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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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!
What‘s Included
Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines
Gratuities
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.
Reviews
1,433 reviews
Total reviews and rating from Viator & Tripadvisor
Must see!!!
Carol,May 6, 2026
- Review from Viator
5.00Captain Joe and his crew were terrific!!! Conversations were great and the crew were so friendly and hospitable. Saw the most beautiful sunset I have ever seen. They are beautiful from the shore but unbelievably gorgeous from the water. This is a MUST tour here in Key West.
Dolphins!
stevenpatrickotts,May 2, 2026
- Review from Tripadvisor
5.00So much fun! Great crew, great sunset! We saw dolphins too
Amazing sunset sailing voyage!
Kristen S,May 2, 2026
- Review from Viator
4.00Beautiful sunset experience. Definitely more fun and intimate with the small group option. Great for a family gathering.
Pleasant sunset sail in paridise
Sheldon641,Apr 27, 2026
- Review from Tripadvisor
4.00We had a really nice time about Danger Charters. The appetizers were more than we wanted and the wines and beers were delicious. The boat wasn't as big as some that we have done this on, and not really set up to have passengers help the crew hoist sails or steer the boat (like some others) but the crew was friendly and fun and we enjoyed our fellow passengers. I would do this again, but being somewhat of a sailing fan, I might give the other boats on the waterfront a try next time.
Perfect trip
Thomas W,Apr 26, 2026
- Review from Tripadvisor
5.00It was absolutely perfect. The crew, the drinks, the view, the ship. Everything
Small Group Sunset Sail with Wine and Hors d'oeuvres
tracysP8407TF,Apr 23, 2026
- Review from Tripadvisor
5.00The Small Group Sunset Sail with Wine and Hors d'oeuvres was a fun experience while we were staying in The Keys! The captain and crew of Danger Charters were professional, personable and knowledgeable about the history of the area. We enjoyed everything about the tour and the weather could not have been more perfect. I would definitely recommend this to any one visiting The Keys!
Generous Wine
Stephen C,Apr 21, 2026
- Review from Viator
4.00Generous wine and food. A bit crowded to be considered small group. Great and active crew. Beautiful sinset
Great way to see the sunset!
cgaare,Apr 20, 2026
- Review from Tripadvisor
5.00Nice small group. Crew was very attentive and wine provided was very good.
Beautiful sunset and Wine tour
Heather H,Apr 20, 2026
- Review from Viator
5.00I highly recommend this trip to everyone! Great guides and so many options to choose from for snacks and wine! Also, NA options and beer selection for those who dont enjoy wine. It was gorgeous and everyone was super friendly!
Fun time!
angellH8213LO,Apr 17, 2026
- Review from Tripadvisor
5.00The appetizers were very good! Crew was fun. Morgan was fantastic! She was bubbly & worked very hard!
From US$135.00
Want a private experience? Upgrade to a private tour
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Operated by Danger Charters