Key West

Wind & Wine Sunset Cruise


Wind & Wine Sunset Cruise

Experience the Magic of our Wind & Wine Sunset Cruise!

Embark on a Sunset Cruise and Wine Tasting Adventure; voted as the #2 Sunset Cruise in North America by Coastal Living Magazine! Key West is renowned for its breathtaking sunsets, and there’s no better way to soak in their beauty than from the tranquil waters. Join us on our Wind and Wine Sunset Cruise, where you can savor the world-famous Key West sunset while indulging in a delightful selection of 8 exquisite wines from across the globe. Accompanied by delectable hors d’oeuvres, all served aboard a historic sailing vessel, this experience is nothing short of extraordinary.

Sunset Cruise & Wine Tasting

  • Sail into the “Floribbean” sunset aboard a classic schooner
  • Watch the crew hoist the sails as we get underway
  • Experience a smooth evening sail
  • Enjoy premium wine and beer, and gourmet appetizers
  • Mingle with friends or indulge in a romantic evening

Romantic and fun, this tour is best enjoyed by couples and families with older children.

Our Key West sunset cruises capture the essence of this incredible natural spectacle. The sky’s vibrant hues transform every minute, creating a captivating display that never fails to amaze. While viewing the sunset from the shoreline is special, witnessing it from the deck of a magnificent sailboat is an experience beyond compare. Step aboard a classic schooner and let the “Floribbean” sunset be your guide.

Feel the excitement as our crew hoists the sails and we embark on a smooth evening sail. Sip on premium wines and beers, carefully selected to please even the most discerning palates, while savoring gourmet appetizers. Whether you’re looking to mingle with friends or create a romantic evening, our Nibbles & Sips package ensures an enchanting ambiance. Proudly serving carefully-selected wines from around the world, top quality beer, market-procured hors d’oeuvres and, of course, soft drinks and bottled water.

Appetizers & Beverages

We take pride in offering meticulously curated wines from around the world, along with top-quality beers and market-procured hors d’oeuvres. Our beverage selection includes 8 varieties of wine, including 4 reds, 3 whites, and a sparkling champagnoise. We also offer a range of 5 premium beers, both imported and domestic. To complement your drinks, indulge in our charcuterie boards featuring a delightful assortment of meats, cheeses, crackers, fruits, crudités, and chocolates.

Rules & Regulations
Cancellation Policy

Guests (Ages 13+)



2 hrs


6:30 pm (varies seasonally)

30 minutes prior to start time!

Key West Excursions:
Danger Chandlery Store, at Opal Key Resort & Marina, 255 Front Street, Key West, FL 33040
Stock Island Excursions:
The Perry Hotel & Marina, J Dock, Slip 5, 7001 Shrimp Road Key West, FL 33040

Tours Key West - your conch travel experts

Boat Features

  • 65′ Sailing Schooner
  • Accommodates Up to 26 Guests
  • Restroom Facilities

Your Trip Includes

  • Sailing for Sunset
  • Up to 8 Different Varieties of Wine
  • Craft &  Domestic Beers Available
  • Hors d’oeuvres
  • 2 Hours Cruise
  • Explore the Calm Waters of the Island’s West Coast

What To Bring


Tours Key West - your conch travel experts

Book your Key West tours and attractions today

Wild and fun or a bit more upscale or laid back-as Conch travel experts we'll help you plan a trip that's perfect for you.

WE MAKE FUN EASYCall 305.587.4386888.667.4386