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
1,414 reviews
Total reviews and rating from Viator & Tripadvisor
Wonderful experience.
W424RNkathyw,Apr 5, 2026
- Review from Tripadvisor
5.00This experience far exceeded our expectations! We sailed around for close to two hours and saw a spectacular sunset. There were several wines to try and the hors d’oeuvres were fresh and tasty. I highly recommend this experience in Key West!
Sunset sail
Odyssey604842,Apr 4, 2026
- Review from Tripadvisor
5.00Excellent experience. The wine was top notch and the crew was courteous, knowledgeable, and entertaining.
2nd Time was as good as the First
P7907LTrickh,Apr 3, 2026
- Review from Tripadvisor
5.00This was our second sunset cruise with Danger Charters, obviously we enjoyed the first one. The Captain and crew were all outstanding. The selection of wines was excellent along with other beverage choices, both with and without alcohol for every taste. A good time was had by all. Highly recommend.
Go For It!
Charity M,Mar 30, 2026
- Review from Viator
5.00This was a beautiful sunset cruise! The food was fresh and the wine tasting was perfectly chosen. We learned some things we didn’t know about wine also. This would be one we would do again! The crew we fun, accommodating and attentive. Go for it!
Highly Recommend
T9515KGsarah,Mar 28, 2026
- Review from Tripadvisor
5.00Comfortable and beautiful evening on the water. Our crew was fun and knowledgeable. Wine selections were nice and generous and the hors doeuvres were tasty.
A classy and welcoming cruise option
B5362TAaimeem,Mar 27, 2026
- Review from Tripadvisor
5.00A fantastic experience! The crew was friendly and professional, the drinks & snacks were abundant, and the small size of the tour made for an intimate and relaxed evening. A great way to experience the beauty of Key West and its waters. There are tons of sunset cruises and I'm glad I chose this one!
A great experience!
G4481JOdebbies,Mar 27, 2026
- Review from Tripadvisor
5.00Great captain and crew. Captain Matt, Connor Trevor and Mo. All were friendly, experienced and kept the food and wine flowing. Boat is beautiful and clean. AND, we were lucky to experience a beautiful sunset. I would do this trip again.
Best sunset cruise, great food, wine and small group
Sara C,Mar 26, 2026
- Review from Tripadvisor
5.00Excellent experience, from food, drink, comforts and beauty of a perfect Key West sunset. Couldn’t imagine a better time.
Put on your to do list!
D P,Mar 26, 2026
- Review from Viator
5.00Wonderful time, their staff were friendly and very knowledgeable about local history which i wasnt expecting.
The staff, the wine...
Steve S,Mar 26, 2026
- Review from Viator
5.00The staff, the wine choices and food choices were all on point. The pick up and drop off went very well. Highly recommend the whole experience.
From US$135.00
Want a private experience? Upgrade to a private tour
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Operated by Danger Charters