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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63 Results
Key West Private Inshore Light Tackle Fishing Charter (up to 10 passengers)
Likely to Sell Out
Likely to Sell Out

Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters...

4 hours (approx.) • Free Cancellation
4.9 (23)
$1,300
$1,200
Key West Private Deep Sea Fishing Charter (up to 41 passengers)
Likely to Sell Out
Likely to Sell Out

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...

4-12 hours (approx.) • Free Cancellation
4.9 (19)
from
$1,700
Key West Private Wind & Wine Charter (for up to 30 guests)

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

2 hours (approx.) • Free Cancellation
5.0 (1,702)
from
$3,499

Frequently Asked Questions

These answers are based on answers previously given to Cool Key West customers' questions.

Cool Things To Do in Key West