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
5.0
(170 Ratings)
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Jasoncn7466cd
Jul 17, 2025
Highly recommended!!! - Absolutely incredible. Captain Sandy and Christina were amazing. Highly recommend to anyone looking for a relaxed but luxurious feeling alternative to a party boat! Would book this again without hesitation!
Review provided by Tripadvisor
Pioneer32936433687
Jul 17, 2025
Relaxing and enjoyable sunset sailing. - Very friendly and personable crew. Very relaxing and enjoyable way to end an evening. We were celebrating our 20th wedding anniversary.
Review provided by Tripadvisor
Passenger36707373206
Jul 16, 2025
Nice Sunset Cruise! - Very laid back and relaxing. Not a party boat. Exceptional crew. Friendly and informative, they engaged with all the guests throughout the cruise. Made sure everyone had enough to eat and drink.
Review provided by Tripadvisor
C4905iyangelal
Jul 16, 2025
Perfect Birthday Sunset - Such a perfect trip!! Joe, Sandy, and Collin were great. They were friendly, knowledgeable, and took great care of everyone on board. Drinks and snacks were nice. Loved it, such an intimate setting, with small number of people on the boat. My husband and I enjoyed celebrating his birthday watching the sunset!
Review provided by Tripadvisor
106pattyo
Jul 15, 2025
Beautiful, Peaceful and Serene - Perfect KW sunset cruise experience. Love the small intimate setting. It was so quiet and serene with amazing views and sunset. The captain and crew did a fabulous job of chatting with guests only when appropriate. Cocktails were classy and fresh. If you are looking for a loud obnoxious party boat THIS ONE IS NOT for you. We celebrated our 37 year anniversary. Serene, peaceful, and beautiful.
Review provided by Tripadvisor
Corip325
Jul 14, 2025
WONDERFUL EXPERIENCE! - This was the highlight of my weekend (7/12/25)! Captain Joe and crew were the absolute best and made it so memorable! The food and drinks were outstanding. The quiet vibes while we all watched the sunset together was nothing short of magical. Please take this trip with them! Relaxing, intimate, and I will do it again.
Review provided by Tripadvisor
Minhl967
Jul 14, 2025
Amazing! - Joe and Collin were amazing! Great food, drinks and service. They both work extremely hard to show their guests a good time. Highly recommended.
Review provided by Tripadvisor
Debbc9818ar
Jul 14, 2025
Fabulous - So much fun! One of my favorites in KW. Food, service, and entertainment we a blast. Loved it. No loud music was a highlight.
Review provided by Tripadvisor
590pauletteg
Jul 12, 2025
Take this cruise! - This was absolutely worth the price of admission! It’s a fantastic cruise on a working schooner, and yes the hoist the sails! Our cruise was cut a little short due to a medical emergency one of the passengers was having, and the crew could not have handled it better! We did get some excellent pictures and had a great time!
Review provided by Tripadvisor
Justinpdavia
Jul 6, 2025
Amazing sunset cruise! - We had an absolutely incredible time on the Appledore Sunset Sail out of Key West! My wife, daughter, and son-in-law joined me for this unforgettable two-hour cruise, and every moment was perfect. Captain Sandy and crew member Christine were outstanding—friendly, professional, and made the entire experience feel special. From the moment we stepped aboard, we were treated like VIPs. The Appledore is a beautiful ship—well maintained and classic, with plenty of space to enjoy the sea breeze and soak in the sunset views. The ride was smooth and relaxing, with just the right amount of wind and wave to make it feel like a real sailing adventure. The drinks were generous, the food was tasty, and the overall vibe was just perfect. We had stunning views of the sunset over the Gulf of Mexico, and the atmosphere on board made it feel like a slice of paradise. It was peaceful, fun, and truly magical. Highly recommend this experience to anyone visiting Key West. Whether you’re with family, on a romantic getaway, or just want to enjoy the best sunset on the island—this is the cruise to book. Five stars all the way!
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).