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Key West Wind & Wine Sunset Sail

76 Reviews | Key West

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2 Hours (approx.)
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Instant Confirmation


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.


  • 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 4.97 out of 5 stars based on 76 verified reviews from Inside Key West and TripAdvisor

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Wind and Wine Sail was awesome
Diane L, Oct 2021 Verified
Our experience was lovely! Rose and Logan (crew) were very entertaining and made our sail special. Captain Mary was also very professional. We would highly recommend this wind and wine tour!
Awesome sunset sail wind & wine
Vicki P, Sep 2021 Verified
The captain and crew were amazing, friendly and fun!
Great Sailing and Wine Selection
Drew L, Sep 2021 Verified
Crew was outstanding. Did their homework on the wine selections and paired well with the cheese selections too. Variety of beer and coolers if wine’s not your jam. Thanks for a terrific evening with a lovely sunset in the Keys. Highly recommended
Captain and his crew were awesome
Joseph B, Sep 2021 Verified
Great sunset sail, the captain and his crew were informative and attentive. We all had a great time.
No better event for a sailor or landlubber
John R, Aug 2021 Verified
Such a great sail. Loved this as I helped raise the mainsail in this awesome schooner
Amazing time on Sunset Wind and Wine Cruise!
Kami T, Jul 2021 Verified
We had an amazing time on the Sunset Wind and wine Cruise! The team did an amazing job navigating around a storm to insure we saw the sunset and had a spectacular view! The glass was never empty and there were enough appetizers to go back for seconds. Very relaxing and would definitely do again!
Wonderful experience
Julie T, Jun 2021 Verified
Friendly crew; very enjoyable experience!
Great time. Loved it
Brian S, Jun 2021 Verified
Lots of fun
Perfect Sunset Cruise in Key West
Teri W, May 2021 Verified
We were looking for a nice, relaxing evening on our last night in Key West and this sunset cruise was perfect. The sail boat itself was a charming vessel that held about 20 of us including the crew. The crew was fun, friendly and knowledgeable. The wine quality was better than most served on these types of excursions and were accompanied with perfect appetizers. Please let Captain Bronza and mates Nico and Dan know that we appreciate their great service! It was a great night!
Beautiful and Fun
Matt B, May 2021 Verified
Beautiful Sunset with a fun Crew

Still have questions?

We’re here to help. Call (855) 274-1023 to speak with a Destination Specialist
Product code: C-277559

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