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
1,322 reviews
Total reviews and rating from Viator & Tripadvisor
Great way to end the day
Joel C,,Dec 12, 2025
- Review from Viator
5.00Perfect end of the day watching the sunset and enjoying wine and snacks. Crew was amazing and boat was comfortable.
Key West Sunset Cruise
KATHERINE K,,Dec 11, 2025
- Review from Viator
5.00Great crew, excellent wine, delicious hors d’oeuvres, beautiful sunset ~ perfect evening! Plus, the limited number of guests was definitely preferred.
Great Wind and wine sunset sail on Danger Charters
CaribbeanGolf,,Dec 11, 2025
- Review from Tripadvisor
5.00Wind and wine sunset sailing. Lots of wines and appetizers and other stuff great service and great captain. Great sunset
Perfect Sunset Sail for Our 40th Girls Trip
Caitlin H,,Dec 10, 2025
- Review from Viator
5.00Our sunset sail was perfect from start to finish. We absolutely loved the wine tasting and appetizers — you never know what you’re going to get on these types of excursions, and sometimes you brace yourself for cheap wine and sad snacks… but this was the total opposite. The wines were genuinely great bottles, and the cheese apps were delicious and beautifully done. We also adored our all-women crew. They were fun, warm, and made the whole experience feel extra special — the perfect vibe for a girls trip celebrating our 40ths. Would 100% recommend this sail to anyone looking for something elevated, relaxing, and unforgettable.
A wonderful experience
ebhnm,,Dec 10, 2025
- Review from Tripadvisor
5.00Crew was engaging and delightful. Wine selections and hors d'oeuvres were wonderful and the sky was very cooperative and provided a magnificent sunset!
Sailing into the Sunset!
Happiness25131009008,,Dec 8, 2025
- Review from Tripadvisor
5.00Great crew, beautiful boat, relaxed atmosphere with just about the right number of people. You actually feel you are sailing into the sunset on your own boat. Great wines and hors d'oeuvre. A must do experience in Key West.
Fabulous time sailing in Key West
Carol M,,Nov 28, 2025
- Review from Viator
5.00Just do it! The crew is wonderful. The wine & appetizers were delicious. It was a chilly and windy sail, but the crew had blankets ready and it was picture perfect. And, a couple got MARRIED during the sail!
Wine Wind and a Beautiful Sunset.
John G,,Nov 24, 2025
- Review from Tripadvisor
5.00This sailing schooner was a great way to experience the Key West vibe with Wind and Wine and an amazing sunset. The shop was well-appointed and the crew was knowledgeable and very friendly. Knowledge and sailing and safety but also about wine. The beverages and charcuterie completed the experience. There was a couple on their honeymoon; groups of friends and a couple enjoying the start of their retirement lives together. Everyone had a great time.
Perfect way to enjoy Key West sunset
Valerie W,,Nov 19, 2025
- Review from Viator
5.00Excellent! Top notch crew, wine and food!! Would lightly recommend this sailboat wine tasting cruise.
Top notch!
angelalN9530PH,,Nov 18, 2025
- Review from Tripadvisor
5.00Top notch experience! Captain Brian & team were great! Awesome boat, relaxing vibe, best service. Ample drinks & snacks. So glad we did this, highly recommend.
From US$125.00
Want a private experience? Upgrade to a private tour
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Operated by Danger Charters