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Key West Windjammer Day Sail

Sail Key West's waters on a Windjammer Day Sail, spotting dolphins and enjoying complimentary drinks.

Key West
2 hrs
4.56Rating:
1 provider liveLast updated: April 26, 2026

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Key West.

Provider Scores

GYG logo
5.00
6 reviews

Important Information

  • Bring a valid government-issued ID for alcohol
  • Passport or ID card required
  • Wear sunglasses and a sun hat
  • Apply sunscreen

Embark on a captivating Key West Windjammer Day Sail, where the sails catch the breeze and you glide away from the Historic Seaport into the Atlantic. With the wind in your hair and the tropical salt air on your face, enjoy the scenic journey past Key West's Harbor, Mallory Square, and historic Fort Zachary Taylor. Delight in complimentary homemade sangria, boutique wines, and premium beers, or indulge in a signature cocktail like a Bloody Mary or Dark & Stormy. Keep an eye out for playful dolphins, serene turtles, and majestic ospreys as you savor the sunlit views. This unforgettable sailing experience invites you to relax, explore, and toast to the beauty of Key West. Book your adventure today and create lasting memories on the open sea.

Pros

  • Sail past Key West's iconic landmarks
  • Spot dolphins and turtles in the wild
  • Relax on spacious, comfortable decks
  • Enjoy complimentary drinks on board
  • Capture stunning ocean views
  • Toast with a signature cocktail

Includes

  • Homemade sangria, wine, beer, liquor, soft drinks, and filtered water

Excludes

  • Gratuity
$49.95
4.56Rating:

Tour Highlights

  • Sail past Key West's iconic landmarks
  • Spot dolphins and turtles in the wild
  • Relax on spacious, comfortable decks
Book on GYG

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