Key West Sailing: 19th Century Schooner Adventure

Sail Key West on a 2-masted schooner, enjoy a full bar, and steer the ship. Experience 19th-century adventure with modern comfort.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Mallory Square - Mallory Square is a well-known waterfront destination in Key West, Florida. It is renowned for its lively sunset celebration, where both locals and tourists gather each evening to enjoy street performances, live music, and food vendors while witnessing the sunset over the Gulf of Mexico. The square is encircled by historic…
What's Included
  • In-person English-speaking guide
  • Full open bar for guests over 21
  • Carbonated beverages
  • Bottled water
What's Not Included
  • Gratuity
Additional Information

Sail through Key West aboard a magnificent 2-masted schooner, reminiscent of 19th-century explorers, while indulging in the modern comforts of a contemporary passenger schooner. The decks are roomy and inviting. Experience the thrill as the crew raises the sails. Join in this timeless tradition by assisting in hoisting the sails. Steer the ship and…

Location
200 William St
William Street
Check-in is located at the far end of William Street, just to the right of the Western Union sign. From Elizabeth Street, keep the water on your left and follow Lazy Way Lane past the shops. The Marker Resort on your right, and the Schooner Wharf Bar on your left. The booth will be on your left.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(30 Ratings)
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Wanderer06199750681
Feb 20, 2025
A lovely sail - It was wonderful to be out on the water on a lovely ship with a friendly crew. Truly relaxing and we learned a bit more about the area too. Recommend!
Review provided by Tripadvisor
Z2562fjmiker
Feb 20, 2025
Day Sail on the Schooner Appledore - I was a great sail on an authentic Schooner. It was not the first time we've been on the Schooner Appledore and it won't be the last.
Review provided by Tripadvisor
X7257wrjasminer
Feb 20, 2025
Great Sailing - Captain Pablo, Josh, and Elliot were amazing on this sailing trip with complimentary bar. We enjoyed getting to hoist the sails, learning a little history, and photo ops by the wheel. Would love to sail with them again!
Review provided by Tripadvisor
Compass01559677275
Feb 19, 2025
Day sail - Fantastic few hours of sailing with friendly, attentive, safe and knowledgeable crew. There was plenty of space on board the schooner with comfortable seating. There was also the opportunity to help out the crew with a hoisting of sails.
Review provided by Tripadvisor
Andre
Feb 19, 2025
Wonderful afternoon on a Windjammer - Captain Josh and his crew were excellent. They were very attentive to the guests and made the entire experience memorable. The Captain walked around and spoke to each guest and made himself available. The crew did the same in the midst of running the boat. They ensured everyone had refreshments throughout the trip. The Captain also took the time to allow a young child to “steer” the boat and have a lifetime memory. All in all a great afternoon in Key West. I would definitely recommend it.
Review provided by Tripadvisor
Sueb3326
Feb 17, 2025
Great day - Had a great afternoon sailing with Cap Pablo and his crew. Personable and informative - even saw a couple of dolphins. Would love to go again on my next visit.
Review provided by Tripadvisor
J9794kzaliciad
Feb 17, 2025
Relaxing Sail - I've never been on a sailboat that large so it was a fun experience. we were able to watch the sales go up and come down. The crew was very attentive and friendly. They made sure we had what we needed and gave us recommendations of other places to eat or see.
Review provided by Tripadvisor
H7096kemargaretm
Feb 14, 2025
Fun - Josh, Luke, and Elliot were the best crew! They kept our drinks full and conversation flowing! We would love to take another sail with them on the Appledore!
Review provided by Tripadvisor
Jean
Feb 14, 2025
Great experience - Crew was amazing. They were friendly, professional and personable, making sure everyone felt safe and comfortable during the entire voyage. They circulated, interacting with all guests, and made the adventure so worthwhile for all. Highly recommend this activity!!
Review provided by Tripadvisor
D3232ktkarenb
Feb 14, 2025
Great day sailing - We had a wonderful time sailing with Captain Josh and the rest of the crew! We will definitely go again! Thanks for an amazing day!
Review provided by Tripadvisor
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up to 12 guests
1 Adult
February 2025
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