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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Islamorada

The Hale Gallery

An Islamorada fine art gallery featuring rotating exhibitions from local and visiting artists.

Key West

Backyards of Key West Gallery

Backyards of Key West Gallery offers vibrant, limited edition Giclée canvas prints capturing the island's iconic cottages, beaches, and landmarks, all handcrafted and ready to hang.

Key West

Hellings Curry Museum/ Home of the Key West Woman’s Club

Explore Key West history in a stunning Queen Anne mansion with free guided tours!

The Lower Keys

Big Pine Tattoo & Trade

Big Pine Tattoo & Trade — custom tattoos & trade shop in Miami, where artistry meets authenticity.

Marathon

Marathon Air Museum

Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!

Key Largo

The Key Players

The Key Players — community theater productions in the Upper Keys, where local talent and lively storytelling bring stages to life.

Key West

Key West Outdoor Movies

Key West Outdoor Movies — free community movie nights under the stars at Fort East Martello, Key West.

Key West

Florida Keys Council of the Arts

KeysArts — the Florida Keys Council of the Arts nonprofit promoting local galleries, public art, festivals, events, and cultural experiences throughout the Florida Keys.

Key West

Stone Soup Gallery & Frame Shop

Stone Soup Gallery — Key West’s gallery of fine art, crafts & local expressions in a cozy, creative space.

Key West

Harrison Gallery

Contemporary fine art gallery in Key West, run by the Harrisons.

Key West

Key West Ghost Tours: Southernmost Shadows and Ghosts

Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.

Wyland Gallery of the Florida Keys

Wyland Galleries of the Florida Keys — fine art & marine conservation gallery in Key West, where ocean-inspired beauty meets collector passion.

Key West

Waterfront Playhouse Theater

Waterfront Playhouse — community theatre & live performances in Key West, where intimate storytelling meets tropical charm.

Marathon

Marathon High School Performing Arts Center

The Marathon High School Performing Arts Center in Marathon, Florida is a vibrant local venue for student theater, musicals and community performances in the heart of the Florida Keys.