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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Jessica Ann Art

Jessica Ann Art — original marine-life acrylic paintings in Florida Keys, where conservation meets Caribbean color.

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

Florida Keys National Marine Sanctuary Eco Discovery Center

Florida Keys Eco-Discovery Center — immersive marine sanctuary exhibit in Key West, where education meets ocean conservation.

Key West

Sails To Rails Museum at Flagler Station

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

Southernmost Point of the Continental U.S.A.

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

Key West

Shipwreck Museum

Step back into Key West’s maritime past through shipwrecks, artifacts, and a 65-ft lookout tower at the Key West Shipwreck Museum.

Key West

Ernest Hemingway Home & Museum

Explore the legendary Ernest Hemingway Home & Museum in beautiful Key West!

Key West Shipwreck Museum

Step back to 1856 and explore Key West’s thrilling shipwreck history!

Key West

Key West Burlesque

KW Burlesque — live burlesque & cabaret performances in Key West, where daring glamour meets island nightlife.

Key West

Oldest House Museum & Gardens Key West

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

Key West

The Purple Cottage

The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.

Key West

Key West Sunsets

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

Key West

Conch Train Tour

Explore Key West's top sights and stories on the iconic Conch Tour Train!

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

Archeo Gallery

Archeo Gallery is a longtime Duval Street gallery showcasing story-driven art, bespoke rugs inspired by the Florida Keys, fine local jewelry, and rare ancient fish fossils.