Wind and Wine
Wind and Wine
Wind and Wine
Wind and Wine
Limited Spaces Available! For reservations call (866) 608-7185. Spaces are extremely limited this time of year so book early to ensure the date you want.
Wind and Wine


  • Very Exclusive Trip With Only 23 Passengers
  • Upscale Wine & Beer From Around the World
  • Cheese and Crackers to Compliment Wine
  • The Most Relaxing Way to Experience the Sunset

Tour Summary

You will not find a more romantic setting to share some wine with a romantic partner than on the decks of our sleek skipjack sailboat, the Dangers Prize. This trim vessel was originally used to harvest oysters in the Chesapeake Bay during the Nineteenth Century. These crafts were also utilized in the Florida Keys as commercial fishing and sponge harvesting vessels. Now, the Dangers Prize transports vacationers into the splendid waters of the Florida Keys to enjoy some international wines and the legendary Key West sunset.

You will always remember sharing some wine with that special someone on the decks of this beautifully restored craft. There will be no noisy and smelly motor to distract you from appreciating the splendid aquatic environment off the shores of Key West. We are also committed to providing all of our guests the epitome of personalized service on this excursion. Even though the capacity of the Dangers Prize is much greater, we limit the number of passengers on this tour to twenty three in order to avoid overcrowding and allow guests to move freely about the decks while appreciating the selected wine and the chosen company.

You will truly be delighted by the prismatic colors on the western horizon as the sun descends below the waters of the horizon. Brilliant warm colors will dance upon the shimmering waters of the west. Our selections of wine typically include selections like Robert Mondavi Merlot from California, Torresella Pinot Grigio from Italy, Latour Marsannay from France, and Fernleaf Sauvignon Blanc from New Zealand, as well as other comparable international wines. We also offer imported beers like Heineken, Amstel Light, Grolsh, and Corona.

What is the weather cancellation policy?
If the activity must is cancelled due to bad weather, and you cannot reschedule, you will be issued a full refund.

Where is the departure point for this tour?
Check-in instructions will be included in your activity confirmation email.

Where can I park?
Parking is available on the 400 block of Caroline Street, you must pay a fee in order to park there.

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

  • All passengers must be at least 13 years of age.

Key West Visitor Guide is always interested in your tour experience with us. We hope you enjoyed your tour and love to hear comments.

Bob Smith

I have been to the Bahamas many times, but Wind and Wine is one of my favorite trips! It includes everything that everyone should do here. As a Bahamas veteran, I can say only the best about this experience!

Jim Peters

Thanks to the professional guides! I was a bit worried about kayaking because I had never done it before, but the instructions were great and I had such a good time!

Richard Dixon

The best way to discover nature! ( ͡° ͜ʖ ͡°)