler provided.

Gratuity & refreshments NOT included.

Dolphin Cruise Prices

The BEST RATED Dolphin Tour of Destin!

The CLOSEST Dolphin Viewing!

Up to 6 people per trip

2-6 Hr Trips Available

Book Catamaran by the Hour

Infants, Children, Adults Welcome!

   **See Sailing Prices Below** 

Want to share the cost? Grab another family from your condo and have fun together!

Catamaran Sailing Tour Prices

Crab island.

Per Boat for Up to 6 Passengers

3-Hour Trip                     $450

4-Hour Trip                     $600

5-Hour Trip                     $750

All Day, 6 Hours               $900

Sunset Sail 2 Hrs                 $375

Sunset Sail 3 Hrs                $500

Sunset & Fireworks 3.5 Hrs    $700   

Fireworks Cruise 1 Hr           $375

(Mondays and Thursdays,

May 28 - Sept 3)

Catamaran holds up to 6 passengers per Coast Guard Regulations. 

Ice-filled chest included.

Just bring drinks and snacks!

Gratuity NOT included.

​ Fee Added To Credit Transactions,

Use Cash for Best Price

Camera Packages

Our staff knows the best parasailing shots.

​ Photo Package

Have your Destin, Florida parasailing photographed using a high definition, Nikon camera, 25-60 photos are taken and handed to you on SD card.

 $30  (2-3 flyers)

 $40  (4-5 flyers)

 $50  (6 flyers)

GoPro Video Package

Video yourself with a GoPro selfie stick camera in hand while you parasail to bring home the memories and laughs too!

 $35  (2-3 flyers)

 $45  (4-5 flyers)

 $55  (6 flyers)

Sailing Cruises of Destin

Hop aboard our sailing catamaran for some summer fun with the whole family! We offer quality, small group tours to fit your group size and budget. Charter our 6-passenger sailboat privately or come with another family or couple to share the cost! Destin snorkeling excursions are tailored to your groups fitness level and interests. We look at tide tables and weather conditions to ensure safety and the best water clarity. Dolphin tours take you out to the Gulf of Mexico and the Choctawhatchee Bay, where our mammalian friends may be swimming! If you take a dolphin cruise, have your camera ready; the dolphins are much closer to you on a smaller boat. So join Captain Jambo's Destin Harbor for an intimate sailing experience to enjoy Destin's beauty! Click here for more on sailing in Destin, FL .

Parasailing Destin with Us

Come aboard one of Destin's only 6 passengers boats for your Destin parsailing adventure! Don't waste time waiting 30-45 min at the dock. Here we make it easy with check-in on the boat and we ask that you arrive 15 min ahead of time. In the summer we add add a fun shuttle boat ride, where marine life can be spotted along the way on your fun-filled ride to the Gulf of Mexico!

We give a 10-12 minute parasail flight , the longest in Destin. Do the math on the harbor boats that hold 12-15 passengers. They are unable to provide the parasail times they quote. And with 23 years experience, our owner/captain Jason is there to extend quality and safety to your Destin parasail experience!

Click here for more on our parasailing in Destin !

Join Captain Jambo's for Your Destin Boat Fun!