Vehicle Rentals Top 10 Key West

Cool Things To Do in Key West (available this weekend)

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.

  • 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

    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
  • 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

    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
  • 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

    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
  • Key West Afternoon 2-Tank Reef SCUBA Dive

    Key West Afternoon 2-Tank Reef SCUBA Dive

    120

    Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...
    Read More

     4 hours 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $99
    Details
    Best Rate
    $99
  • Key West Morning 2-Tank Wreck SCUBA Dive

    Key West Morning 2-Tank Wreck SCUBA Dive

    87

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

     4 hours 30 minutes (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $99
    Details
    Best Rate
    $99
  • 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

    24

    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
  • Key West Sunset Dinner Cruise
    Likely to Sell Out

    Key West Sunset Dinner Cruise

    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
  • Key West 4 Seater EZGO Golf Cart Rental
    Likely to Sell Out

    Key West 4 Seater EZGO Golf Cart Rental

    933

    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
  • Key West 4 Seater Electric Car Rental
    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 4 Seater Electric Car Rental

    800

    Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...
    Read More

     3 hours and up  Hotel pickup offered  Free Cancellation  Instant Confirmation
    Best Rate
    $90
    Details
    Best Rate
    $90
  • 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

    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
  • Key West Catamaran Dolphin Watch & Sunset Sail

    Key West Catamaran Dolphin Watch & Sunset Sail

    645

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

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

    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
  • Sunset Sip & Sail
    Likely to Sell Out

    Sunset Sip & Sail

    290

    Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...
    Read More

     2 hours  Free Cancellation
    from
    $72
    Details
    from
    $72
  • Key West Dolphin Watch Sunset Snorkel Cruise
    Likely to Sell Out

    Key West Dolphin Watch Sunset Snorkel Cruise

    275

    The Cool Key West Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world...
    Read More

     3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
  • Key West Sunset Snorkel Sail
    Likely to Sell Out

    Key West Sunset Snorkel Sail

    142

    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
  • Key West Party Boat Fishing Charter

    Key West Party Boat Fishing Charter

    142

    Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...
    Read More

     6 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $69.69
    Details
    Best Rate
    $69.69
  • Key West Parasailing Adventure
    Likely to Sell Out

    Key West Parasailing Adventure

    501

    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
  • Miami to Key West Day Trip
    Likely to Sell Out

    Miami to Key West Day Trip

    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...
    Read More

     6 hours in Key West (approx.)  Hotel pickup offered  Free Cancellation  Instant Confirmation
    $109
    $59
    Details
    $109
    $59
  • Key West Hop-On Hop-Off Old Town Tour Trolley

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

    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
  • Key West Snorkeling Adventure

    Key West Snorkeling Adventure

    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...
    Read More

     3 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $49.95
    Details
    Best Rate
    $49.95
Filter

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

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
Language
Currency

Site Settings

Activity name

Currency

Activity name

Sorting, ranking, and search results

Activity name

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.