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
(366 Ratings)
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Carolan2251vr
Sep 25, 2026
Amazing trip!! - Absolutely amazing!! Captain Joe and Christina were so great!! Great day!! Great food and the sangria was delicious!! We are already planning our next trip!!
Review provided by Tripadvisor
Lisa_m
Sep 15, 2026
A beautiful night! - This tour was amazing! The boat was beautiful and the crew amazing!! My husband and I took this and very happy we did it made our key west trip so memorable!!!
Review provided by Viator
T76neworleans
Aug 11, 2026
Sunset cruise - The view was amazing . Captain Joe and his crew Vitali and Jordan were super nice and attentive . Boat ride was smooth and beautiful. Highly recommended
Review provided by Tripadvisor
Ralphy719
Aug 4, 2026
Highly Recommended - A great experience. We have often visited Key West but never did a sunset cruise. The crew was excellent. The view and the sunset were something you would never get from standing on the dock at Mallory Square.
Review provided by Tripadvisor
Lauralr9537dh
Jul 14, 2026
Great sail! - Very nice sail. Unfortunately, the sunset wasnt happening due to cloud cover.. The team, Joe and Christina were very engaging. Definitely recommend!
Review provided by Tripadvisor
Cindy
May 31, 2026
Amazing!!! - What an amazing experience. I took a 19 yo, 88 yo, and my husband with me and all of talked all through dinner about what a fun outing it was. Joe and Christina were entertaining and personable, plus cautious! The small group style leads to so much chatter among guests and crew and it was the highlight of our trip so far! Highly recommend!
Review provided by Tripadvisor
Peterman2020
May 18, 2026
Amazing boat, even better crew, MAGICAL experience! - 10/10 absolutely LOVED and recommend this sunset cruise!! I grew up with Navy sailors, so I was ready for a nice evening. I was pleasantly surprised that the Appledore is impeccably well maintained, the crew were all extremely professional, friendly, knowledgeable, fun, and adventurous! And the free drinks and food were a big plus. We were lucky enough to have a gorgeous, clear evening that made for really magical sea and sunset viewing. And seeing plenty of dolphin, sea turtles, and tarpon running were just the icing on the cake. If you're reading this review, you're already thinking seriously about it. Lock it in while you can! You will not be disappointed. FUN FACT - we learned the Appledore summer's up in Maine around Camden, and we just happen to be traveling there in August. So we will very likely go out with this boat again. Can't wait!
Review provided by Tripadvisor
Harrywt1953hr
May 15, 2026
Great Experience - Schooner Appledore was a great experience. I would give it 10 stars if I could. A very nice clean schooner. The captain and the crew went out of their way to accommodate everyone on board. I highly recommend if you are in Key West book your schooner cruise with this company.
Review provided by Tripadvisor
William_s
May 14, 2026
Awesome Sailing Experience. - Had an excellent experience with this booking. We had a great cruise in a really cool ship. The captain and crew were awesome, the drinks were flowing, and the food was perfect for the trip. My friends and I had an awesome experience.
Review provided by Viator
Marianne_r
May 14, 2026
Beautiful sunset - Great crew. Nice and relaxing sail. Great cocktails and appetizers. Saw dolphins beautiful sunset. This is a must due.
Review provided by Viator
From $89
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).