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
(10 Ratings)
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1 star
O5298hxch
Dec 14, 2024
Great crew! - We just had a terrific day sail out of Key West with Captain Josh and his crew, including Luke and 2 other guys. The scenery was lovely and Josh & crew were attentive, cheerful, enthusiastic and fun. A great group and a great experience!!! They seem very proud of the Appledore and happy to work together- good vibes! ❤️⛵️
Review provided by Tripadvisor
Phltoeyw
Dec 12, 2024
Old Key West sunset cruise. - Great experience. Great crew. I live in Key West but often choose this sunset cruise because of its authenticity. It’s an actual sailing vessel which gives much more of an “Old Key West” feel. Loved it.
Review provided by Tripadvisor
Bjandjr71
Dec 10, 2024
Great afternoon on the water - What an amazing afternoon! The weather was perfect; seas were calm. The crew, which was comprised of Captain Josh, Andy and Michael, were all very personable. They engaged with each of us and served very good beverages. We learned some history of the schooner as well as some of what is involved in keeping it ready for sailing.
Review provided by Tripadvisor
Zumbachick1
Dec 2, 2024
Nice afternoon sail - We enjoyed sailing with the crew on Thanksgiving. The crew was friendly & knowledgeable. We had great conversations with the other passengers. It was a nice relaxing sail. The only negative I could add is that I prefer to drink margaritas & there was an up charge for it. They did have beer & wine available.
Review provided by Tripadvisor
Riciat_13
Nov 29, 2024
Family fun in the sun! - Awesome time with Captain Joshua, Michael and Elliott!! We had the best time ever and it was the perfect day to sail. The lady who helped up book the trip was also great. What a great crew and beautiful sailboat …we had a blast.
Review provided by Tripadvisor
Tomsparty
Nov 17, 2024
Great Time Must Do! - What a great time. Captain Pablo and the crew were awesome, friendly, and extremely attentive. Very safety conscious as well.
Review provided by Tripadvisor
Select Date and Tickets
up to 12 guests
1 Adult
December 2024
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