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
Sunset Sailing: Where Poetry Meets the Sea
Sunset Sailing: Where Poetry Meets the Sea There’s nothing quite like a sunset sail—a time when the sea mirrors the colors of the sky, and the horizon transforms into a breathtaking masterpiece. At Kathleen D Sailing Catamarans, our Sunset Sails offer more than a...
Take a Break: Recharging Your Mind and Spirit on the Water
Recharging Your Mind and Spirit on the Water In today’s fast-paced world, taking time to unwind and reset is not just a luxury—it’s essential for our health and well-being. This is especially true after the challenges we’ve faced recently, with storms disrupting...
Celebrating Together on the Water: The Benefits of Sailing with Three Catamarans
Celebrating Together on the Water At Kathleen D Sailing Catamarans, we’re proud to offer not just one, but three catamarans ready to sail. This unique advantage allows us to cater to a variety of events and accommodate larger groups, making every occasion on the water...
Explore the Magic of Big Sarasota Pass: A Premier Sailing Destination
Explore the Magic of Big Sarasota Pass: A Premier Sailing Destination At Kathleen D Sailing Catamarans, one of our most beloved and exhilarating sailing experiences is the Big Pass Adventure, a journey through the stunning and expansive waters of Big Sarasota Pass....
Resilience After the Storm: Sailing into Calm Waters with Kathleen D Sailing Catamarans
Resilience in the Face of Adversity As our community recovers from the impacts of not one, but two devastating hurricanes, we at Kathleen D Sailing Catamarans want to take a moment to acknowledge the strength, perseverance, and unity that have emerged in these...
Clean Waters & Environmental Advocacy: Sailing Greener with Kathleen D Sailing Catamarans
Clean Waters & Environmental Advocacy: Sailing Greener with Kathleen D Sailing Catamarans At Kathleen D Sailing Catamarans, we believe in sailing responsibly, ensuring our marine ecosystems remain pristine for future generations. As stewards of the water, we're...
Celebrate in Style: Host Your Unforgettable Bachelorette Party on One or All Three of Our Beautiful Sailing Catamarans
Celebrate in Style: Host Your Unforgettable Bachelorette Party on One or "All Three" of Our Beautiful Sailing Catamarans! Planning the perfect bachelorette party is all about creating unforgettable memories and giving the bride-to-be a day she’ll cherish forever. At...
Sail into Serenity: Sunset Cruises from Sarasota, Siesta Key, Longboat Key, and Anna Maria Island
Sail into Serenity! There’s something magical about watching the sun dip below the horizon, painting the sky in hues of orange, pink, and purple. At Kathleen D Sailing Catamarans, we offer unforgettable sunset cruises from Sarasota & Siesta Key, Longboat Key, and...
Transform Your Corporate Events with Kathleen D Sailing Catamarans
Transform Your Corporate Events with Kathleen D Sailing Catamarans Tired of the same old conference rooms and mundane board meetings? Break free from the ordinary and elevate your corporate events with an unforgettable sailing experience on Sarasota Bay. Kathleen D...
The Importance of Regular Maintenance for Our Catamarans
Regular Maintenance for Our Catamarans At Kathleen D Sailing Catamarans, we are committed to providing our guests with safe, enjoyable, and unforgettable sailing experiences. A crucial part of this commitment is the regular maintenance of our fleet to ensure that each...
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.
Island Clean-up Adventure Cruise – Miami
Experience an unforgettable adventure at our island destination—usually Flagler or one of the many islands or sandbars in Biscayne Bay—and help restore the natural beauty of these coastal gems!
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
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