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
(315 Ratings)
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Chcktylr
Apr 10, 2026
No loud music, just the wind and the waves - This was a wonderful experience. No music — just the sounds of the sea. It was a small group of passengers. Prompt drink service. Fun crew. Highly recommend.
Review provided by Tripadvisor
Dale_b
Apr 10, 2026
Sunset aboard the Appledore - Great time aboard the Appledore Two. Interesting history of the boat. Crew ( Andy and Molly) were very friendly, chatting, answering questions, serving drinks. Water, some mixed drinks, sodas, beer available and plentiful. Just the right amount of people on board. Appetizers were much better than expected (shrimp cocktail, caprese stick, crostini w/dip and key lime tart). Enjoyed our time. Smooth night to sail, sails were up. Sun set behind some clouds but can’t predict that. No a boozy sunset cruise, just lovely.
Review provided by Viator
Solution
Apr 9, 2026
Wonderful sunset and crew - Wonderful evening watching the sunset aboard the Schooner Crew were amazing Saw a lovely sunset and also dolphins Would highly recommend
Review provided by Tripadvisor
Amy_s
Apr 9, 2026
The Appledore Schooner is... - The Appledore Schooner is a beautiful, historic ship with huge wind sails - a sight to see. Our captain, Joe, was very professional and knowledgeable, and also fun! The crew, Molly and Andy, were very skilled and fascinating to watch. We loved the drinks and snacks. During the cruise, we saw pelicans, dolphins, an incredible rainbow, and a breathtaking sunset. The cruise was extremely relaxing and beautiful - a once in a lifetime experience that we would highly recommend!
Review provided by Viator
Daydream49399259588
Apr 8, 2026
Great sunset sail on a beautiful boat. - Such a great “last night” adventure for a few of our family. Crew was great, boat was amazing, food and drink selection was perfect. Highly recommend this sunset sail.
Review provided by Tripadvisor
Nomad07336126052
Apr 8, 2026
Excellent sail - It was an amazing sail, the boat is amazing, the crew was excellent. Very nice quiet sail. Have a light sweater it did get a bit chilly when the sun goes down
Review provided by Tripadvisor
Meaghan_o
Apr 7, 2026
Relax, learn, let the wind take you to sunset - Great knowledgeable staff. Beautiful boat. We learned quite a bit about the Appledore and it's trip every year from Key West for winter and up to Maine for the summer.
Review provided by Viator
Julievg9084fe
Apr 7, 2026
Best one yet!!! - Amazing sunset tour! Captain was very informative as well as entertaining. Crew all smiles and eager to engage with passengers. This was the best sunset cruise I’ve been on. Will definitely look this ship up again. Outstanding!!! Take this tour you won’t regret it!
Review provided by Tripadvisor
X1959qngregm
Apr 6, 2026
Beautiful sailing experience - Capt Josh and entire crew were outstanding! Best activity we booked while in Key West. Highly recommended!
Review provided by Tripadvisor
Darrellf650
Apr 6, 2026
Great! - The trio was a great team. Forgot the names but great women who gave us a wonderful experience. Very determined, we even were able to experience a cannon malfunction and then experience when the it works!
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).