(855) 274-1023 Questions? Call Us Now!


Cool Key West can keep you going night and day if you want because there is so much to do here that it would take a month of 40-hour days just to get started. In fact, unless you just want to skip to our famous Top 10 Key West ™ best of Key West tours and activities, it will take a while just to surf through and see what we have for you to try!

Read More

Best For Adventure

22 Tours & Activities

In Key West, there is more to life than lying on the beach! Sometimes, adventure calls and you have to run and meet it head-on. Get high with a parasail or in a biplane, get down with some Scuba or Snuba diving. Ride free on a jet ski, sail into the sunset, or explore the […]

Learn More

Best For Culture & History

5 Tours & Activities

Experience Key West history in Old Town, the most extensive collection of historical wooden buildings in the U.S. Explore Fort Jefferson, the biggest brick structure in America, or see the world’s largest collection of sunken treasure and shipwreck artifacts at the Mel Fisher Maritime Museum. Let be your guide to Key West Culture and History.

Learn More

Best For Relaxation

24 Tours & Activities

Sometimes, you just want to sit back and let the scenery go by. Whether you prefer a boat ride out to the Dry Tortugas followed by a day on the beach, a catamaran cruise to the reef for a quick snorkel before sunset happy hour, or a sampling of fine wines on the deck of […]

Learn More

Best For Romance

20 Tours & Activities

Couples can have a great time exploring the natural nooks and coves of the mangrove islands by kayak or snorkeling hand-in-hand over the colorful living reef. Key West is for lovers, and nothing makes for Romance like an afternoon playing in the blue water followed by a champagne toast as you sail into the sunset.

Learn More

Getting Around Key West

15 Tours & Activities

In addition to booking Key West’s most popular Biking & Walking Tours, can help you rent Bicycles, Electric Cars and Scooters (awesome Boat Rentals, too!). Getting around becomes a breeze. No more traffic jams or interstates, this ain’t the mainland. Have fun sightseeing the island way with !

Learn More

Key West Shopping & Gifts

3 Tours & Activities

Key West shopping is best described as “eclectic”. From the Key West Shopping stores lining Duval Street to malls, Key West art gallery districts, funky boutiques, ethnic goods, and Cigar Alley, visitors interested in Key West shopping and gifts can find it all here. Key West shoppers looking for high-end designer goods or one-of-a-kind art […]

Learn More

Key West Shore Excursions

7 Tours & Activities

Key West cruise ship passengers should make the most of your island time by booking the best Key West Shore Excursions online at Cool Key West. We’ve got an array of trips that will suit your timeframe, from snorkeling the reef, parasailing and jet skiing to glass bottom boat rides and sailing into the sunset. […]

Learn More

Staff Picks

8 Tours & Activities

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, […]

Learn More

Things To Do in Key West with Kids

26 Tours & Activities

Everyone is a kid in Key West, because this island is all about fun Things To Do in Key West for Kids. If you are looking to entertain some youth, or regain your youth, you are in the right place because Cool Key West has many Things To Do in Key West with Kids. Check […]

Learn More

Top 10 Key West

10 Tours & Activities

The Cool Key West Top 10 Key West™ is the original Best of Key West list. These tours and activities are hand-selected and fun-tested to provide the most excitement for the best prices on the island. When you book a Top 10 Key West™ tour you can be sure you are choosing from the very […]

Learn More