Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Description
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!
Tour Options
Itinerary
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!
Highlights
What's included
Traveller Ratings
Important Information
- 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.
Reviews(1,470)
Beautiful boat, small group and intimate setting. Almost like going out on a boat with friends. We even made some new friends while there. We sat near the captain and learned a lot while sailing. Captain and crew were superb hosts! Sampled wine and had wonderful hors d”oeuvres! Sunset and cruise were perfection. Highly recommend! 10/10 and 5 stars!
We skipped the party cat for the Danger Sail. Such a great experience, we so loved every minute. Thursday night sail at 6:30. These two girls were amazing 🙂
Relaxing and beautiful sunset cruise with a great variety of wine and assortment of cheeses. Guides were fantastic.
Best small, romantic sunset cruise ever…..not like all those tourist ships that want to pump you up with lots of liquor and it becomes 1 drunken cruise…..great hors-deouvers…..great captain and the crew was fantastic…..well worth the money spent
The tour was amazing, good wine and tapas, enjoyed the sunset! Crew very friendly, enjoyed it a lot!
The crew were all amazing and we loved the small boat for that more intimate experience. Two hours wasn't long enough! We will definitely book through them again next time we visit.
Loved our experience with Danger Charters. Carly was a delight! Perfect music, bites, and wine tasting. It ended up being just us and three other couples. Captain Micah kept us safe and happy and accommodated everyone’s needs.
Had a wonderful evening watching the sunset. The crew was a lot of fun and served up some delicious Hors d’oeuvres and great beverages. Our experience was memorable and would highly recommend this small-group sunset sail from this company.
Very enjoyable. A large 52' sailboat with a awesome crew. Good wine selection. Learned a lot about sailing and the local waters.
This is a great experience, sailing around key west waiting for sunset, trying many different types of wine with hor dourves. Crew was very fun. Best tour in the keys
