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Cool Things To Do in Key West

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Key West Tours

Attractions

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Recommendations

There are so many Things To Do In Key West! Check out the best tours, activities, and things to do at Cool Key West. Our Key West Water Sports packages make it easy to get in and on the waters of Key West. Or, take it a little more laid-back with a Key West Eco Tour. Snorkeling and Sunset Sails are visitor favorites. Last, but not least, thrill seekers will love our Jet Ski Tours of Key West.

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  • Key West Beach Pass
    Special Offer

    Key West Beach Pass

    New To The Site!

    The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the...
    Read More

     Beach pass 9am - 5pm / Parasailing 1 hour (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99.69
    Details
    $109
    $99.69
    Details
  • Key West 4 Seater EZGO Golf Cart Rental
    Likely to Sell Out

    Key West 4 Seater EZGO Golf Cart Rental

    851

    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...
    Read More

     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $90
    Details
    Best Rate
    $90
    Details
  • Key West Split Fishing Charter
    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.

    Key West Split Fishing Charter

    476

    Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....
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     4 or 6 hours (approx.)  Free Cancellation
    $350
    $200
    Details
    $350
    $200
    Details
  • 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.

    Key West Wind & Wine Sunset Sail

    1,461

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

     2 hours (approx.)  Free Cancellation  Instant Confirmation
    $109
    $99
    Details
    $109
    $99
    Details
  • Key West Sail, Snorkel, Kayak with Sunset Option
    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.

    Key West Sail, Snorkel, Kayak with Sunset Option

    2,379

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

     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $99
    $90
    Details
    $99
    $90
    Details
  • 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.

    Key West Original Island Jet Ski Tour

    2,750

    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...
    Read More

     1 hour 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    $159
    $99
    Details
    $159
    $99
    Details
  • Key West Original Watersports Adventure

    Key West Original Watersports Adventure

    314

    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!...
    Read More

     6 hours  Free Cancellation  Instant Confirmation
    from
    $179.95
    Details
    from
    $179.95
    Details
  • Key West Private Deep Sea Fishing Charter (up to 41 passengers)
    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.

    Key West Private Deep Sea Fishing Charter (up to 41 passengers)

    15

    Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...
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     4-12 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $1,700
    Details
    Best Rate
    $1,700
    Details
  • Key West Snorkeling Adventure

    Key West Snorkeling Adventure

    1,362

    Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...
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     3 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $49.95
    Details
    Best Rate
    $49.95
    Details
  • Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location
    Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.

    Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

    23

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

     3 hours 30 minutes (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $99
    Details
    Best Rate
    $99
    Details
  • Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
    Special Offer

    Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

    121

    Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
    Read More

     2 hours (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    $99
    $89
    Details
    $99
    $89
    Details
  • Key West Parasailing Adventure
    Likely to Sell Out

    Key West Parasailing Adventure

    498

    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...
    Read More

     1 hour (approx.)  Free Cancellation  Instant Confirmation
    $89.95
    $69
    Details
    $89.95
    $69
    Details
  • Key West Private Wind & Wine Charter (for up to 30 guests)

    Key West Private Wind & Wine Charter (for up to 30 guests)

    1,461

    The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Cool Key West three years running. See the sunset...
    Read More

     2 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $3,499
    Details
    Best Rate
    $3,499
    Details
  • Key West Hop-On Hop-Off Old Town Tour Trolley

    Key West Hop-On Hop-Off Old Town Tour Trolley

    1,353

    The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...
    Read More

     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $55.60
    Details
    from
    $55.60
    Details
  • Key West Sunset Dinner Cruise
    Likely to Sell Out

    Key West Sunset Dinner Cruise

    1,552

    Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....
    Read More

     2 hours  Free Cancellation  Instant Confirmation
    from
    $92.95
    Details
    from
    $92.95
    Details
  • Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

    Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

    3,262

    Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...
    Read More

     2 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $79.95
    Details
    Best Rate
    $79.95
    Details
  • Key West Safari Snorkel Adventure

    Key West Safari Snorkel Adventure

    189

    Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28...
    Read More

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $197.12
    Details
    from
    $197.12
    Details
  • 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.

    Key West Backcountry Safari

    2,379

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

     4.5 or 6.5 hours (approx.)  Free Cancellation  Instant Confirmation
    $120
    $99
    Details
    $120
    $99
    Details
  • Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

    Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

    1,528

    Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...
    Read More

     2 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $99.95
    Details
    Best Rate
    $99.95
    Details
  • Key West Catamaran Dolphin Watch & Sunset Sail

    Key West Catamaran Dolphin Watch & Sunset Sail

    644

    Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...
    Read More

     2 hours 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $89.95
    Details
    Best Rate
    $89.95
    Details
  • Key West Sunset Snorkel Sail
    Likely to Sell Out

    Key West Sunset Snorkel Sail

    137

    Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best kid-friendly options for Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Activities are:

View all kid-friendly Activities →

Q: Which Activities have Instant Confirmation?

A: Activities with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Activities have Free Cancellation?

A: Activities with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Q: I need a ride! Which Activities include Hotel Pickup?

A: No problem. These Activities include Hotel Pickup:

View all Activities with Hotel Pickup →

Cool Things To Do in Key West

Cool Things To Do in Key West

There are so many Things To Do In Key West! Check out the best tours, activities, and things to do at Cool Key West. Our Key West Water Sports packages make it easy to get in and on the waters of Key West. Or, take it a little more laid-back with a Key West Eco Tour. Snorkeling and Sunset Sails are visitor favorites. Last, but not least, thrill seekers will love our Jet Ski Tours of Key West.

Read More
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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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Gather your information

Locate your Cool Key West Booking Number and the proof of the lower price you found.

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We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

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.

Sorting, ranking, and search results

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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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