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.

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Key West Morning Snorkel Trip
Likely to Sell Out
Likely to Sell Out

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...

3 HoursFree Cancellation
3 HoursFree Cancellation
3 Hours • Free Cancellation
4.7 (553)
Best Rate
$54.95

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

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
2 hours (approx.)Free Cancellation
2 hours (approx.) • Free Cancellation
5.0 (1,678)
$109
$99

Key West “Commotion on the Ocean” Live Music Sunset Sail
Likely to Sell Out
Likely to Sell Out

This is the Key West sunset cruise party everyone talks about — live music, open-bar beer, wine, & margaritas, delicious appetizers, dancing, and a great...

2 Hours (approx.)Free Cancellation
2 Hours (approx.)Free Cancellation
2 Hours (approx.) • Free Cancellation
4.8 (960)
Best Rate
$79.95

Key West Parasailing Adventure
Special Offer
Special Offer

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 HourFree Cancellation
1 HourFree Cancellation
1 Hour • Free Cancellation
4.9 (977)
$84.95
$64.45

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

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
4.5 or 6.5 hours (approx.)Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,661)
$120
$99

Key West Afternoon Snorkeling Trip with Margaritas

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...

3 HoursFree Cancellation
3 HoursFree Cancellation
3 Hours • Free Cancellation
4.7 (553)
Best Rate
$59.95

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

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...

2 hours (approx.)Hotel pickup offeredFree Cancellation
2 hours (approx.)Hotel pickup offeredFree Cancellation
2 hours (approx.) • Hotel pickup offered • Free Cancellation
4.9 (128)
$99
$89

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

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

1.5 HoursFree Cancellation
1.5 HoursFree Cancellation
1.5 Hours • Free Cancellation
4.9 (3,009)
$169.95
$119.95

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.
Likely to Sell Out

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

4.5 or 6.5 hours (approx.)Free Cancellation
4.5 or 6.5 hours (approx.)Free Cancellation
4.5 or 6.5 hours (approx.) • Free Cancellation
4.9 (2,661)
$99
$90

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.
Likely to Sell Out

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....

4 or 6 hours (approx.)Free Cancellation
4 or 6 hours (approx.)Free Cancellation
4 or 6 hours (approx.) • Free Cancellation
4.8 (499)
$350
$200

Key West Rum & Reggae Snorkeling Sunset Sail Combo

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...

3 HoursFree Cancellation
3 HoursFree Cancellation
3 Hours • Free Cancellation
4.8 (336)
Best Rate
$59.95

Key West Dolphin Watch & Snorkel Combo

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...

3 HoursFree Cancellation
3 HoursFree Cancellation
3 Hours • Free Cancellation
4.8 (1,065)
Best Rate
$79.95

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Cool Things To Do in Key West

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