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Key West Wind & Wine Private Charter (up to 30 guests)

1,398 Reviews 4.95 out of 5 stars Based on 1,398 reviews collected by City Boat Tours and TripAdvisor | Key West, USA

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This is usually booked 66 (55.20) days in advance.

2.5 Hours (approx.)
Mobile Ticket
Instant Confirmation

Overview

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on City Boat Tours three years running. See the sunset on a beautiful 65ft sailing boat.

Highlights

  • Rated #1 on City Boat Tours for three years running
  • Beautiful sailing boat
  • Exclusive Trip with just over twenty passengers
  • Amazing Key West sunset views
  • Attentive and Friendly Crew

Description

The Wind & Wine Key West Sunset Sail has been honored with the #1 rating on City Boat Tours for so many years we've lost count. 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. Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagne.

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!

Choose from up to 8 different types of wine from around the world (taste through them all, or focus on your favorites). Choose from 5 different types of imported and domestic beer. Enjoy a wonderful variety of delicious appetizers like Havarti Dill, Smoke Gouda and Summer Sausage, Caprese Skewers, Water Crackers with Brie, Green Apple with a Honey Drizzle, and more.

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What's Included

  • Sunset Sail Aboard a Modern Style Schooner
  • Fancy Cheeses, Crackers, and Fruit
  • Premium Wine
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What To Expect

5-Star Resort (check-in)


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

15 Minutes (approx.)

Sailing


As we sail through the stunning waters of Key West, 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! 


1 Hour 55 Minutes (approx.)

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Paid parking nearby
  • Suitable for travelers of all fitness levels
  • Not wheelchair accessible
  • What to bring: camera, comfortable shoes, sunglasses, sunscreen, and a smile!
  • The minimum age for this charter is 13

Frequently Asked Questions

(10)

Q: Are there bathrooms available prior to boarding the boat?

A: Yes, restrooms are located in the building at the Dock Master’s Office. Sep 2022

The answers provided below are based on answers previously given to customers' questions.

Cancellation Policy

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

Still have questions?

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Activity code: C-757

Traveler Photos

Reviews

4.95
1,398 reviews

Average 4.95 out of 5 stars based on 1,397 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
1,339
4 stars
43
3 stars
15
2 stars
0
1 star
0
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Loading Options
Don't miss out!
This is usually booked 66 (55.20) days in advance.

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Cancellation Policy

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100% refund
No refund

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

  • For a full refund, you must cancel at least 24 hours before the charter start time.
  • If you cancel less than 24 hours before the charter start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the charter start time will not be accepted.
  • Cut-off times are based on the charter local time (EDT).

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