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Valentine’s in Key West!

Have an adventure this Valentine’s Day in Key West with the one you love. Join Cool Key West for a perfect sunset sail, a romantic day sailing, snorkeling and kayaking, or go all out with jet ski tour around the island.

  • Handpicked Tours & Activities
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  • Our Picks

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: 6:00PM Duration: 2 hours (approx.) Activity Level: Easy
Best Rate
$85
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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: 9:00 AM, 2:00 PM Duration: 4.5 hours (approx.) Activity Level: Moderate
Best Rate
$80
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Backcountry Safari Key West

Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness.

Times: 10:00AM Duration: 6.5 hours (approx.) Activity Level: Moderate
Best Rate
$120
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Dolphin Watch & Snorkeling Tour

Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins.

Times: 12:00PM Duration: 4 hours Activity Level: Moderate
Best Rate
$89
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Special
Offer

Original Island Jet Ski Tour

On our Key West Island Jet Ski Tours you jump on one of our Yamaha Waverunners and cruise around the island on a 28 mile, 90 mins guided jet ski tour.

Times: 10:00AM, 12:00PM, 2:00PM, 4:00PM, 6:00PM Duration: 90 mins (approx.) Activity Level: Moderate
$150
$129
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Call (855) 274-1023 to speak with an Island Specialist

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