Seawind catamaran crewed day sail Key-West United-States

Embark on a remarkable sailing vacation in Key West, Florida, and the serene waters of Chesapeake Bay, Maryland, with our seasoned crew. With decades of collective sailing experience and a passion for adventure, we ensure an exceptional journey for every guest. Explore the vibrant marine life and stunning landscapes of Key West, where crystal-clear waters meet pristine sandy beaches. Then, sail the tranquil waters of Chesapeake Bay, known for its picturesque harbors and charming coastal towns.

Our expert staff is dedicated to providing a seamless and memorable experience, whether you're an experienced sailor or new to the world of sailing. From navigating the open seas to anchoring in secluded coves, we'll guide you every step of the way. Join us for an unforgettable sailing adventure, where you'll create lasting memories against the backdrop of two of America's most captivating sailing destinations.

Experience the ultimate family vacation in the Florida Keys with our Bareboat & Skippered Charter service. Forget the traditional hotel stay and embark on a unique adventure where you and your party have the freedom to captain your own catamaran and explore the stunning waters of the Keys.

Bareboat & Skippered chartering is a well-known vacation option in the Caribbean, but many are unaware that this exciting experience is available right here in the US. With direct domestic flights and easy road access, reaching the Florida Keys is a breeze. Once you arrive, you'll find yourself immersed in a tropical paradise reminiscent of foreign vacation destinations.

Whether you're an experienced sailor with ASA certifications or a novice looking for a guided adventure, our Bareboat & Skippered Charter service caters to all. If you're confident in your sailing abilities, you can captain the catamaran yourself after a review of your sailing resume and a 90-minute checkout sail. For those who prefer a captain at the helm, we provide a list of local captains for hire who will safely guide you to the best spots in the Keys.

Chartering a boat offers unparalleled freedom and flexibility. Say goodbye to being landlocked in a hotel or rental property and hello to taking your accommodations wherever you go. Each catamaran comes equipped with full kitchens, grills, ample food storage, cabins, and bathrooms, allowing you to enjoy home-cooked meals and comfortable living quarters throughout your journey.

Explore the crystal-clear waters of the Keys with complimentary snorkeling gear for the whole family. Your week-long adventure includes a Key West boat slip at one of the top-rated resorts, providing access to a wide range of amenities, rentals, and excursions. Plus, enjoy free transportation to historic Key West, adding an extra layer of convenience to your unforgettable vacation experience.

Embark on a one-of-a-kind journey with our Bareboat & Skippered Charter service and create lasting memories with your loved ones in the breathtaking beauty of the Florida Keys.

The Seawind 1260 is a versatile catamaran intended for effortless sailing, featuring a self-tacking jib and a power winch for mainsail raising. It has a one-of-a-kind three-way door between the cockpit and the saloon, providing both shelter from the elements and outside enjoyment. It easily navigates shallow seas thanks to twin Yanmar 29hp diesel engines and cutting-edge B&G navigation equipment, including ForwardScan. The catamaran has three cabins (two queens and one double), a convertible queen-sized couch, two bathrooms, and modern amenities such as a 3-burner stove, microwave, oven, outdoor grill, chest freezer, and refrigerator. The overall length is 41', with a beam of 22'3" and a draft of 3'8".