catamaran rides florida

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

Exclusive Catamaran Sailing Adventures

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

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

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

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

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

Memorial Day

Summer is almost here!

Mins Minutes

Secs Seconds

Jetty East Snorkeling

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

Snorkeling with a Manatee.

Early bird got the manatee this day!  

Spanish Mack

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

Pick up location

Adventure marina, okaloosa island.

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

850-217-3448

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

Albert Einstein

Destin Sailing Adventures

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

Copyright © 2023 Destin Sailing Adventures - All Rights Reserved

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

Sarasota & Siesta Key

Discover the ultimate sailing experience with kathleen d sailing catamarans from our home base in sarasota and siesta key..

With Kathleen D Sailing Catamarans your unforgettable sailing adventure begins here. Conveniently located in Downtown Sarasota at Marina Jack, our prime spot ensures easy access and a seamless start to your day on the water.

Join us at Kathleen D Sailing Catamarans for the ultimate sailing experience along Sarasota’s stunning coast. For more information or to make a reservation, contact us at 941-896-6400 . Your adventure awaits!

Public & Private Sails from Sarasota & Siesta Key

Discover the joy of public sails with kathleen d sailing catamarans.

Embark on an exquisite sailing adventure tailored just for you or shared with other sea enthusiasts. Our public sails are perfect for individuals, couples, or small groups looking to experience the breathtaking beauty of Florida’s waters without chartering a full private boat. Each sail requires a minimum of four passengers, ensuring an intimate and personalized experience. At just $45 per person, per hour, plus sales tax and convenience fees, you can indulge in the serene splendor of the ocean and create memories that will last a lifetime. Don’t miss out on this unique opportunity to connect with the sea and fellow adventurers. Set sail into the horizon and let the winds guide your journey!

“Join us at Kathleen D Sailing Catamarans for the ultimate sailing experience”

For more information or to make a reservation, contact us at 941-896-6400 . Your adventure awaits!

Embark on an Exclusive Adventure with Our Private Charter Sails

Set sail on a private charter with Kathleen D Sailing Catamarans and tailor your sea journey to your personal tastes and desires. Ideal for groups seeking a more intimate and customized sailing experience, our private charters are perfect for gatherings of friends, family reunions, or special celebrations. With a minimum requirement of just four passengers, you can easily book a sail that’s designed just for you and your group. Navigate the beautiful waters at your own pace, choose your own path, and create unforgettable memories with your closest companions under the open sky. Let us help you turn a day on the water into a personalized adventure that’s as unique as you are.

Private & Public Sails Available from Sarasota & Siesta Key

Proud Partners

VISIT SARASOTA COUNTY (VSC) is the official tourism marketing entity and primary provider of visitor information for Sarasota County

For more information or to make a reservation, contact us at 941-896-6400 .

Join us at Kathleen D Sailing Catamarans for an unforgettable journey along the beautiful Sarasota coast.

Kathleen D Sailing Catamarans

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

email: [email protected]

Call: 941-896-6400

Tropical Sailing

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

• Most popular
• User All ages
• 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.

• 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

AFTERNOON SUN SAIL

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

Adults - $60 / Children under 12 - $30

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

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

View Booking Info and Availability

Arrive early for check in

DAILY SUNSET CRUISES

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

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

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

SPECIAL EVENT CRUISES

Join us for one of our monthly special event cruises

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

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

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

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

Contact Us for Pricing and Availability

Where are you located?

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

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

Contact Info

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

Phone (727) 446-6778

@kailanicat1 on Facebook

@kailanicatamaran on Instagram

Reservation and Charter Policies

© 2024 Kai Lani

• Book a Cruise
• Cruise Schedule
• “Cool Beans” Catamaran
• “Lil’ Beans” Pontoon
• Photos & Video
• Five-Star Reviews
• Directions & Parking

Take a Virtual Journey with Cool Beans

Choose a day-sail, champagne sunset or a private catamaran cruise below to enjoy a sailing adventure aboard our 42 foot sailing catamaran, Cool Beans .

If you’re looking for something different we can explore Keewaydin Island or one of the many other hidden treasures aboard Lil’ Beans , our luxury pontoon.

Day-Sail Cruise

Price includes a delightful escape to the beautiful waters of the Gulf of Mexico. Relax and enjoy your sailing experience on our beautiful catamaran while watching the abundant sea life and native birds of Southwest Florida.

During our day sails, we do stop for approximately 35 minutes at one of the many beautiful beaches of Southwest Florida – Keeywaydin Island, a barrier island in South Naples to swim, explore , and collect shells.

(Please note stopping at the beach is based on weather conditions. If it is too rough/choppy in the Gulf, the Captain may choose not to include a stop at the beach. Also know that to get to shore, you must swim in. We drop anchor in approx. 6 feet of water, approx. 30 yards off shore. Life jackets and floaties provided if needed. You are also welcome to stay on the boat to soak in the sun and scenery during the stop if you do not want to swim.)

• Complementary – soda, water, beer and chardonnay included
• You can also bring aboard additional food/snacks and beverages (no red wine please) on-board. Due to insurance liability, hard liquor is not allowed on our vessels.
• Smoking and Vaping are prohibited.

Gratuity Extra

Please note: 18% Gratuity will be added for parties of 7 or more.

• * Children must be at least two-years old.
• ** 24 hour prior notice cancellation policy for parties of 6 or under
• *** 48 hour prior notice cancellation policy for parties of 7 or more

Champagne Sunset Cruise

See Southwest Florida the way it was meant to be seen . . . by water! Escape from the crowds and set sail to take in our beautiful sunset. Sit back and enjoy a warm breeze in your face, a glass of champagne in your hand and the view of one of the most beautiful sunsets you will ever experience. Sail back to port and marvel at the view of the Gulf of Mexico and Naples/Marco Island beaches with the sunset lighting your way.

• Complementary – soda, water, beer and chardonnay included
• Complementary glass of champagne at sunset

Private Day-Sail or Sunset Cruise

 Would you like to have the boat to yourselves? Booking a “Private Cruise” is the perfect way to celebrate any occasion while enjoying your privacy. Choose from one of our Day Sails or our Champagne Sunset Cruises and leave the rest to us. Price includes items described above for your specific choice of cruise.

• ** 48 hour prior notice cancellation policy

Lil’ Beans Pontoon Island Beach and Sunset Adventures

Enjoy a Private 2 ½ hour Luxury Pontoon Tour for Up to 6 Guests for our Day Excursions or a 2 hour Sunset Excursion. Our Pontoons are perfect for Island hopping, up close Eco/Nature and Shelling on Keeywaydin Island. A “Must Do” while visiting SW Florida! (Sunset Charter arrives back to dock approximately 15 minutes after Sunset)

Keewaydin Island– A Deserted Barrier Island

Keewaydin Island is an 8 mile long unabridged barrier island just to the north of Marco. A fantastic sandy beach stretching the length of the island, with great shelling and opportunities to see plenty of wildlife. It serves as a sanctuary for wildlife and a popular recreational destination, especially at weekends. Keewaydin provides a great opportunity to experience Florida’s natural coast and is a vital nesting ground for Least Terns and Loggerhead Sea Turtles.

Hide-A-Way Beach/Sand Dollar Island – An Unspoiled Gulf Beach

Located just north of Tigertail Beach you’ll find Sand Dollar Island which abounds with wonderful seashells and is absolutely breathtaking and totally natural. Many of Florida’s beach-nesting shorebirds that face conservation challenges can be regularly spotted on Sand Dollar, including the Snowy Plover, Least Tern, Black Skimmer, American Oyster Catcher, and Wilson’s Plover.

• GOOD FOR CHARTERS COMPLETED BY SEPTEMBER 30 th , 2024
• * Price includes soda and water
• ** Children must be at least two-years old
• *** 48 hour prior notice cancellation policy

Groups & Special Occasions

Small intimate sunset weddings.

Make memories to cherish for a lifetime when you exchange wedding vows during your Cool Beans private sunset sail. Whether you have something particular in mind or need ideas, we can provide some wonderful options to assure that your wedding is everything you expect and more.

Romantic Sailing Excursions

Create the perfect moment to ask your significant other for their hand in marriage with a private cruise along the beautiful waters of Southwest Florida. Ask us how we can help to make your interlude aboard the Cool Beans a magical event to treasure for a lifetime.

Private Anniversary Cruise Celebrations

Reaffirm your love for one another alone or among special friends and loved ones aboard the Cool Beans. Your private sailing excursion is sure to be fun, romantic and memorable.

The Ultimate Birthday Private Cruise

Making a magical birthday celebration aboard the Cool Beans is one of our specialties. Whether your event is for a family daytime cruise, adventure among friends or a private sunset intimate sail, we are here to make your birthday cruise an event to remember.

Bachelorette Party

What a great way to celebrate the Bride to Be with her “Last Sail Before the Veil!” Specializing in small groups up to 20, booking a Bachelorette Party with Cool Beans Cruises will truly create a lasting memory..

Share the gift of a Cool Beans Cruise!

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
• Sunset Cruise

$10 Off each person – Promo Code “EchoDirect”

(for Public trips only – sold by the seat)

Catamaran ECHO 2

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

Catamaran ECHO 3

Custom private charters – book here online, regularly scheduled public & private trips starting soon, …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

2 to 19 Passengers

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

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

• Most Popular!

Sunset Catamaran Cruise

2 hours | $45 per person

Quick Details

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

Child (12 & under)

Come enjoy a sunset cruise on the hakuna matata.

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

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

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

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

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

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

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

$3 water conservation fee applied at checkout.

Related Activities

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

Sightseeing Cruise

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

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

Flamingle Happy Hour Cruise

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

BOOK TODAY & SAIL AWAY!

1,181 Google Reviews

Catamaran Sailing Cruises

Dolphin catamaran day sail.

Join us on the area's best dolphin cruise aboard our iconic catamaran. Bring your own drinks and snacks, and listen to expert marine life commentary.

Sunset Catamaran Sail

Immerse yourself in the magic of breathtaking views as we watch the sunset over the Indian River Lagoon.

Private Catamaran Sail

Charter the entire catamaran for your special event! All our sails can be reserved as private events.

Why Sail With Us

• Water & Soda Included | BOYB
• Complimentary Photos Of Your Sail
• Ample Marina Parking
• Family Friendly (coloring book included)
• Plenty of shaded seating or bask in the Florida sun
• Over 1,000 FIVE STAR Reviews
• Interactive…Take the helm, help raise the sail or sit back and relax with a drink in hand.

Join us on a fun on the ULTIMATE FLORIDA EXPERIENCE, and leave your worries behind! Call (321) 328-5558  or …

Fun For All Events

Celebrate any occasion with Cocoa Beach Catamaran, your perfect guide to an exciting day on the Space Coast waters. From birthdays and anniversaries to bachelor and bachelorette parties, corporate events, and life celebrations, we have you covered. Enjoy dolphin and exotic bird sightseeing tours aboard our unique catamaran. Let our crew create an unforgettable experience and make your cruise dreams come true!

Our Top-'Knot'ch Team

Our crew is the heart and soul of our catamaran adventures, bringing together a blend of maritime expertise and genuine passion for the sea. Each member is dedicated to ensuring you have an unforgettable experience, whether it’s spotting dolphins, enjoying a serene sunset, or celebrating a special event. With their friendly demeanor and extensive knowledge of marine life and local waters, our crew is here to make your journey both safe and enjoyable.

The Space Coast’s #1 sailing catamaran is here for you. Experience majestic sunsets, relaxing breezes, dolphins, and much more aboard our 32-passenger catamaran. We offer Intracoastal sailing cruises on the Indian River, where passengers get to see dolphins and special wildlife native to our unique Florida ecosystem. 

Don’t miss out on this ‘fin-tastic’ adventure! Book today and sail away!

General FAQ

We recommend bringing a light jacket or sweater as it can get cooler on the water in the evening. Don’t forget your camera to capture the stunning sunset and any wildlife you might encounter. Sunscreen and sunglasses are also advisable.

Sodas are included but no food. You are welcome to bring your own snacks and beverages, too! We recommend bringing a reusable water bottle to stay hydrated. For private sails we do provide sodas and you can bring beer and wine. 

Yes, we offer private charters for the Sunset Tour Sail. This is a great option for special occasions such as birthdays, anniversaries, family gatherings, and corporate events. You can enjoy the sunset in the privacy of your own group.

Yes, our catamaran is equipped with a clean and comfortable restroom for your convenience.

Our tours operate in most weather conditions, thanks to the protected waters of the Indian River Lagoon. However, in the event of severe weather, we will reschedule your tour for another day or offer a full refund.

Gift Cards are Available!

SHARE THE CRUISE OF A LIFETIME

Contact Info

 290 Marine Harbor Dr, Merritt Island, FL 32953

321-328-5558

Quick Links

Dolphin Cruise

Sunset Cruise

Private Cruise

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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

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!

August 21, 2024

Sights, Sips, and Sunsets on the Water: Cruises, Tours, and Charters

Nature & Outdoors Things to Do

Get ready to enjoy the sights and sounds of the waters surrounding Amelia Island in the back creeks, rivers, and wide open ocean. Whether you’re drifting, cruising, sailing or speeding over waves, there’s something about being out on the water that eases the mind and lowers the blood pressure. Throw in a perfect Florida sunset and, well, you may never want your Amelia Island vacation to end.

Find out here why we’re not only known for having the best beaches in Florida, but our history and nature on the water is pretty cool, too.

CRUISING…

Cruising the open waters around Amelia Island is one of the most popular things for visitors to do and  Amelia Adventures  is ready to get you out there on one of several amazing tours offering views of dolphins, manatees, sea otters, alligators, and wild horses of Cumberland Island National Seashore. Try one of their kayak tours for a completely different thrill.

Watch the sun go down over the Amelia River on a BYOB sunset river cruise with a storytelling captain and live local musicians on board. A highly recommended  Amelia River Cruise  comes complete with spectacular views and loads of fun. Make sure you take lots of selfies. You’ll want to capture every moment.

COME SAIL AWAY… 

An Amelia Island boat tour doesn’t always have to be on a “motor” boat screaming across the water. Sometimes it can be a carefree sail where the wind gently propels you to your destination. Departing from the harbor at the foot of Centre Street, a charter with  Windward Sailing   or Follow That Dream Sailing takes you on a completely customized excursion – and, since their seasoned Captains are also sailing educators who teach certification courses, they may let you try your hand at the wheel if you feel so inspired.

A two-hour sail in the early evening gets you back just in time to see the sunset and arrive at your dinner reservations at one of  downtown’s eclectic dining spots .

FLOAT. FLOAT ON…

Enjoy the water, your way, by renting a boat or jet ski from  Amelia Boat Club & Rentals . Grab your fishing gear and cast a line in the back creeks, cruise past historic Fort Clinch, or hop on a jet ski for a totally different perspective. Rentals are available on an hourly and daily basis.

If you love an adrenaline-pumping good time, head to  Backwater Cat Adventure  and tour the waterways on a mini-catamaran. This interactive 2.5 hour adventure will have you weaving through the marshlands, and taking in the sights of Cumberland Island – all from the water. 

Those looking for a fishing adventure in the open sea can charter a boat from one of the island’s many  charter boat companies  for the opportunity to land red bass, trout, flounder, tarpon, and more.

Let all of your worries disappear over a glass of your favorite beverage, your favorite person, an Amelia Island sunset and the water. See you soon!

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Explore Miami with these Adventures and Tours!

There is more to Miami, Florida than the beach? Check out these attractions and discounts !

Little Havana Cultural Adventure

See Little Havana like a local?  Passengers on this 90 minutes tour will enjoy fresh Cuban coffee and Guava and Coconut pastries before heading with a local historian to a Cigar Factory to learn about the cigar making process.  Next up is the famous Bay of Pigs monument followed by an excursion to the open air,  family run farmers market which opened in 1960 offering the freshest Caribbean produce and more.  The famous Dominoes park and the Tower theater are next before stopping at the oldest speakeasy in Miami for some salsa dancing.   The our ends with a story of a young Cuban art collector and his unique museum. Soak up all the local culture with this special tour, with a special discount from GO.

Thriller or Hurricane Speedboat Ride

James Crockett – aka Don Johnson – would be jealous of the Thriller Miami Speedboat Adventures, a power catamaran that takes cruisers on 45-minute off-shore adventure providing an ultimate sightseeing experience in true “Miami-Vice Style. Capture views of Miami and its spectacular skyline and coastlines cruising past by celebrities’ dollar mansions on Star Island, Fisher Island and Miami Beach.

Wild Florida Airboats  + Animal Encounter

Get back to nature and skim across the water on an airboat! Passengers will be allowed to get up close and personal with friendly critters such as sloths, porcupines and ring-tail lemurs, too. Age restrictions apply.

Want to see it all?  Choose a Sightseeing Day Pass or a Sightseeing Flex Pass for discounts to all the above plus much more, including dining, shopping and other entertainment options.

Be sure to book your airport transportation, too!   Book here!

For airport transportation or around town rides, click here to check rates and availability .

Need a ride?

Since 2007, GO Airport Shuttle (GO) has been providing reliable and affordable airport transportation to customers worldwide. Choose from shared ride or private airport transfers, around town rides, or book a sightseeing tour.

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