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
1,356 reviews
Total reviews and rating from Viator & Tripadvisor
Amazing Experience
jamesdW166XW,,Jan 21, 2026
- Review from Tripadvisor
5.00Amazing experience. It was too cloudy to see the sun set, but unforgettable views of sea & sun above the clouds. Wine and hors d'oeuvres were very good. Crew was friendly and professional.
Great trip
jennifersQ1998SB,,Jan 20, 2026
- Review from Tripadvisor
5.00Great trip! Lexi , Captain Mary and cooper did a great job and we had a blast. Would highly recommend it ! Sunset views were incredible
Great crew and good wine!
cece150,,Jan 20, 2026
- Review from Viator
5.00I highly recommend this sunset sail. The wine and apps were delicious and the crew was great. It was such a nice touch to have a wine tasting while enjoying the beautiful sunset. I was really impressed with the selection of wines. I would highly recommend this sail for anyone visiting the area.
Quality sail on schooner...
Erik N,,Jan 19, 2026
- Review from Viator
5.00Quality sail on schooner with wine tasting and small plates. Paired well with fun staff. 5 stars all the way.
Great!
Safari793276,,Jan 19, 2026
- Review from Tripadvisor
5.00This was a very well done sunset sail. Captain and crew were great. There were a variety of wines to sample and tasty h’ordeurves, as well. The sunset was beautiful. Fun to be out on the water.
Great time!
Andrea M,,Jan 17, 2026
- Review from Viator
5.00Small group, really personal and quiet! It was perfect for a sunset cruise! Good amount of wine and beer and little charcuterie skewers to round out a great time, for sure.
Sunset Sail
P3104EQpamelaw,,Jan 16, 2026
- Review from Tripadvisor
5.00Wonderful staff and crew! Enjoyed our experience and would book again with this company 😀
Winter Birthday fun in the sun
Adventure398475,,Jan 15, 2026
- Review from Tripadvisor
5.00Excellent evening outing with Danger Charters. Good reviews and limited people on each boat is what drew me to this company. Pairing wine tasting, snacks, and time on the water during my favorite time of day is a winning combo. The crew was personable and fun! Our group of 4 20 somethings and 3 50 year olds all found the evening a great time! Our sunset was nice but not breathtaking but regardless the evening out with Danger Charters was one of the top rated things we did during our 5 day stay in Key West.
Jeri’s Bday adventure
Jeri C,,Jan 14, 2026
- Review from Viator
5.00Wonderful experience even though there was not much wind the sails were up and the atmosphere and view were phenomenal. Great crew wine was flowing. Food was flowing was a wonderful experience that I would highly recommend.
Very enjoyable evening on the water.
Kelly T,,Jan 13, 2026
- Review from Viator
5.00Wonderful evening. Crew was great, music was just right, wine and accompanying food/snacks were tasty and plentiful.
From US$125.00
Want a private experience? Upgrade to a private tour
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Operated by Danger Charters