Vehicle Rentals Top 10 Key West

Best For Adventure

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In Key West, there is more to life than lying on the beach! Sometimes, adventure calls and you have to run and meet it head-on. Get high with a parasail or in a biplane, get down with some Scuba or Snuba diving. Ride free on a jet ski, sail into the sunset, or explore the Dry Tortugas – Cool Key West is the best for Adventure.

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  • Miami to Key West Day Trip
    Likely to Sell Out
    Likely to Sell Out

    Miami to Key West Day Trip

    3,025

    Ride the scenic Overseas Highway all the way to the island of Key West on a1-day tour of the Florida Keys with an exciting Cool...
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     6 hours in Key West (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    $109
    $59
    Details
    $109
    $59
  • Key West Parasailing Adventure
    Likely to Sell Out
    Likely to Sell Out

    Key West Parasailing Adventure

    526

    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...
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     1 hour (approx.)  Free Cancellation  Instant Confirmation
    $89.95
    $69
    Details
    $89.95
    $69
  • 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

    Key West Original Island Jet Ski Tour

    2,870

    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...
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     1 hour 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    $159
    $99
    Details
    $159
    $99
  • 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

    Key West Backcountry Safari

    2,463

    Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
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     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $120
    $99
    Details
    $120
    $99
  • Key West Snuba® (No Dive Certification Required)

    Key West Snuba® (No Dive Certification Required)

    473

    If you want to go beyond snorkeling and experience the world's underwater beauty in the safest and easiest way possible, try Snuba®!...
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     3 hours 30 minutes  Instant Confirmation
    from
    $145
    Details
    from
    $145
  • Key West Original Watersports Adventure

    Key West Original Watersports Adventure

    325

    Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to experience the best of Key West!...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $179.95
    Details
    from
    $179.95
  • 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

    Key West Dive in a Day Scuba Resort Course

    138

    The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....
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     9 hours (approx.)  Free Cancellation  Instant Confirmation
    $269
    $229
    Details
    $269
    $229
  • Key West Deep Sea Fishing Charter
    Likely to Sell Out
    Likely to Sell Out

    Key West Deep Sea Fishing Charter

    262

    Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...
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     4, 6 or 8 hours (approx.)  Free Cancellation
    $1,000
    $900
    Details
    $1,000
    $900
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Cool Things To Do in Key West

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Cool Key West promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Key West and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Key West reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Key West.

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Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

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  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.