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
  • Carbonated beverages
  • Alcoholic 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
(206 Ratings)
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Tallytripper
May 26, 2025
Great way to end our vacation! - We had a wonderful time and would 100% go on the Appledore again. Both captain and first mate were so friendly and funny. The sail was really peaceful and pretty. The amount of people made it a more intimate evening and we had a good time chatting with the folks on either side of us.
Review provided by Tripadvisor
Bill
May 24, 2025
A perfect sailing experience - My wife and I were aboard the Appledore for a sunset tour last week. Nothing about this trip could have been better. We were not interested in a loud, raucous, party boat sunset ride experience. This is the complete opposite, on a beautiful schooner sail boat, with only 20 other people. Perfect. Drinks and Hors d'oeuvres served. The captain and his mate were friendly, courteous, sailing experts, easy to talk to, and most concerned that each guest experience being the best possible. What a night, and what a great memorable experience. In my mind, no other sunset cruise comes close. Thank you to the Appledore.
Review provided by Tripadvisor
445noras
May 19, 2025
Sunset Romantic Sail - A romantic way to spend an evening in Key West gazing at the sunset with your significant other and/or good friends. A picture perfect experience on this Appledore Schooner starting with a great crew aboard - Captain Joe and First Mate Christina - who both went out of their way to make our sunset sail unforgettable. An intimate laid back evening with great food and drinks, fabulous views and beautiful sailing. Highly recommend to all visiting the Keys!!
Review provided by Tripadvisor
Trav115
May 15, 2025
Amazing Experience, Fantastic Sunset! - The Appledore itself is an amazing ship just to look at, let alone sail in. The ship was very clean and comfortable, the crew were very nice, informative and professional. The cost of a ticket includes delicous snacks and an open bar which was nice. The actual view you get of the sunset is second to none, you really need to watch it from the water at least once. Actually getting to sail in an all wooden boat adds to the cool factor of the experience. Highly recommend this!
Review provided by Tripadvisor
Passport39582677805
May 11, 2025
Fantastic!!! - Excellent experience!! Great captain and crew. They were all very friendly and knowledgeable. Beautiful views of the sunset, other schooners, and the Key West coast. The mini appetizers were also delicious!! This is a must do if you go to Key West.
Review provided by Tripadvisor
680490ek
May 11, 2025
Fun & beautiful - Wonderful experience! My wife & I thoroughly enjoyed the peaceful sunset sail aboard Appledore II. Educational, great drinks, & tasty snacks. Fun times.
Review provided by Tripadvisor
Kim
May 8, 2025
Wonderful way to end our Key West trip! - What an amazing sail boat experience!! From the minute we boarded, our trip was nothing but perfection. Cannot say enough about wonderful crew, Sean, Christina, Michael, and Josh. And few more I didn’t get their names. They were professional, very knowledgeable about the Appledore II, and tended to us continually. Drinks were offered as soon as we sat down, and the appetizers were very good. I know there are other sunset cruises, but nothing will compare to the majesty and beauty of the Appledore II.
Review provided by Tripadvisor
B2793ntmatthewm
May 8, 2025
Great job! - This was a great experience for my girlfriend and I. The crew was friendly and made sure everyone was comfortable. The entire experience on the schooner ship was unique and if we ever head toward Maine we hope to have a similar experience there as well. Well done!
Review provided by Tripadvisor
Barbara_w
May 8, 2025
Great way to end your day or begin your evening in wonderful Key West - This schooner provides a relaxing and zen like experience as the sun sets on the ocean. The crew is friendly, funny and very accommodating. There were very tasty snacks on board as well as cold beverages. Lastly, the "mates" (us) had the opportunity to help the crew unfurl the sails.
Review provided by Viator
T3114cjamandas
May 6, 2025
Amazing sunset experience! - What an incredible experience in Key West! The sunset view was top notch! Couldn't have asked for a better experience. The Captain and his crew were very attentive and hospitable to each and every guest. Would highly recommend!
Review provided by Tripadvisor
From $89
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).