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.
Sarasota & Siesta Key
Click Here for more InformationPublic and Private Sails Available from Here!
Longboat Key
Click Here for more InformationPrivate Sails, minimum 4 people.
Anna Maria Island
Click Here for more InformationCustomized 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?
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.
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.
Sunset Sail
Glide into the Evening with EleganceExperience 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.
Moonrise Sail
Experience the Magic of TwilightOnce 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.
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!
Our Sailing Catamarans
The Maine Cat 30
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
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
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!
Reviews
Awards & Accreditations
Blog Posts
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...
Sailing Sarasota Bay: The Benefits of Northeast and Southwest Winds on a Catamaran
The Benefits of Northeast and Southwest Winds on a Catamaran Sailing Sarasota Bay in a catamaran is a remarkable experience, especially when you take advantage of the region's favorable wind directions. The geographic layout of Sarasota Bay makes it particularly...
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...
The Adventure Starts Here!
Call or Text Us
Phone: 941-896-6400
email: [email protected]
email: [email protected]
Address
Sarasota, FL 34236