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’s no finer way to enjoy the magic of a Key West sunset than aboard a magnificent schooner, featuring a fully stocked open bar. This delightful 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 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
(277 Ratings)
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Emily_g
Aug 26, 2026
The crew of our schooner... - The crew of our schooner was knowledgeable and friendly they made the entire experience more enjoyable. We have been on many different sunset cruises over the years; this one was so peaceful and calm. It made for a beautiful evening! I would highly recommend this experience if you are looking for something a little less rowdy but with more character, it was amazing!
Review provided by Viator
Danielg430
Aug 25, 2026
Sunset in Key West - My wife and I enjoyed the personable 2 hour Sunset Sail. We were very fortunate there were only 12 total on the boat. The day couldn’t have been better with clear skies a calming breeze, and a beautiful sunset. The drinks and tapas were a plus. We met a nice couple from Indiana. Christina and Capt. Joe were a perfect team. Very personable and friendly. So glad we chose this excursion.
Review provided by Tripadvisor
Q340njchristinec
Aug 18, 2026
Favorite part of our trip to Key West! - What a wonderful experience! The crew (Joe, Christina, and Roland) was fantastic - friendly and funny. We are so glad that we chose this beautiful schooner sail with a small group of people for our sunset cruise rather than going on a big party boat with loud music. The group on board was fun and laid-back. (It was a mix of couples, a group of friends, and an adult family celebrating a birthday.) The cost was very reasonable as it included about 2 hours on the water, an open bar, and appetizers. It was our favorite part of our trip to Key West!
Review provided by Tripadvisor
Prdzm
Aug 17, 2026
Beautiful evening - Amazing experience from start to end. We were treated like family by the crew, provided wonderful snacks, and cocktails. Definitely recommend if you want a relaxing sail vs a party boat experience.
Review provided by Tripadvisor
T76neworleans
Aug 13, 2026
Wow beautiful - Overall amazing experience. Lovely sunset great crew
Review provided by Tripadvisor
Caracr9328hc
Aug 12, 2026
Yes! Just Do It! - Such a wonderful trip! We would highly recommend this to anyone. We came for our anniversary and this trip was intimate and special. Capt. Joe and Christina were ROCKSTARS! There were only 12 guests on the boat- no 21 y.o. party vibe, which we very much enjoyed 😉 Beautiful sunset, delicious Hors d'oeuvres, yummy drinks, and romantic vibe. A++
Review provided by Tripadvisor
Kathy_f
Aug 10, 2026
Highly recommend Appledore Schooner - Great experience for our Anniversary! Spectacular views on the Appledore Schooner . Not only are the sunsets gorgeous, you also sail around Sunset Key and see Key West from a different view. FUN Joe & Christina are very experienced sailors with a great sense of humor and making sure everyone had a fantastic time. I loved the small group of 14. The drinks were flowing and our appetizer was shrimp, fish dip with crackers. Not a lot of food but really we were enjoying the Schooner experience! It was windy in some areas and the boat was tilting. My husband gets sea sick but this did NOT faze him one bit. Another fun moment that the other boats can’t do is have a “duel” with another Schooner and “fire the cannon” at each other and also all the people lined up at Mallory Square! Yes, there is a bathroom !
Review provided by Viator
Garybh2399fr
Aug 8, 2026
Peaceful Sunset Cruise - My wife and I loved our sunset cruise on the Appledore Star. The trip does cost a little more than many of the others, but it is well worth it. The group is much smaller than other cruises (limited to 16, I think), and it is so peaceful. There’s no loud music, and once we were clear of the harbor, the motor was shut off and we sailed. The quiet trip allows you to talk to the other guests and crew and just enjoy the sounds of the ocean. The trip lasted about two hours. Our crew was Captain Luana and First Mate Vitali. They were hardworking, friendly, and interesting to talk with. We will definitely plan to sail with Appledore the next time we’re in Key West.
Review provided by Tripadvisor
Susan_m
Aug 14, 2026
Very calming, beautiful,... - Very calming, beautiful, fun. Nice surprise was the appetizers. Delicious. The only thing I was disappointed was it stayed full open bar but they did not have my husband drink - scotch. Not a big deal just be aware your liquor may not be available.
Review provided by Viator
Duanesb3237tb
Aug 21, 2026
Never again - Appetizers were a joke. Good Bloody Mary , captain was short with his answers.
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).