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Cool Key West #1 Staff Picks — What would a local do for fun in Key West?

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Key West Tours

Attractions

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Recommendations

Who has the best job in the entire world? Ask Joy, Marlon, Mae, Prashant, and Peter at CoolKeyWest.com: “WE do.”

As some of the hardest-working vacation specialists in Key West—which means A LOT of wave runner tours and sunset cruises!—no one knows Key West vacation fun as we do.

When it comes to what makes Key West great, take it from us: “YOU do.”

P.S. You can’t go wrong with these activities; it would be impossible not to have fun!

 

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  • Key West Wind & Wine Sunset Sail
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    5.0 (1,564)

    Key West Wind & Wine Sunset Sail

    Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...

     2 hours (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99
    $109
    $99
  • Key West Original Island Jet Ski Tour
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    4.9 (2,889)

    Key West Original Island Jet Ski Tour

    Enjoy exciting high-speed watersports fun with the best Key West jet ski tour – the Key West Original Island Jet Ski Tour, a guided 28-mile...

     1 hour 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    $159
    $99
    $159
    $99
  • Key West Flats Fishing Charter
    Likely to Sell Out
    Likely to Sell Out
    4.9 (61)

    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...

     4, 6 or 8 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $580
    Best Rate
    $580
  • Key West Backcountry Safari
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    4.9 (2,484)

    Key West Backcountry Safari

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

     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $120
    $99
    $120
    $99
  • Key West 4 Seater EZGO Golf Cart Rental
    Likely to Sell Out
    Likely to Sell Out
    4.9 (1,080)

    Key West 4 Seater EZGO Golf Cart Rental

    Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $90
    Best Rate
    $90
  • Key West Parasailing Adventure
    Likely to Sell Out
    Likely to Sell Out
    4.9 (532)

    Key West Parasailing Adventure

    Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...

     1 hour (approx.)  Free Cancellation  Instant Confirmation
    $89.95
    $69
    $89.95
    $69
  • Key West Dive in a Day Scuba Resort Course
    Likely to Sell Out
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
    Likely to Sell Out
    4.9 (138)

    Key West Dive in a Day Scuba Resort Course

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

     9 hours (approx.)  Free Cancellation  Instant Confirmation
    $269
    $229
    $269
    $229
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Cool Things To Do in Key West

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