Windjammer classic day sail

Availability: Daily
Duration: 2 hours
Printed ticket only
Do this because
  • Experience sailing on a majestic 2-masted schooner
  • See local Key West landmarks from the schooner
  • Take part in hoisting the sails and a turn at the wheel
  • Sip on home-made sangria, boutique wine, premium beer, full cocktail bar, soft drinks and filtered water
What to expect

Experience sailing on a 2-masted schooner, while enjoying the state-of-the-art accommodations of a modern passenger windjammer. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Sails flying in the wind, you leave behind the Historic Seaport and head out to the Atlantic. Soon there is wind in your hair and the warm, tropical salt air kisses your face. Take in the view as the schooner navigates her way past Key West’s Harbor, Mallory Square, the Navy Mole, Sunset Key and historic Fort Zachary Taylor. Sip on homemade sangria, boutique wine, frosty cold premium beers, full cocktail bar, soft drinks and water all complimentary while smooth sailing.

Keep your eyes peeled for the marine life you can spot. You could catch a glimpse of dolphins or turtles! Perhaps an osprey will swoop down to the water to catch its lunch or a pelican will make a splash landing near the vessel With the historic seaport drawing closer, your schooner sail cruise is nearing its end.

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What's included
  • Sail past local Key West landmarks
  • Take part in hoisting the sails and a turn at the wheel
  • Home-made sangria, boutique wine, premium beer, full cocktail bar, soft drinks and filtered water
Reduced price
  • Children (ages 4-11)
  • Infants (ages 3 and under)

205 Elizabeth Street, Key West, FL 33040, USA

Meeting point:

The check-in office (yellow building) is at 205 Elizabeth Street, Unit I, which is Lazy Way Lane between William Street and Elizabeth Street on the Harbor Walk. Sebago Watersports is between The Schooner Wharf Bar and the Conch Republic Seafood Company.

What to remember
  • Wide decks with room to walk around and generous seating
  • Only 49 passengers for an intimate sail
  • A spacious head (bathroom)
  • Grab your hat, sunglasses, and camera
  • Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age
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  • Daily: 11.00am, 1.30pm
  • Boarding starts 30 minutes before
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Booking fee
Good news! No extra fees are applied to this booking.
Cancellation policy
Receive a 100 % refund if you cancel up to 6 hours before the activity begins.

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