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Wind and Wine Sunset Sail

 Key West, FL
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Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around the world. Rated one of the top two sunset tours in all of North America by Coastal Living Magazine, this luxurious Wind and Wine Sunset Sail on a historic Schooner will not disappoint. Make some new friends, enjoy tropical music, and delight your palate as you watch the sun melt into the water. Book your spot today!

Activity Highlights
  • Relaxing Key West, FL sunset sail with wine, beer, & appetizers
  • One of the only sailing excursion in the United States to serve artfully crafted wines
  • Take in the sights & sounds of Key West at dusk with fellow wine enthusiasts
  • Sample 8 carefully procured wines & 5 beers from around the world

Duration: 2 Hrs.


Appetizer may vary

  • Havarti Dill
  • Smoked Gouda
  • Green Apple with Drizzled Honey
  • Summer Sausage
  • Caprese Skewers
  • Water Crackers with Brie
What's Included
  • Wind and Wine Sunset Sail in Key West, Florida
  • Wine offerings typically include 4 reds, 3 whites, and one champagne or sparkling wine (produced via the Méthode Champenoise)
  • 5 types of beer (imported and domestic)
  • Pepsi, Diet Pepsi, and Ginger ale
  • Water and sparkling water
  • Appetizers
What to bring
  • Weather appropriate clothing
  • Cash or credit card for gratuity
  • Sunglasses
  • Camera
  • Hat
  • ID
  • In an effort to provide the most accurate information regarding all COVID-19 measures, policies, restrictions, and requirements, please refer to the most up to date CDC guidelines prior to your activity/trip date.
  • Guests must be 21 years old or older to consume alcoholic beverages.
  • There is a maximum capacity of 25 guests, regardless of age or size.
  • No service animals, comfort animals, or pets permitted.
  • Children under the age of 17 are not permitted.
  • This activity is not handicap accessible.
Additional information
  • If weather is deemed by the vendor as unfavorable for this activity, your reservation may be altered, modified, rescheduled, or refunded, at vendor discretion.
  • For parties of 5 or more, a gratuity of 15% will be collected upon arrival.
  • Parking is available on-site for a fee.
  • Restrooms are available on board.
  • Gratuity is not included.
Reservation Requirements

You must arrive 30 minutes prior to departure!


255 Front St, Key West, FL 33040, USA

from $109
67 ratings

Wind and Wine Sunset Sail

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Verified Traveler Reviews

A wind and sail

about 3 months ago
Great time Great crew Would do it again
Patrick Lynch

Wind and Wine Sunset Cruise

about 3 months ago
A perfect 2 hour smooth sunset sail on a beautiful boat with experienced captain and crew! Plenty of a variety of wines to go around paired with tasty hors d’oeuvres. Would highly recommend!
Amy Newell

Perfect sunset cruise

about 4 months ago
All crewmembers (Logan, Brian and Rose?) were extremely friendly, efficient and helpful. Wines were very good and hor dourves were tasty. Cloudless sky led to a fantastic sunset. Nothing but good vibes. Highly recommended.
John Sweeney

Sail, snorkel and kayak

about 8 months ago
Branzia, Lindsey and Brad were awesome!
Louis Kaiser
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