Schooner Sunset Sail: Key West's Historic Voyage

Sail into history on the Schooner Appledore in Key West. Experience adventure, luxury, and tradition on this unforgettable sunset voyage.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Key West Historic Seaport - The Key West Historic Seaport is a scenic area situated along the waterfront in Key West, Florida. It functions as both an active marina and a lively destination for tourists. The seaport boasts charming historic buildings, vibrant shops, eateries, and bars, all set against the stunning backdrop of the Gulf of Mexico’s…
What's Included
  • Sunset sail aboard a classic wooden Schooner that has circumnavigated the globe
  • Premium beer, boutique wine, champagne and cocktails for guests >21 years of age
  • Carbonated beverages
  • Snacks
What's Not Included
  • Gratuity
Additional Information

Embark on a sailing adventure in Key West aboard a magnificent 2-masted schooner, reminiscent of 19th-century explorers, while relishing the modern comforts of a contemporary passenger schooner. The decks are both spacious and inviting. With a passenger limit of just 36, there is ample space to move around and enjoy a personal evening experience….

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
(79 Ratings)
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Diane
Feb 22, 2025
Key West Sunset Cruise - The crew was friendly and very attentive to all the passengers. The early evening cruise was lovely! I highly recommend this experience!
Review provided by Tripadvisor
Companion228865
Feb 21, 2025
Perfect way to end the day! - The two masted schooner was amazing! You are actually sailing unlike the catamarans. One catamaran called it a sunset sail and didn’t even have a sail. 😁🤣The crew was friendly and knowledgeable, the drinks were ice cold and the food was really good! We also had a perfect night for sailing and an amazing sunset. We will do this again in Maine this summer.
Review provided by Tripadvisor
A4317zdmirandaa
Feb 20, 2025
Sunset sail - The guys were great! I even got to pull the lines! My first time sailing and we were blessed with the best crew! I highly recommend the sunset sail! I would do it again!
Review provided by Tripadvisor
Nomad222090
Feb 20, 2025
A wonderful feast for all the senses! - This was a wonderful experience and I recommend it highly to anyone interested in being on the water in a tall sailing ship. The crew of three are not only top notch sailors, but a wealth of information about sailing, they are friendly and attentive and the hors d'oeuvres were delicious and fresh. It was a beautiful experience.
Review provided by Tripadvisor
T9299fscarlc
Feb 20, 2025
The Best Schooner Sail - There are many Sunset sails out of Miami but in my opinion this is the best. Pablo is a great skipper with experienced and knowledgeable crew, the drinks not cheap booze and top quality snacks. So nice not to be disappointed for a change! The Schooner is the real thing and over 100 years old. All in all a great experience at a fair price. Highly recommended. many thanks Carl and Karen
Review provided by Tripadvisor
W3673pbcherylf
Feb 19, 2025
Awesome crew! - Fantastic sunset cruise on an older schooner. The crew was great and very informative. Had a fabulous sunset! Snacks were very good and drinks were available. Would definitely do it again!!! We went 2 /18/25. Can’t remember the crews names but they were awesome! My husband got to help raise the sail which was very fun for him.
Review provided by Tripadvisor
Evaluna2010
Feb 19, 2025
Cruising and Sunset on the waters of the Golf of MEXICO on a very nice Schooner - Easy booking and check in ! The crew is super nice and very attentive to your needs. Lou , Pablo and the captain were a great crew. Good ambiance on board, everybody was super relaxed and we had a great sail sunset experience. Drinks and food very decent on board
Review provided by Tripadvisor
M7895kytonim
Feb 19, 2025
The sail was wonderful! The crew was awesome! The view of the sunset omg! It’s a perfect evening. Would do it again!!! - The sail was wonderful! The crew awesome. The sunset was amazing. I would do this sail again if I visit key west again! I will also tell anyone that goes to Key West that this is a must!
Review provided by Tripadvisor
Kellygz325kq
Feb 18, 2025
Great sail! - Such a great sail with Pablo, Sean, and Luke! Appreciate the history we learned, the drinks, snacks, and fun! We’ll be back!
Review provided by Tripadvisor
344erict
Feb 22, 2025
Sweet sail! - Very nice crew. Both Luke and Eliot made for an enjoyable journey. Light snacks and a nice selection of drinks made for a perfect evening.
Review provided by Tripadvisor
Select Date and Tickets
up to 12 guests
1 Adult
March 2025
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