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‘s Included
Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines
Gratuities
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.
Reviews
1,314 reviews
Total reviews and rating from Viator & Tripadvisor
a very nice evening...
Ewald H,
Nov 10, 2025
- Review from Viator
5.00a very nice evening cruise. two hours is just right for the cruise appetizers and wine and then we walked to dinner
Fantastic experience
Matthew S,
Nov 6, 2025
- Review from Viator
5.00Great time, delicious selection of wine, music, and great sailing. Would definitely recommend to other couples or anyone for a nice evening.
Great sunset Cruise with...
Roberta S,
Nov 5, 2025
- Review from Viator
5.00Great sunset Cruise with great wines and appetizers. The Captain and staff were awesome. Also saw a great sunset!
What you need to end your day right!
C3771PRannemarieb,
Nov 4, 2025
- Review from Tripadvisor
5.00We had a great sunset sail with good wine, good food, and good company! The staff on board was lovely and the sunset was exceptional. We would go back in a heartbeat!
A memorable experience
PFW220,
Nov 1, 2025
- Review from Tripadvisor
5.00What is not to love about this?? Very cool sailboat, super friendly crew, great appetizers/wine tasting, and a Key West sunset—And meeting interesting people. This was probably my favorite part about this visit to Key West.
Key West Halloween 2025
John R,
Nov 1, 2025
- Review from Viator
5.00Very nice excursion. The crew was excellent and very friendly and accommodating. Nice selection of wines and hors d’oeuvres. Worth the experience when in Key West.
Beautiful Key West Sailing Experience
Mark M,
Nov 1, 2025
- Review from Viator
5.00Excellent staff provided a very relaxing experience. Well worth it and would recommend this sunset ride. The wine was a nice addition to.
Danger Charters Sunset Sail ⛵️
Robyn F,
Oct 30, 2025
- Review from Viator
5.00The Sunset Sail is always the highlight of our trips to Key West. The scenery is stunning, the wine keeps flowing, and the lite bites are varied & delicious. The all girl crew was terrific, knowledgeable & very friendly! Kudos to Mary, Katie & Brooke!!
Unique way to see the sunset
timuntired,
Oct 30, 2025
- Review from Tripadvisor
5.00Our favorite Key West activity! Great to actually go out in a real sailboat, the crew is friendly and very hospitable. Wines are plentiful and excellent. Our captain Janet was a skilled skipper. Can’t wait to do this again!
Great! Just beautiful! ...
Maureen S,
Oct 25, 2025
- Review from Viator
5.00Great! Just beautiful! We really enjoyed this. The crew was so nice and professional. The captain did a great job!
From $115.00
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Operated by Danger Charters