Tours Key West

Wind & Wine Sunset Cruise

Enjoy a Sunset Cruise and Wine Tasting

Rated the # 2 Sunset Cruise in North America by Coastal Living Magazine!

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 8 intriguing fine wines from around the world, plus assorted tasty hors d’oeuvres, on an historic sailing vessel.

What could be better?


  • Adult: $85.00 (13 years & older)
  • Trip Duration: 2 hours
  • Check in 30 minutes prior to departure
  • Departure Time: 6:00 pm

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


paypal logos transparent

Balance and applicable taxes due at check-in.*Blackout dates & restrictions may apply.

  • Date Format: MM slash DD slash YYYY
  • If the date you are trying to reserve is not highlighted or is within the next 3 days, please call us to confirm availability at 888-667-4386.
Pay a 30% deposit per item
Please note: After your purchase is confirmed you will receive a complete tour itinerary with check-in time, location and what to bring.
  • Date Format: MM slash DD slash YYYY

You may also like…

  • Rum & Reggae Snorkel Sunset Combo

    From: $54.95
    Select options
  • Key West Sunset Dinner Cruise

    From: $79.00
    Select options
  • Key West Commotion on the Ocean Sunset Cruise

    From: $64.95
    Select options
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