Tours/Key West/Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Viator · group up to 26 pax

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

4.9(1,473)Key West1 hour
VIATOR4.9(513)TRIPADVISOR4.9(960)

Description

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate. With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight. What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!

Tour Options

Departure
  • Enjoy a sunset sail like no other with fines wines from around the globe and hors d'oeuvres to compliment them. Great for that special occasion.

Itinerary

20 min

Check-In at our storefront 1/2 hour before departure

100 min

Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors-d'oeuvres are also served, making the evening an unforgettable start to a great Key West night!

Highlights

Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines

What's included

Included
Light refreshments
Wine tasting
Unlimited beer, wine and soft drinks
Hors d'oeuvres complementing the wines
Not included
Gratuities

Traveller Ratings

4.9
1,473 reviews
5
1,401
4
45
3
19
2
2
1
6

Important Information

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Minimum drinking age is 21 years
  • Must be 13 or older for this trip.

Reviews(1,473)

M
mkredhot17
August 20, 2026
Great sunset sail

Well worth the money! The staff was amazing and the sail was wonderful. The wine tasting was more than I expected, and the hors d'oeuvres paired very well with the wine tastings. Highly recommend!

J
jaybobhead
August 17, 2026
Great sailing

We had a wonderful time. Crew was exceptional. Will be back

D
Dreamer24844379147
August 12, 2026
Just Do It!

Went out with a wonderful Skipper and had a wonderful sunset cruise! The drinks kept coming and the snacks kept rolling! The next time we are in the Keys my Wife and I will be returning!

F
feliciak478
August 9, 2026
Highly recommend!

Beautiful boat, small group and intimate setting. Almost like going out on a boat with friends. We even made some new friends while there. We sat near the captain and learned a lot while sailing. Captain and crew were superb hosts! Sampled wine and had wonderful hors d”oeuvres! Sunset and cruise were perfection. Highly recommend! 10/10 and 5 stars!

D
Danny_B
August 6, 2026
Danger is Fun

We skipped the party cat for the Danger Sail. Such a great experience, we so loved every minute. Thursday night sail at 6:30. These two girls were amazing 🙂

K
koriw921
July 31, 2026
Wonderful sunset cruise!

Relaxing and beautiful sunset cruise with a great variety of wine and assortment of cheeses. Guides were fantastic.

D
dgferg49
July 30, 2026
Sunset cruise for anniversary

Best small, romantic sunset cruise ever…..not like all those tourist ships that want to pump you up with lots of liquor and it becomes 1 drunken cruise…..great hors-deouvers…..great captain and the crew was fantastic…..well worth the money spent

I
Ina_R
July 27, 2026
Great tour

The tour was amazing, good wine and tapas, enjoyed the sunset! Crew very friendly, enjoyed it a lot!

K
Kelly_S
July 25, 2026
The crew were all amazing...

The crew were all amazing and we loved the small boat for that more intimate experience. Two hours wasn't long enough! We will definitely book through them again next time we visit.

H
Hannah_M
July 20, 2026
A perfect sail

Loved our experience with Danger Charters. Carly was a delight! Perfect music, bites, and wine tasting. It ended up being just us and three other couples. Captain Micah kept us safe and happy and accommodated everyone’s needs.

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4.9(1,473)
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