Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Overview
Available languages
2 hours
Mobile ticket
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate.
With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight.
What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!
Additional Info
Public transportation options are available nearby
Suitable for all physical fitness levels
Minimum drinking age is 21 years
Must be 13 or older for this trip.
What To Expect
Danger Charters
Check-In at our storefront 1/2 hour before departure
Key West
Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors-d'oeuvres are also served, making the evening an unforgettable start to a great Key West night!
Options
Departure
Enjoy a sunset sail like no other with fines wines from around the globe and hors d'oeuvres to compliment them. Great for that special occasion.
What‘s Included
Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
1,455 reviews
Total reviews and rating from Viator & Tripadvisor
Perfect Wind and Wine Voyage!
Shannon L,Jun 19, 2026
- Review from Viator
5.00Simply AMAZING! This was the perfect ending to our trip! Beautiful sunset, fabulous wine selection, and delicious hors d’oeuvres. Capt. Tony and crew were fantastic. My daughter and I could not ask for a better experience. This is a must do!
Great Experience
Kevin N,Jun 16, 2026
- Review from Viator
5.00Great evening sailing trip with captain Tony and the crew. We have been on other sailing trips but this one was great. The crew is very friendly and made sure we had everything we needed for a perfect trip. Had a great time and would highly recommend this charter to anyone. You won’t regret it !! Will return next time in Key West. Thanks for everything.
Wonderful Time
Kmb65,Jun 16, 2026
- Review from Tripadvisor
5.00Danger Tours sunset tour was wonderful! The crew were friendly and informative, the wine and cheese delicious, and the sunset amazing! I definitely recommend them to anyone wanting a sunset sail.
Great time and experience!
Marcel B,Jun 16, 2026
- Review from Tripadvisor
5.00Awesome crew and awesome food on an amazing ship! Thanks for the great experience!
Beautiful Schooner and Sunset
Spyder-Tweety,Jun 16, 2026
- Review from Tripadvisor
5.00We took the sunset, wine and h’orderves and really enjoyed it. The boat is a beautiful Schooner and was a pleasure to ride on. The crew were all very friendly and fun to hang out with. There was plenty of h’orderves and wine to make us all happy. The boat was not over crowded so there was plenty of room to see the sights including turtles and a small shark that was following the boat. And finally as almost always the sunset was spectacular. We enjoyed and hope you all will also.
Incredible experience!
Mary G,Jun 14, 2026
- Review from Viator
5.00Sooo fun! The captain and Dannie were fabulous! They made it so much fun! The boat was wonderful, the weather was perfect, the sunset was incredible, and yes, we saw dolphins! Definitely an excursion you do not want to miss!
Key West sunset sailing cruise fun!
Irene W,Jun 13, 2026
- Review from Tripadvisor
5.00Crew was great attentive and helpful. Wine selection was great as well as options for non alcoholic drinks. Great appetizers passed around with each new wine. Sea was perfect and a great 2 hour cruise at sunset.
Beautiful evening
tnebb,Jun 13, 2026
- Review from Tripadvisor
5.00Great experience! Crew was very friendly.
Wonderful evening on a sailing schooner
Peulin,Jun 12, 2026
- Review from Tripadvisor
5.00We had a wonderful evening on the schooner Sarah. It was really comfy, and I loved being under sail for almost the whole trip. You can hear the boat cutting through the water and the wind buffeting the sails and rigging. The crew was friendly and professional. The wines were delicious and plentiful as were the snacks. They had beer on board as well, but I stuck with wine. One thing, we didn’t think of in advance is that it probably isn’t the best idea to wear light colored clothes for a wine tasting in a boat. Fortunately, they had a big bottle of Shout on board for the inevitable spills. The other passengers were mostly couples, and we enjoyed talking with them. The sunset was pretty and peaceful. I would definitely do this one again if I was in KW in the evening
Great crew, beautiful ship, intimate atmosphere.
jjmckinney59,Jun 7, 2026
- Review from Tripadvisor
5.00Captain Tony and his crew were friendly and very helpful on this sunset wine tasting tour. Great ship, expertly handled, and lots of great snacks. I would highly recommend!
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Operated by Danger Charters