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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: 6:30PM Duration: 2 hours (approx.) Activity Level: Easy
Best Rate
$85
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Key West Sunset Harbor Cruise

Cruise into a Key West sunset aboard a beautiful 45-foot power catamaran. Our magnificent sunsets are best appreciated from the turquoise waters and will be a ...

Times: 6:30PM Duration: 2 hours Activity Level: Easy
Best Rate
$75
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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
Best Rate
$325
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Call (855) 274-1023 to speak with an Island Specialist

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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: 6PM Duration: 2 hours (approx.) Activity Level: Easy
Best Rate
$85
Learn More »
Special
Offer

Sail, Snorkel, Kayak with Sunset Option

Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge.

Times: 9:30AM, 3:30PM Duration: 4.5 hours (approx.) Activity Level: Moderate
Best Rate
$80
Learn More »

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