Recent Searches

Are you interested in?

21 Tours & Activities
Tours, Sightseeing & Cruises
119 Tours & Activities
How to Spend 2 Days in Key West
0 Tours & Activities

Learn more about our Covid-19 response.

Read More

Small-Group Key West Sunset Sail with Wine

Key West, United States

Learn more about our Covid-19 response.

Read More

Select Date and Travelers

Number of travelers
0 Adults1 Adult2 Adults3 Adults4 Adults5 Adults6 Adults7 Adults8 Adults9 Adults10 Adults11 Adults12 Adults13 Adults14 Adults15 Adults
Free Cancellation
up to 24 hours in advance
Loading available options...

icon2 hours  (Approx.)
Mobile ticket
iconOffered in: English
Good for avoiding crowds

Keeping you safe during COVID-19
What you can expect during your visit
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Transportation vehicles regularly sanitized
More questions?
(888) 651-9785
More questions?
(888) 651-9785


Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
  • Enjoy a sunset cruise off the coast of Key West
  • Sample a variety of wine and beer
  • Snacks and beverages included
  • Small group ensures a personalized experience
Saved to wishlist!
Unlimited beer, wine and soft drinks
Wine tasting
Light refreshments

Departure Point

255 Front St, Key West, FL 33040, USA

Return Details

Returns to original departure point
  • Confirmation will be received at time of booking
  • Minimum drinking age is 21 years
  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Transportation is wheelchair accessible
  • Most travelers can participate
  • This tour/activity will have a maximum of 20 travelers
  • OPERATED BY Danger Corp.

For a full refund, cancel at least 24 hours in advance of the start date of the experience.

  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on sanitization during Small-Group Key West Sunset Sail with Wine?
The policies on sanitization are:

  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
  • Transportation vehicles regularly sanitized
See all safety measures taken by Small-Group Key West Sunset Sail with Wine.
What is the maximum group size during Small-Group Key West Sunset Sail with Wine?
This activity will have a maximum of 20 travelers.

See all safety measures taken by Small-Group Key West Sunset Sail with Wine.

Traveler Photos

See all 107
See all 107


262 Reviews
2 stars
Reviews by Viator travelers
Showing 1-10 of 262 reviews
Amazing experience
, Jan 2021
We sailed the Wind and Wine small group sunset cruise on 1/19/21. What an amazing experience. The wine and food was great, but the staff gave exceptional service. Very outgoing, friendly and accommodating. We loved it! Will recommend to others. 👍🏻Thank you!
Beautiful cruise
, Jan 2021
Fantastic cruise with a wonderful crew. The wine tasting was really a wine tasting, served by the crew with a few tasty appetizers, again served by the crew. Great time was had by all.
What a stay!!
, Jan 2021
The customer service at every level was top level. From the time we arrived everyone was just so nice and accommodating. Despite the weather being colder than we had hoped for, it was an amazing experience and we would gladly come back again. Thank you for a wonderful visit!
Great trip but not ‘small group’
, Jan 2021
We had an excellent time on our wine cruise with the great captain & crew but we did find the name slightly deceiving. ‘Small group’ meant 28 people and we were pretty much elbow to elbow with strangers. A little too many people for us right this minute but we still enjoyed ourselves!
Great Christmas memory!
, Jan 2021
Great sunset! The crew was fabulous. We left on time and docked after dark. Weather was chilly but the crew of 3 was prepared. Blankets were available for those that needed them. Great wine and the snacks were super delicious. Would recommend for any group. We had our teen with us and there was a selection of non alcoholic drinks. It was fun watching how the crew and boat maneuvered and tacked in the wind. We stayed mainly to the west and north of the marina. We saw other boats and the island from the water. The sunset was amazing. We had our family but the clients were mainly couples.
Finished out vacation on a high.
, Dec 2020
Beautiful warm evening no clouds perfect for the sunset. The sailing boat was brilliant and a wonderful experience when the sails went up. The captain and his crew were friendly energetic and fun and serving the drinks and appetizers was a different experience for us having never done anything like this before but completely enjoyable. The time on the water was just right and a bonus was we saw dolphins! Definitely recommend.
Must do!
, Dec 2020
Great time and terrific crew! Beautiful sunset and very good wine. What a fabulous way to end a day!!!
Great crew, wine, experience!
, Dec 2020
Great crew, great wine, great experience and a lot of fun! The crew was very attentive and ensured all were enjoying the trip. Would do it again in a heartbeat.
Our Xmas sail
, Dec 2020
This is our 4th sailing since 2009. The wines and appetizers are great; but the sunsets are fantastic
icon Response from Host , Jan 2021
Thanks for coming back time and again!
Sunset Sail in Key West
, Nov 2020
We loved the beautiful views, delicious wine & appetizers, and friendly staff. It was a wonderful Key West experience!
HelpfulHelpful1 traveler found this review helpful

Product code: 7506P2

Explore Similar Things to Do