Key West Wind & Wine Sunset Sail

59 Reviews | Key West, USA

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2 Hours (approx.)
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

Overview

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.

Highlights

  • 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

Description

Schedule

What's Included

What To Bring

Additional Info

Frequently Asked QuestionsFAQ

Location

Reviews

Average 4.97 out of 5 stars based on 59 verified reviews from Cool Destinations and TripAdvisor

5 stars
57
4 stars
2
3 stars
0
2 stars
0
1 star
0
N
Awesome
Naznin A, Apr 2021 Verified
Excellent crew and hosts. Highly recommend it.
E
Beautiful evening sailing!
Erik M, Apr 2021 Verified
Great wine samples, hors d'oeuvres, and sights, including 2 dolphins!
D
Chill Wind and Wine Sail Experience
Danielle G, Mar 2021 Verified
The crew were wonderful! The other guests were friendly, and the sunset...magical. A fun excursion for a Key West trip.
R
Awesome Sail...Wind, Wine n Cheese
Ray N, Mar 2021 Verified
Just WOW!! Amazing trip with great crew!! Perfect views of sunset, great company, great service, comfortable, great sailing...crew was very responsible and very qualified!!
E
awesome suset cruise!!
Edward L, Feb 2021 Verified
beautiful trip loved the crew captain and the flowing appetizers and wine!!
K
Awesome time with some awesome people!
Kyle R, Jan 2021 Verified
Recently we went on the wind and wine sunset cruise while in Key West for our honeymoon and it was awesome! The views were beautiful, the wine was delicious, and the staff was top notch! Would definitely go back again and highly recommend!
S
It was awesome!
Scott B, Jan 2021 Verified
We had a wonderful time. Fun crew and great wine!
J
Great time!
Jodi R, Dec 2020 Verified
Very good experience! Highly recommend!
J
Sunset wind and wine cruise
Jospeh C, Nov 2020 Verified
Everything was great The crew were great. The wine was good and food tastings were yummy. We had a nice sail and the sunset was beautiful.
J
Beautiful and amazing staff!!
James S, Nov 2020 Verified
The staff was very welcoming. The wine was very good lots of choices and did not taste cheap! Even if you are not a wine drinker like my husband he enjoyed the wines and they also had some great Selection of beers. The views were breathtaking!! Highly recommend this on your trip to the keys!

Still have questions?

We’re here to help. Call (800) 814-2665 to speak with a Cool Key West specialist!

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