Sunset Sail Aboard the Historic When and If

Key West, FL
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Set sail on Key West’s most elegant historic schooner, the When and If. Built in 1939 for General George Patton’s dream of sailing around the world “When and If” he was able, is available to the public for the first time in the yacht's lifetime. Sit back and experience the beautiful Key West sunset in style as the wooden schooner glides through the water driven by wind power alone. Meet the crew as they serve up a beautiful array of gourmet cheeses and share their stories of old Key West and the sea.

Duration 2 Hrs.
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Activity Highlights
  • Relaxing sunset cruise aboard the classic 1939 When and If schooner
  • Explore Key West's historic sights and scope regional wildlife
  • Have a go at the helm sailing this beautiful yacht on the open water
  • Complimentary ice, bottled water, and soft drinks, La Croix, and gourmet cheese platter
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Sunset Sail Aboard the Historic When and If

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Verified Traveler Reviews

Great Sunset Sail
Great Sailing experience. The crew was friendly and engaging and provided a full sail ship experience. All of the guests were friendly and made the whole experience even that much better! Will definitely do it again!
Jerome W.
about 2 years ago
Fantastic trip
Crew was excellent - seas were high!
William H.
about 2 years ago
Sunset sail
Loved getting a taste of real sailing on this amazing schooner. Captain and crew were skilled and attentive. A perfect way to enjoy the wind and sunset while in Key West. Would love to take a long trip on the When and If!
Stacey J.
about 3 years ago
Beautiful Key West Sunset
Loved the boat and the crew. Great experience.
Amy M.
about 3 years ago
From  $117
20 Ratings
From  $117

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