Private Charters #1 Jet Ski Tour

Key West Wind & Wine Private Charter

42 Reviews | Key West

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2.5 Hours (approx.)
Likely To Sell Out
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Keeping you safe during COVID-19
What you can expect during your visit
Face masks required for guides in public areas
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Regular temperature checks for staff
Regularly sanitized high-traffic areas
Social distancing enforced throughout the experience
All boats regularly sanitized


The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on a beautiful 65ft sailing boat.


  • Rated #1 on Trip Advisor for three years running Beautiful sailing boat
  • Exclusive Trip with just over twenty passengers
  • Amazing Key West sunset views
  • Attentive and Friendly Crew



What's Included

What To Bring

Additional Info

Frequently Asked QuestionsFAQ



Average 4.88 out of 5 stars based on 42 verified reviews from Cool Key West and TripAdvisor

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Very relaxing and fun KW sunset sail
Deborah M, Jun 2021 Verified
I would do this sail again and again. So relaxing. Capt. Brian had our group of 10 laughing the whole time. Crew is great. Good wine tasting and appetizers really delicious and made on board! Fun time out on the beautiful water.
Fun cruise
Mary M, Jun 2021 Verified
Captain Brian and staff were amazing and fun. I loved slow pace of boat. Snacks and beverages were great!
Shanna C, Jun 2021 Verified
This was one of the best experiences my husband and I ever had. Thank you to all the staff but especially capt Brian, Anna, Meg you all made this a memorable birthday. We will see you all again.
miriam g, Jun 2021 Verified
Great time . This is the second time we have done it and still love it. Perfect sunset. Excellent wine. Captain and crew very friendly. Just few people on the boat
Very friendly staff who helped make the sunset sail fun
Nancy W, May 2021 Verified
Very friendly staff who helped to make the sunset sail fun
Ellen C, May 2021 Verified
Great trip! Janet and the girls were awesome!! Totally worth the money. Not crowded like some of the other boats.
Terry G, May 2021 Verified
The sunset was amazing and the crew was well versed in the wine they were serving. Very friendly and personable.
Sunset Tour for Grown Ups
Catherine Y, May 2021 Verified
If the party-barge experience isn't for you, you will love this sail. The crew was amazing and so knowledgeable. The food and wine were wonderful. And the sunset was gorgeous! We sailed by other boats laden with bodies with music pumping loudly and knew we chose correctly. Thank you so much much for a wonderful experience!
Don, May 2021 Verified
Phenomenal trip with a top notch crew. It could not possibly have been more enjoyable. Everything from the wine to the snacks to the crew that waited on us!-thanks again to all.
LaTisha, May 2021 Verified
This was such a fun experience. The boat ride was smooth and the staff was friendly! Wine was great, too. We will do this again on our next trip.

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Product code: C-757

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