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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Key West

Key West Aquarium

Explore Key West Aquarium's vibrant marine life and interactive touch tanks!

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150

Key West

Williams Hall

Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.

Key West

Randy Roberts LIVE!

Randy Roberts — performance magic & illusion shows in Key West, where spectacle meets island enchantment.

Key West

The Key West Amphitheater

The Key West Amphitheater — live music & concert venue in Key West, where island vibes meet high-energy performances.

Key West

Gingerbread Square Gallery

Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.

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!

Key West

Key West Garden Club at West Martello Tower

Tropical garden paradise by the sea at the historic West Martello Tower—free-admission gardens, beach views, volunteer-run, perfect for nature lovers in Key West.

Key West

Mark Funkhouser Photography

Vibrant, storytelling photography capturing proposals, couples, families, events, headshots, and more throughout Key West, Florida.

Key West

Sails To Rails Museum at Flagler Station

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

Key West

The Historic Armory

The Armory — historic 1903 arts & performance center in Key West, where preservation meets creative community.

Key West

Key West Impromptu Classical Concerts

Key West Impromptu — chamber music concert series in Key West, where world-class classical performance meets community spirit.

Key West

The Birdcage Cabaret

The Birdcage Cabaret — live drag & variety cabaret in Key West, where glitz, music & bold performances light up the night.

Key West

Suenami Art

Experience vibrant coastal seascapes, marine wildlife and tropical wave art by Susan Gillingham — an acclaimed South Florida artist blending Caribbean flair with ocean passion

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.