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New Year’s Eve in Key West

What better way to bring in the New Year than with an awesome water adventure with Cool Key West? Choose from one of our all-inclusive water sports packages, backcountry eco tours, or set sail into the night on a sunset cruise with complimentary drinks and snacks. At Cool Key West, we’ve gone the extra mile to help you bring in the new year in style. May you have a wonderful new year in Key West!

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  • Key West Sunset Harbor Cruise

    Duration: 2 Hours (approx.) Activity Level: Easy
    Best Rate
    75
    Details
    Best Rate
    75
    Details
  • Top10

    Key West Wind & Wine Sunset Sail

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.

    Duration: 2 Hours (approx.) Activity Level: Easy
    Best Rate
    85
    Details
    Best Rate
    85
    Details
  • Key West Wind & Wine Private Charter

    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.

    Duration: 2.5 Hours (approx.) Activity Level: Easy
    Best Rate
    2,500
    Details
    Best Rate
    2,500
    Details
  • Key West Snuba® (No Dive Certification Required)

    If you want to go beyond snorkeling and experience the world's underwater beauty in the safest and easiest way possible, try Snuba®!

    Duration: 3 Hours (approx.) Activity Level: Moderate
    Best Rate
    109
    Details
    Best Rate
    109
    Details
  • Top10

    Key West Backcountry Safari

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

    Duration: 6.5 Hours (approx.) Activity Level: Moderate
    Best Rate
    120
    Details
    Best Rate
    120
    Details
  • Top10

    Key West 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.

    Duration: 4.5 Hours (approx.) Activity Level: Moderate
    Best Rate
    80
    Details
    Best Rate
    80
    Details
  • Key West Dolphin Snorkel Safari

    Indulge your senses as you pass over natural sands through the blue waters of Key West into the playgrounds of wild dolphins on Dolphin Snorkel Sea Safari.

    Duration: 3 Hours (approx.) Activity Level: Moderate
    Best Rate
    99
    Details
    Best Rate
    99
    Details
  • Key West Morning 2-Tank SCUBA Dive

    The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive.

    Duration: 4.5 Hours Activity Level: Difficult
    Best Rate
    89
    Details
    Best Rate
    89
    Details
  • Top10

    Key West Dive in a Day Scuba Resort Course

    The Dive in a Day Scuba Resort Course is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West.

    Duration: 9 Hours Activity Level: Moderate
    $250
    185
    Details
    $250
    185
    Details
  • Top10

    Key West Deep Sea Fishing Charter

    Experience the thrill of Key West deep sea fishing to the fullest on a hunt for trophy game fish in the open sea with your own private boat, captain, and crew

    Duration: 4, 6 or 8 Hours Activity Level: Easy
    $900
    800
    Details
    $900
    800
    Details
  • Key West Flats Fishing Charter

    Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West Backcountry.

    Duration: 4, 6 or 8 Hours Activity Level: Moderate
    Best Rate
    550
    Details
    Best Rate
    550
    Details
  • Top10

    Key West 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.

    Duration: 90 Minutes Activity Level: Moderate
    $150
    129
    Details
    $150
    129
    Details
  • Key West Conch Tour Train

    See the Best of Key West on the tour that's been entertaining visitors to the Island City since 1958.

    Duration: 90 minutes Activity Level: Easy
    Best Rate
    31.45
    Details
    Best Rate
    31.45
    Details
  • Key West Old Town Trolley

    Sit back while the expert tour guides turn back the pages of history to the days of Indians, pirates, wreckers and the Civil War.

    Duration: 1.5 hour tour. Hop on, hop off all day. Activity Level: Easy
    Best Rate
    38.80
    Details
    Best Rate
    38.80
    Details
  • Key West Party Boat Fishing Charter

    Our Key West Party Boat Fishing Charter is the best option for an affordable day on the water with friends, family. Enjoy the best Key West party boat.

    Duration: 4 Hours (approx.) Activity Level: Moderate
    Best Rate
    65
    Details
    Best Rate
    65
    Details
  • Top10

    Key West Split Fishing Charter

    With a Key West Split Fishing Charter the overall cost of the charter is split between several people in order to reduce the cost for all. Book It Now & Save!

    Duration: 4, 6 or 8 Hours Activity Level: Moderate
    $350
    175
    Details
    $350
    175
    Details
Call (855) 274-1023 to speak with a Destination Specialist