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!
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.
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!
You will make your own way to the meeting points
Check in time for your excursion is 30 minutes prior to departure. If you are driving down the Florida Keys please allow yourself extra time for delays in traffic. All members of your party need to visit the Danger Chandlery to check in and receive a boarding pass prior to the trip. Danger Chandlery 255 Front St Key West Fl Walk up the brick walking path to the right of the Opal Key Resort. We are the 2nd shop on the left at the top of the ramp. After check in, your captain will escort you through the marina to the boat. Please call with any questions: 305-304-7999