Key West Sailing Cruises and Charters

Our experience partners can take you on the adventure of a lifetime. Whether it's experiencing a romantic sunset cocktail sail or a sunrise excursion to the Dry Tortugas National Park, Stock Island Marina Village and our experience partners will deliver.

BOOK A SAILING EXPERIENCE

Our Sailing Charter Experience Partners

TORTUGA SAILING ADVENTURES

Enjoy a private luxury yacht experience, and roam the aqua-colored waters of the lower Florida Keys archipelago as far out to the Dry Tortugas National Park. Guests can indulge in a variety of water sports activities, interact with an array of marine life, or just bask in the glow of a sunset with Tortuga Sailing Adventures.

7005 SHRIMP ROAD, STOCK ISLAND MARINA VILLAGE, KEY WEST, FL 33040 | (305) 896-2477

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SUNSET SAIL KEY WEST

Enjoy a day sail or Key West's most elegant and exclusive sunset sail on this historic classic yacht. Built for General George Patton in 1939, When & If is open to the public for the first time in her history. Help raise sail, take the wheel, or sit back and relax with any adult beverages that you care to bring.

1939 WOOD SCHOONER | UP TO 28 GUESTS

202 WILLIAM STREET, KEY WEST, FLORIDA 33040 | (305) 587-4488

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FUEL PRICES

LEARN ABOUT FUEL DISCOUNTS HERE >

DIESEL / $2.685

OUR ONSITE BOUTIQUE HOTEL, THE PERRY, HAS BEEN NOMINATED FOR THE 2020 CONDE' NAST TRAVELER READERS' CHOICE AWARD!
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