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

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

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

Tennessee Williams Museum

Tennessee Williams Museum — dedicated to the life and works of the famed playwright in Key West’s Little White House complex.

Key West

Alex Vega Key West Firehouse Museum

Explore Key West's historic firehouse museum with unique artifacts and fun tours!

Meetings Max
25

Key West

Key West Aquarium

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

Weddings Max
150
Meetings Max
150

Key West

Sunset Pier

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

Key West

Key West Sunsets

KWSunsets showcases vibrant Key West-inspired artwork, featuring original paintings and prints of island sunsets.

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

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

Waterfront Playhouse Theater

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

Key West

Yankee Freedom Dry Tortugas Ferry

Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.

Key West

Comedy Key West

Experience top comedy shows and open mics in vibrant Key West! Laugh live now!

Key West

Key West Art and Historical Society

Explore two centuries of Key West history and art in a stunning historic landmark!