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30+ Best Things to do in Key West, Florida

People gathering at outdoor booths for the sunset celebration on the edge of the water in Key West.

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Welcome to Key West — one of my favorite places on the planet! There are so many fun things to do in Key West, Florida, the southernmost city in the contiguous United States. This town is a lively place with something for everyone.

Whether you’re here for Key West’s legendary festivals or nightlife, snorkeling and kayaking adventures, historic sites and museums, or all of the key lime pie (raises hand), you are going to love Key West as much as I do!

I adore Key West and I find something new to do every time I visit.

From following in Hemingway’s footsteps to celebrating the sunset every night, let me show you my favorite things to do in this little slice of heaven in South Florida. 

This post was published in January 2024 and was co-written by Adventurous Kate and Riana Ang-Canning.

It’s sunset celebration time in Key West!

Best Things to Do in Key West, Florida

Catch the Sunset Celebration at Mallory Square

The Sunset Celebration was the first thing that I ever did in Key West — and it made me fall in love with the place immediately! Two hours before sunset, locals and visitors gather at Mallory Square for a big party. Enjoy live music and street performers, take in a comedy show, shop from local vendors, and grab a bite (or a frozen cocktail!) from the food trucks on site.

Be sure to check out my favorite — the cat man! He performs an acrobatics show with his cats!

As the sun starts to sink into the Gulf of Mexico, lighting up the sky in pinks and oranges, everyone gathers to take in the view, just like frequent Key West visitors Mark Twain and Tennessee Williams once did. They don’t call Key West “Home of the Sunset” for nothing! 

The Bull, a bar on Duval Street with people sitting out on the balconies and waving to the camera.
Everyone’s happy to be on Duval Street!

Stroll Duval Street

Duval Street is Key West’s main drag, where you’ll find plenty of places to eat, drink and shop. Yes, this place is extremely touristy — but that’s the charm of it all. You’ll see plenty of Key West locals and visitors hanging out in the bars, no matter what time of day it is!

Many of Key West’s festivals and parades go down Duval Street, including Fantasy Fest in October and Hemingway Days in July. This street is also where you’ll find the Hemingway House, Mallory Square and the Conch Tour Train, all some of the best things to do in Key West. 

Grab a drink at famous bars like…

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