About this experience
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!
At a glance
- Duration: 2 hr
Plan your experience
Set aside 2 hr for the experience itself, with additional time to reach your meeting or pickup point.
Before you go
- Suitable for all physical fitness levels
Local guides to help you plan
Sunset Sail vs Sunset Party Boat in Key West
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Key West Schooner Sunset Sail: What to Expect
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Best Sunset Spots in Key West
Learn where to catch the best sunset spots in Key West, from lively waterfront crowds to quiet shores, and discover which view changes everything.
What is included
- Light refreshments
- Wine tasting
- Unlimited beer, wine and soft drinks
- Hors d'oeuvres complementing the wines
Not included
- Gratuities
Itinerary and highlights
Check-In at our storefront 1/2 hour before departure
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!
Meeting and pickup information
- Please arrive 30 minutes prior to your departure to check in. We are located at the base of the Opal Key Resort. Walk up the ramp between the Resort and the Art Museum and we will be the second shop on the left
Languages and tickets
- English — Guide
- Mobile Only
Tour operator
- Danger Charters
Accessibility and practical details
- 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.
Questions about this experience
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Traveller reviews and photos
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