Staff Picks

Who has the best job in the entire world? Ask Lisa, Jen, and Thomas at CoolKeyWest.com: “We do!” As some of the hardest-working vacation specialists in Key West—which means A LOT of waverunner tours and sunset cruises!—no one knows Key West vacation fun like they do. When it comes to what makes Key West great, take it from these three: “YOU do!”

Key West Split Fishing Charter
On a Key West Split Fishing Charter, you save by dividing the charter cost between several people. Book your Key West split-charter fishing trip now...
$200

Key West Original Island Jet Ski Tour
Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...
$119.95

Key West Backcountry Safari
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
$99

Key West Wind & Wine Sunset Sail
Wind & Wine has been the #1 rated sunset sail on Attractions Key West for over a decade. In our opinion, this is the best...
$99

The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....
$229

Key West Deep Sea Fishing Charter
Experience the thrill of a Key West deep sea fishing adventure on a hunt for trophy game fish with your own Key West fishing charter...
$900

Key West 4 Seater Electric Car Rental
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...
$90

Key West 4-Seater Gas Powered Golf Cart Rental
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...
$90

