Key West Sunset: Majestic Schooner Cruise

Sail into a Key West sunset on a classic schooner with a full open bar. Enjoy cocktails, stunning views, and unforgettable moments.

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
  • In-person Guide: English
  • Carbonated beverages
  • Bottled water
  • Alcoholic beverages
What's Not Included
  • Gratuity
Additional Information

There is no finer way to enjoy the magic of a Key West sunset than on a magnificent schooner, featuring a fully stocked open bar. This captivating voyage combines the classic charm of traditional sailing with the vibrant energy of Key West, ensuring a memorable experience for everyone.
As the schooner sails deeper into the sunset, the open bar becomes a…

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
4.9
(224 Ratings)
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Pioneer573403
Mar 9, 2026
A must do in Key West - Trip was fun. Crew was knowledgeable attentive and friendly.
Review provided by Tripadvisor
159garyp
Mar 2, 2026
A Great Night out in the Appledore II - We had an awesome experience on our Sunset Sail with Captain Kelly and the crew! The crew was very professional and fun! Sailors first, bartenders second! The schooner was full on sail along the coast with endless views including the beautiful sunset. The drinks were great and the food served reminded us of appetizers served at our son’s wedding….THAT GOOD! Tops scores for a great evening off the Key West shores!
Review provided by Tripadvisor
Amy_k
Feb 26, 2026
Great sailing experience - Expert Captain and First Mate; great service at a leisurely pace. Will go on this schooner sail experience again!
Review provided by Viator
Ralph_b
Feb 26, 2026
Key West Sunset Sail - We booked this because we heard good things about it! It was fantastic! Captain Marris & first mate Christina did a great job with everything, including drinks, hors d’oeuvres and a “battle” with the Jolly Rover! The sunset was great and it was an overall hit!
Review provided by Viator
Harry
Feb 26, 2026
Best Highlight of our Key West Trip - Great crew!! First Mate Cristina and Captain Mason? engaged with every guest. Provided fun commentary, expert shipmanship and attentive service to beverages and appetizers. Definitely a highlight during our week in Key West. We will do it again when we next visit.
Review provided by Tripadvisor
Michele
Feb 20, 2026
Best sunset cruise! - Captain Joe and Kristin were the best guides. This was such a fun sunset cruise and the drinks were great. I would highly recommend this tour!
Review provided by Tripadvisor
Waynes550
Feb 17, 2026
Smooth sailing - A great sailing opportunity in the Keys! Smooth sailing, great food and drinks! If you are looking for a quiet and peaceful sunset cruise, this is the one!
Review provided by Tripadvisor
Amywm1217hg
Feb 16, 2026
A beautiful Sunset - It was a beautiful day and a wonderful experience. The family included one with a walker, but the larger boat with more open decks made her trip possible. One family member slipped on the dock before getting on the boat and lost her phone in the water, but the crew found her driver's license when cleaning the boat after the sailing and notified us immediately. The captain caught her before SHE went into the drink. We have been on the Eco-tour and the Sunset Sail and recommend both highly.
Review provided by Tripadvisor
Coastal16015941417
Feb 15, 2026
The best - Simply the most enjoyable trip we could have imagined. So enjoyable!!!
Review provided by Tripadvisor
Trieileen
Feb 12, 2026
Captain Joe and First Mate Vitaly took care of everything. The best sunset cruise we have done. And we have done several - Great drinks, better food than the other cruises and our crew was great. We would cruise with you again. Thanks for a great night
Review provided by Tripadvisor
From $109
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).