Key West Wind & Wine Sunset Sail

1,407 Reviews 4.95 out of 5 stars Based on 1,407 traveler reviews collected by Jet Skis Key West and TripAdvisor | Recommended by 99% of travelers |
Top Rated Tour |Top Rated Tour Travelers love this tour and have consistently reviewed it with five stars over the years!
Key West

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On average, this is booked 37 (16.76) days in advance.

2 hours (approx.)
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Overview

Wind & Wine has been the #1 rated sunset sail on Jet Skis Key West for over a decade. In our opinion, this is the best wine tasting sunset cruise in the United States and is a Key West "must do."

Highlights

  • The #1 rated Key West sunset cruise for over a decade
  • Premium wine, ice cold beer, and yummy hors d’oeuvres
  • The trip feels exclusive, with just over twenty passengers
  • Spectacular views of the Key West sunset
  • Attentive and friendly crew (you'll see it's VERY obvious they love their job)

Why Travelers Choose This Activity

The best sunset sail in Key West by a mile, and, quite possibly, all of the United States.

Description

The Wind & Wine Key West Sunset Sail has been honored with the #1 rating on Jet Skis Key West for over a decade. Wind & Wine is an incomparable sunset experience amid the warm tropical Caribbean waters of the Florida Keys.

Rated a Top Sunset Cruise in North America by Coastal Living Magazine, the Wind and Wine Sunset Cruise is unparalleled for folks who want an upscale, yet relaxed and intimate, sunset sail. Wine drinkers love this cruise, since it is virtually the only sailing excursion in the US that serves “real” wine.

Sailing nightly, the crew announces and generously pours eight wines: four red, three white, and a Champenoise. You can enjoy everything in a structured "wine tasting" format or stick with one that just "hits the spot." Five different imported and domestic beers, as well as cans of soft drinks and bottled water, are also served.

Charcuterie boards are served throughout the evening and include a rolling selection of meats, cheeses, crackers, fruit, crudités, and chocolate. Choices include Havarti dill, smoked Gouda and summer sausage, caprese skewers, water crackers with Brie, green apple with a honey drizzle, to name a few.

If you have any specific dietary restrictions or follow a vegetarian or vegan diet, please inform us by mentioning it in the "booking notes" section when making your reservation. The crew will do their best to provide suitable alternatives whenever possible. Guests are also welcome to bring their own food aboard.

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What's Included

  • Yummy hors d’oeuvres, paired nicely to the wines, are served throughout
  • 8 premium wines, all poured generously
  • 5 imported and domestic beers
  • Gratuities
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What To Expect

5-Star Resort (check-in)

After a quick and easy check-in, you’ll embark on a modern, yet beautiful, 65 ft skipjack schooner.

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15 Minutes (approx.)

Sailing

As you sail out of the harbor past boats crammed with 100+ people, you will thank yourself for making a good decision on how to spend your evening. Good job! Now kick back, and enjoy the views. The beauty of the Florida Keys will surround you, and you might even spot a dolphin or two along the way.

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1 hour 55 minutes (approx.)

Food & Drinks

The crew announces and generously pours eight wines: four red, three white, and a Champenoise. You can enjoy everything in a structured "wine tasting" format or stick with one that "hits the spot." Five different imported and domestic beers and lagers, as well as cans of soft drinks and bottled water, are also served.

Hors d’oeuvres, in the form of charcuterie boards, are served throughout the evening and include a varying selection of meats, cheeses, crackers, fruit, crudités, and chocolate. Choices include Havarti dill, smoked Gouda and summer sausage, caprese skewers, water crackers with Brie, green apple with a honey drizzle, to name a few.

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Enjoy the spectacular Key West sunset

Sailing into the Key West sunset is a breathtaking experience that perfectly captures the magic of this tropical paradise. As the sun dips below the horizon, the sky transforms into a canvas of fiery oranges, soft pinks, and deep purples, reflecting off the tranquil waters of the Gulf of Mexico. Key West's unique position at the southernmost tip of the continental U.S. offers an unobstructed view of this daily spectacle. A sensational pairing with your wine tastings!

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Sample Menu

HORS D'OEUVRES Passed throughout the evening

  • Smoked Gouda cheese with summer sausage
  • Caprese skewers
  • Water crackers with Brie
  • Honey-drizzled green apple
  • Crudités
  • Fresh Fruit
  • Chocolate

•—•

WINE Eight generously poured wines

  • Four Reds
  • Three Whites
  • One Champenoise

•—•

COLD ONES Rotating selection of five

  • Imported beers
  • Premium lagers
  • Domestic beers

•—•

NON-ALCOHOLIC Ice-cold and refreshing

  • Canned soda
  • Bottled water

•—•

If you have any specific dietary restrictions or follow a vegetarian or vegan diet, please inform us by mentioning it in the "booking notes" section when making your reservation. You are also welcome to bring your own food aboard, and if you bring your own bottle of wine, the crew will be happy to open and serve it to you.

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Not wheelchair accessible
  • Vessel has a toilet
  • Suitable for travelers of all fitness levels
  • What to bringCamera, comfortable shoes, sunglasses, sunscreen, and a smile!
  • The minimum age for this activity is 13 to attend and 21 to drink alcohol

Frequently Asked Questions

(14)

Q: Can we bring our own bottle of wine?

A: Yes, please inform the check-in staff that you have brought your own bottle of wine. They will place it in a cooler, and the crew will serve it to you. Read more Dec 2021

Cancellation Policy

You can cancel up to 24 hours in advance of the activity for a full refund.

Still have questions?

We’re here to help.
Call (786) 807-8686 to speak with a Key West Expert

Activity code: C-277559

Traveler Photos

Reviews

4.95
1,407 reviews

Average 4.95 out of 5 stars based on 1,407 traveler reviews collected by Jet Skis Key West and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,349
4 stars
43
3 stars
15
2 stars
0
1 star
0

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On average, this is booked 37 (16.76) days in advance.

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Yummy hors d’oeuvres, paired nicely to the wines, are served throughout
  • 8 premium wines, all poured generously
  • 5 imported and domestic beers
  • Cans of soda and bottled water
  • Gratuities

Cancellation Policy

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free cancellation
100% refund
No refund

You can cancel up to 24 hours in advance of the activity for a full refund.

  • For a full refund, you must cancel at least 24 hours before the activity start time.
  • If you cancel less than 24 hours before the activity start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the activity start time will not be accepted.
  • Cut-off times are based on the activity local time (EDT).
  • This activity requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

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American Museum of Natural History Admission Ticket

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