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Sailboat with large sails gliding on calm water at sunset.

When & If

 Sunset Sail Key West is proud to be home to the schooner yacht When and If. This octogenarian  beauty is open to the public as part of a fund-raising program to preserve her flag and fulfill her  destiny to sail around the world. 

Come sail with Sunset Sail Key West and sail into the sunset, enjoying the unspoiled view and blue water sailing  to be had off the Keys' Atlantic coast.

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Malabar X

  A true classic, this 1930 wooden schooner yacht was built to win the  Newport Bermuda races of her time - which she did, smashing records in  1930 and 1932. With her spacious cockpit and convenient low deck  housing, Malabar X is perfect for a classic schooner sail in the Keys. 

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High Tide

 With a large, comfortable cockpit, High Tide is perfect for group fun in  the sun–family snorkeling trips to the National Wildlife Preserve,  bachelorette parties, lilypad lounging, and visits to the mangrove  island bird sanctuary. 

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