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Key West Dinner Cruises

If you've come to the Keys, chances are you've thought about taking a sunset cruise. Key West Dinner Cruises take the sunset cruise concept to the next level, adding dinner and creating a truly memorable evening. It is a special treat to end a day in Key West out on the sea at sunset. Enjoy the adventure of a meal on the waters of Key West with one of our Key West Dinner Cruises.

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Wind & Wine Key West Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on a beautiful 65ft sailing boat.

Times: 5:00PM Duration: 2 hours (approx.) Activity Level: Easy
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22′ Panga Boat Rental

If you are looking to cruise in style with friends and family, Cool Key West welcomes you aboard our 22' Panga Boat Rental in Key West.

Times: 8:30AM, 12:30PM Duration: 4 or 8 hours Activity Level: Moderate
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Call (855) 274-1023 to speak with an Island Specialist

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