Artist painting a canvas in a sunlit studio with brushes in the foreground.

Arts & Culture

In The Florida Keys, creativity flows as freely as the tides. From galleries filled with local paintings and sculptures to theaters, dance, live music, and street festivals, the islands wear their artistry in full color. Key West has long lured writers, dreamers, and free spirits, while each destination brings its own twist—think outdoor art walks, history museums, and quirky roadside treasures. Whether you’re browsing studios or catching a play, culture here feels refreshingly unbuttoned, sun-soaked, and impossible to forget.

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801 Bourbon Bar

801 Bourbon Bar is Key West's legendary LGBTQ nightclub at 801 Duval Street — home to the world-famous 801 Girls drag show, daily specialty cocktails, karaoke, bingo, and nonstop fun from noon to 4 AM every single day.

Key West

The Studios of Key West

The Studios of Key West inspires creativity, supports artists, and builds community through vibrant art, performances, and residencies.

Key West

San Carlos Institute

San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.

Key West

Key West Cooking Show

Key West Cooking Show: Dinnertainment blending history with flavor.

Key West

Abstracta

A small Duval Street gallery stocked with work that does not look like anybody else's on the street, including sculpture built out of reclaimed metal. It stays open into the evening, which makes it one of the few galleries you can browse after dinner.

Southernmost Point of the Continental U.S.A.

Southernmost Point — iconic landmark & photo destination in Key West, where geography meets tropical charm.

Islamorada

The Art Guild of the Purple Isles

An artists' guild founded in 1966, now more than a hundred members strong, running six shows a year at venues across the Upper Keys. Most of it happens November through April, so time your visit if you want to catch something.

Islamorada

Old Road Gallery

Dwayne and Cindy King throw pottery and cast bronze in a workshop you can stand and watch, then set the results loose in a hardwood garden of winding paths, sculpture and free-range peacocks. It is at mile marker 88.8 and ranks among the top ten things to do in Islamorada.

Key West

Sails To Rails Museum at Flagler Station

Explore Key West history from tall ships to railroads at Sails to Rails Museum!

Marathon

Marathon Community Theatre, Inc.

Cinema in the Florida Keys, featuring musicals, comedies, and classic films.

Key West

Mzoe Arts

Mzoe Arts is a Key West ceramics studio and artisan brand by South African-born potter Thabane Mpofu, crafting one-of-a-kind hand-built ceramic creations inspired by his late father's artistry and a mission to employ and mentor fellow artisans from his community.

Key West

Oldest House Museum & Gardens Key West

Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.

Key West

Artists Gallery at the Red Door

Red Door Gallery — curated fine art & artists in North Little Rock, where southern culture and diverse mediums converge.

Key West

Shrimp Boat Sound Studio

Shrimpboat Sound Studio — historic recording studio in Key West, where legends like Jimmy Buffett made music in a humble, iconic space.