Private Wind & Wine Sunset Sail

Enjoy a Private Wind & Wine Sunset Sail as you set sail on our spacious 65ft schooners. Watch the hoisting of sails as the “Skipjack” gets underway. Key West is known for our spectacular sunsets…and there’s no better way to enjoy the sunset than from the water. The Wind and Wine Sunset Cruise combines our legendary sunset with a selection of drinks and hors d’oeuvres, on an historic sailing vessel. What could be better?



Private Wind & Wine Sunset Sail (up to 30 guest) Starting at $3200.00 Trip Duration: 2 hours

  • Check in 30 minutes prior to departure
  • Departure Time: 6:30pm (varies seasonally)
Trip Highlights
  • Set sail on our spacious 65ft schooners
  • Watch the hoisting of sails as the "Skipjack" gets underway
  • Choose from up to 8 different types of wine from around the world (taste through them all, or just choose your favorites)
  • Choose from 5 different types of beer ( import and domestic)
  • 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
  • Enjoy a fun, tropical music filled atmosphere where you can make new friends, or have a romantic, secluded experience with your date
  • Watch the sunset melt into the water
  • On your “Wind and Wine” Sunset Cruise you will be served  an array of cheese displays, summer sausage, caprese skewers, crudite, dark chocolate, imported and domestic beer, premium wines, sodas and bottled water. The wine tasting usually includes four reds, three whites, and a Champagnoise.

Know Before You Go
Cancellation Policy
Rules and Regulations


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