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

Conch Train Tour

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

Key West

Tennessee Williams Theatre

Tennessee Williams Theater — immersive theater & experiential performances in Key West, where storytelling becomes adventure.

Key West Shipwreck Museum

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

Marathon

Pigeon Key and Marine Science Center

Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key

Islamorada

Maria Wagner Artworks

Painting with Maria — original tropical art & interactive paint parties in Islamorada, where island vibes meet creative expression.

Key West

Zero Mile Art

Zero Mile Art — art gallery & souvenir shop in Key West, where local creativity meets iconic island memory.

Islamorada

Windley Key Fossil Reef Geological State Park

Windley Key Fossil Reef Geological State Park — a unique blend of geology, history and nature trails in Islamorada.

Key West

Gingerbread Square Gallery

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

Taylor Hale Studio & Gallery

Taylor Hale Fine Art — atmospheric ocean & sky oil paintings in Islamorada, where nature and imagination merge.

Islamorada

Tavernier Cinema 5

Tavernier Cinema 5 is a modern five-screen movie theater in Tavernier offering mainstream and 3D films with Dolby surround sound.

Key West

SeaSister Island Gallery

Discover high-end contemporary art from local and international artists in vibrant Key West.

Key West

The Studios of Key West

The Studios of Key West inspires creativity, supports artists, and builds community through vibrant art, performances, and residencies.

Key West

Key West Burlesque

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

Islamorada

Michelle Nicole Lowe, Artist

Michelle Nicole Lowe creates vivid watercolors and gallery art in Islamorada, celebrating Keys marine life and conservation.