Sunset Wine Cruise: Global Wines & Hors d'oeuvres

Experience a romantic Key West sunset sail while indulging in a wine-tasting cruise. Sip on wines from around the world, enjoy hors d’oeuvres, and create unforgettable memories with your loved ones.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Danger Charters - Please check in at our storefront 30 minutes prior to departure.
  • Key West - Enjoy nightly sailing with a selection of eight exquisite wines from around the globe, typically featuring four reds, three whites, and a sparkling wine. Wine enthusiasts will appreciate this cruise as it is one of the few in the U.S. offering…
What's Included
  • Wine tasting
  • Unlimited beer, wine, and soft drinks
  • Hors d’oeuvres complementing the wines
  • Light refreshments
What's Not Included
  • Gratuities
Additional Information

The Wind & Wine Sunset Sail provides a unique boutique experience in Key West! This is not your average party boat—it’s a serene, uncrowded journey on a historic schooner with a cozy, laid-back atmosphere. Guests will enjoy a guided tasting of exquisite wines from around the globe, along with a variety of craft and domestic beers and light hors…

Location
255 Front St
Front Street
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
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(1253 Ratings)
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1 star
C1797pllauras
Jul 17, 2025
Amazing - The staff were amazing, awesome wines to taste, we loved the calm if the sailboat, perfect place for beautiful sunsets!!!
Review provided by Tripadvisor
Deborahsj7020mx
Jul 16, 2025
Enjoyable! - We enjoyed chatting with another couple that we met up with. Service was great, nice and calm when the engines were turned off and sails were set! Didn’t care for any of their wines but not their fault…. I’m kinda picky. Snackies were yummy…. My favorite was the mozzarella, tomato and basil drizzled w/ balsamic glaze. Sunset wasn’t good that night but no one’s fault.
Review provided by Tripadvisor
Brandon
Jul 16, 2025
Worth it! - This was great. A bit cloudy out so we didn’t get to see the sunset into the ocean but the clouds gave us some brilliant colors that made up for it! Staff were great. Attentive. Friendly. Fun. Worth it!
Review provided by Tripadvisor
Michael
Jul 15, 2025
Highlight of our Trip - Great, personal experience. The crew was friendly and helpful, and the group size was perfect. Did not feel like a tourist at all. Would recommend 100% to anyone going to Key West
Review provided by Tripadvisor
Bobranck
Jul 13, 2025
Fun Captain & Crew - Amazing time with Capt. Mary and her crew. The wine was excellent and the crew were jovial making it a great experience for everyone. Very relaxing and I will use them again.
Review provided by Tripadvisor
Louis_d
Jul 9, 2025
A beautiful sunset sail. - The trip was absolutely outstanding. The captain and crew provided a very enjoyable sail. The wine and bites were really great.
Review provided by Viator
Grandtour56287422646
Jul 6, 2025
Danger sailboat sunset cruise - What a fun experience, wine tasting and snacks were awesome. The captain and crew were delightful. Will do it again for sure. Walt&Lisa Treasure island FL
Review provided by Tripadvisor
Linda
Jul 2, 2025
Peaceful. Paradise - Such a wonderful sail. Wine was good,food was good, loved the peaceful sailing with a professional crew and small group.
Review provided by Tripadvisor
Tandra_m
Jun 30, 2025
Great Experience - It was wonderful! The crew was great and made it enjoyable and entertaining. The wine and selection of cheeses first class! So worth it!
Review provided by Viator
Robertsr2033av
Jun 29, 2025
It’s a serious adventure with lots of wine - This was our second time on this cruise. First time was fairly sedate and great service. This time was more adventurous and the captain took us out into rougher water. Nobody got seasick, so the captain took us out for quite awhile. It was a great little cruise, the wine was good and the Hors d'oeuvres were as well. Highly recommend this trip. It’s quiet and a small crowd instead of the loud Fury trip on an over-crowded boat.
Review provided by Tripadvisor
From $134
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).