Longboat Key

Experience the Thrill of Sailing at Our Longboat Key Location

Famed for its 12 miles of white sand beaches with warm water, tropical breezes, great sunsets and views of marine life Longboat Key is simply beautiful.  This is the perfect place to start your ocean getaway with Kathleen D Sailing Catamarans.

Designed for Your Comfort

Our boats are meticulously designed with your comfort in mind, offering:

  • Sun and Shade Options: Enjoy the perfect balance of sunlight and shade to suit your preference.
  • All-Weather Enclosures: Stay comfortable regardless of the weather with our versatile enclosures.
  • Spacious Table: Perfect for picnics or relaxing during your sail.
  • Clean Bathroom: Ensuring your comfort throughout the journey.

Additional Amenities

  • Always Free Parking: Start your adventure stress-free with our complimentary parking.
  • Complimentary Bottled Water: Stay refreshed as you embark on your sailing journey.
  • Pack a Picnic: Feel free to bring your own picnic to enjoy onboard.
  • BYOB: Bring your own beverages (no hard liquor, please) to make your experience even more enjoyable.

Join us at our Longboat Key location for an unforgettable sailing adventure.  For more information or to make a reservation, contact us at 941-896-6400. Your thrilling sailing experience awaits!

Longboat Key
Captain Thomas and guest Kathleen D Sailing Catamarans

Private Sails from Longboat Key

Dolphin Watch

Discover Dolphins - Our Signature Catamaran Sail!

Join us for an enchanting 2-hour Dolphin Watch adventure aboard our spacious catamaran. Perfect for families, this favorite excursion sets sail both in the morning and afternoon, providing ample opportunities to witness the playful dolphins that grace our stunning Gulf waters. Ready for an unforgettable journey?

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Minimum of 4 tickets for any public charter to sail, please call us at 941-896-6400 to tailor your experience.

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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Minimum of 4 tickets for any public charter to sail, please call us at 941-896-6400 to tailor your experience.

Big Pass Adventure

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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Minimum of 4 tickets for any public charter to sail, please call us at 941-896-6400 to tailor your experience.

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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Minimum of 4 tickets for any public charter to sail, please call us at 941-896-6400 to tailor your experience.

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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Private Sails Only: Please call us at 941-896-6400 to tailor your experience.

Located mid-Key:
Harbour Square Office & Retail Center
4134 Gulf of Mexico Drive
Longboat Key, Fl 34228
(at the docks around back)

    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