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Cool Things To Do in Key West (available today!)

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 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...
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     2 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $79.95
    Details
    Best Rate
    $79.95
  • Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

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

    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...
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     2 hours (approx.)  Free Cancellation  Instant Confirmation
    Best Rate
    $99.95
    Details
    Best Rate
    $99.95
  • Key West Original Watersports Adventure

    Key West Original Watersports Adventure

    315

    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 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...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
  • 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....
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $92.95
    Details
    from
    $92.95
  • Key West Ghosts & Gravestones Tour

    Key West Ghosts & Gravestones Tour

    Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...
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     1 hour  Free Cancellation
    from
    $39.85
    Details
    from
    $39.85
  • Key West Conch Tour Train

    Key West Conch Tour Train

    695

    Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45.10
    Details
    from
    $45.10
  • Key West Snorkeling

    Key West Snorkeling

    507

    Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
  • Key West Pub Crawl

    Key West Pub Crawl

    339

    For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $42.95
    Details
    from
    $42.95
  • 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 •...
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     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...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $69.95
    Details
    from
    $69.95
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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

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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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.