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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Florida Keys History & Discovery Center

Explore Florida Keys' rich history, marine life, and local art at this interactive discovery center.

Key West

Sunset Pier

Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.

Marathon

Marathon Community Theatre, Inc.

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

Key West

Key West Theater

The Key West Theater — performing arts & live events in Key West, where historic charm meets world-class entertainment.

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.

Key West

Rams Head Presents

Rams Head Presents — live concerts & entertainment in Key West, where premium touring acts meet intimate island venues.

Key West

Mel Fisher Maritime Museum

Discover treasures and history at the Mel Fisher Maritime Museum in Key West!

Key West

Harrison Gallery

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

Key West

Steve Diossy Marine Art Gallery

Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.

Key West

Tropic Cinema

Tropic Cinema — independent & art-house film venue in Key West, where cinematic magic meets community charm.

Key West

Magie Ruley-Island Inspirations

Bright, tropical acrylic art by Key West painter Maggie Ruley — bold colors, island scenes, and happy vibes.

Key West

San Carlos Institute

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

Key West

Millionaire Gallery

Millionaire Gallery specializes in high-end photography and fine art from world-class photographers, with locations in the Keys and online sales.

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.