Logo Kathleen D Sailing Catamarans

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.

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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.

Sarasota & Siesta Key

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Public and Private Sails Available from Here!

Longboat Key

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Private Sails, minimum 4 people.

Anna Maria Island

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Customized Sails, The Home of the AMI Adventure!

Dolphin Watch

Discover Dolphins Our Most Popular Catamaran Sail!

An enchanting 2-hour adventure aboard our spacious catamaran. Perfect for families.

Ready for an unforgettable journey?

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True Sail

True Sail Catamaran Experience: More Time, More Memories!

For those who find that a mere two hours on the water just isn’t enough, our True Sail package offers an extended 3-hour sail that combines the thrill of dolphin watching with the tranquility of the sea. Available in both morning and afternoon sessions, this package is perfect for guests who wish to immerse themselves deeper into the serenity of the ocean.

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Pass Adventure

The Ultimate Half-Day Family Fun!

Dive into a half-day of sailing, swimming, and kayaking with our Big Pass Adventure package, designed for family fun and aquatic enthusiasts alike. Enjoy a delicious lunch onboard as you explore the serene waters. Perfect for both morning and afternoon outings, this package includes all necessary water equipment for a hassle-free adventure.

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Sunset Sail

Glide into the Evening with Elegance

Experience the magic of the setting sun aboard our pristine sailing catamaran. Our Sunset Sail departs approximately two hours before sunset, offering a spectacular canvas of vibrant hues and tranquil waters. Perfect for romantic evenings or peaceful reflections, this sail provides an unforgettable ambiance.

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Moonrise Sail

Experience the Magic of Twilight

Once a month, experience a spectacular celestial display as the setting sun and rising moon align over the beautiful Sarasota skyline. Our exclusive Monthly Sunset / Moonrise Sail extends the enchantment with an extra hour on the water, allowing you to fully embrace the twilight transition amid stunning natural vistas. This private sail is a perfect way to celebrate special moments with those you cherish.

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Anna Maria Island Adventure

Your Customizable Escape Awaits!

Embark on a six-hour journey of fun and relaxation with our Anna Maria Island Adventure. Perfect for groups of six or more, this fully customizable trip takes you to the stunning Egmont Key and Shell Key. Enjoy swimming, kayaking, or simply unwinding on the pristine beaches as you create unforgettable memories. The adventure begins now!

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Our Sailing Catamarans

The Maine Cat 30

Maine Cat 30 - Kathleen D Sailing Catamarans

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.

The Maine Cat 30

Kathleen D Sailing Catamarans

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.

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.

The Stiletto 30

The Stiletto 30 – Our Sportier Number! - Kathleen D Sailing Catamarans
The Stiletto 30 – Our Sportier Number!

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

Trip Advisor Award 2023 - Kathleen D Sailing Catamarans
Trip Advisor Award 2024 - Kathleen D Sailing Catamarans

Blog Posts

Sunset Sailing: Where Poetry Meets the Sea

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

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...

Transform Your Corporate Events with Kathleen D Sailing Catamarans

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

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...

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The Adventure Starts Here!

Call or Text Us

Phone: 941-896-6400

Email

Email

Address

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

6 + 14 =

Sarasota & Siesta Key

Longboat Key

Anna Maria Island

Kathleen D Sailing Catamarans

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

email: [email protected]

Call: 941-896-6400