Cruise Around Key West at Sunset

End a beautiful day in Key West with a sunset view.


Footloose offers Key West sailing and snorkeling tours and luxury Key West sunset sail trips. On their 40 ' catamaran sailboat, they can take you to snorkel Key West coral reefs, head out of Key West for private dolphin safari excursions, private sailing snorkeling trips and Key West private sailing charters.

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Coral Head Adventures

Coral Head Adventures is privately owned and operated by Captain Terry Haupt and will take you to some of the best fishing and snorkeling spots that Key West has to offer.  If your looking to spend some quality time with your group or family and friends we offer a unique opportunity to create that special day and enjoy all to yourselves. Whether you want to host a private sunset cruise or just spend the day on a remote beach we will gladly customize your exclusive charter according to your request.  Enjoy a day of family fun and relaxation. Coral Head Adventures offers daily fishing, snorkeling and scuba diving trips as well as private charters, sunset cruises and beach excursions.

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When and If

A gorgeous Key West Sunset. George S. Patton's stunning historic schooner yacht. Join them for an authentic sailing experience aboard a wooden schooner that’s been sailing for over 75 years. Premium sunset cruises every evening, and she’s only in Key West for the winter, so sail aboard this schooner while you have a chance.

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Danger Charters 

Danger’s Wind & Wine sunset sail features an array of fine wines and upscale beers from around the world, complemented by bountiful hors d’oeuvres that will arouse your palate. All this while sailing under a cloud of canvas aboard our Historic Key West Schooners.  Danger Charter’s Wind and Wine Cruise is unparalleled for folks who want an upscale, yet relaxed and intimate, sunset sail. Sailing nightly, we serve eight different fine wines from all over the world, usually four red, three white, and a Champagnoise. Wine drinkers love this cruise, since it is virtually the only sailing excursion in the U.S. that serves “real” wine. In addition, an array of quality beer, and hors d’oeuvres are also served, making the evening an unforgettable start to a great Key West night!

Call OEKW Concierge to book now.