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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Marathon

Pigeon Key and Marine Science Center

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

Key West

Effusion Gallery

Four thousand square feet over two floors, hung with hyperreal candy wrappers the size of a door and portraits set with Swarovski crystals. It is also open late, which makes it the one gallery on Duval you can walk into after dinner.

Key West

Oldest House Museum & Gardens Key West

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

Key West

Holle Fine Art Gallery

Holle represents Tom Everhart, the only artist Charles Schulz ever taught and legally authorized to paint Peanuts as fine art. The gallery sits on Duval and stays open until ten every night, so it fits into an evening rather than competing with your beach day.

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

Mzoe Arts

Mzoe Arts is a Key West ceramics studio and artisan brand by South African-born potter Thabane Mpofu, crafting one-of-a-kind hand-built ceramic creations inspired by his late father's artistry and a mission to employ and mentor fellow artisans from his community.

Key West

Alan S Maltz Gallery

Florida's Official Fine Art Photographer has kept his gallery on Duval Street since New Year's Day 1999. Sunsets, Everglades light, wildlife and a vanishing Old Florida, printed on canvas, aluminum and glass at sizes from modest to architectural.

Islamorada

Elena Madden Studio Gallery

Elena Madden paints water and light from memory, never from a photograph, in Conté crayon and acrylic layered until the surface seems to move. Her studio gallery sits in Islamorada's Morada Way arts district, and her 22-foot tarpon hangs in the lobby at Cheeca Lodge.

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

Key West Theater

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

Key West

Ocean Blue Galleries Key West

An authorized Dr. Seuss collection, Tom Everhart’s Peanuts work, Nano Lopez bronzes and lit glass animals by the Borowski brothers all share this gallery at the top of Duval. The mix leans toward pop art and nostalgia alongside Key West scenes.

Key West

Guild Hall Gallery

Twenty-seven local artists rent individual stalls across two floors here, and each one works the floor five hours a week, so the person selling you a painting is often the person who painted it. The gallery has occupied the same Duval Street building since 1976.

Key West

90 Miles to Cuba

A weather-beaten shell-cleaning shack in the Historic Seaport, now packed with ships' portholes, old anchors, antique postcards of Cuba and paintings of a Key West that mostly is not there anymore. It opens a few afternoons a week, so check before you walk over.

Marathon

Marathon Community Theatre & Cinema

Marathon Community Theatre & Cinema is a nonprofit cultural hub in the Florida Keys offering live theater, films, dance, art, and educational programming.

Key West

Shade Ceramics and Shutter Photography

Shade & Shutter Key West is a serene, artisan gallery where handcrafted ceramics meet evocative nature photography.