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

Barbara Hann Art

Barbara Hann is a Key West oil painter who captures the tropical light, palm trees, and coastal scenes of the Florida Keys on canvas. Her originals, prints, and collector's book bring a bit of island color home, and she shows her work at The Studios of Key West.

Marathon

St. Columba Episcopal Church

St. Columba Episcopal Church — a vibrant community hub serving Marathon, Florida Keys.

Weddings Max
100
Meetings Max
100

Key West

Key West Gallery

Seventy-odd artists across two floors of Duval, anchored by Bill Mack, whose portraits of Hollywood stars are carved into metal salvaged from the original Hollywood Sign. Open until ten most nights and eleven on weekends.

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

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

Island Style Gallery

A Duval Street storefront of American craft rather than framed art: hand-painted furniture, pottery, glass, jewelry, tiles and sculpture, most of it one of a kind. Owner Dyan Stuglin buys primarily from Florida artists.

Key West

Randy Roberts LIVE!

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

Islamorada

Old Road Gallery

Dwayne and Cindy King throw pottery and cast bronze in a workshop you can stand and watch, then set the results loose in a hardwood garden of winding paths, sculpture and free-range peacocks. It is at mile marker 88.8 and ranks among the top ten things to do in Islamorada.

Key West

One Fish, Two Fish Studio

Art classes in a Whitehead Street studio a short walk from the Hemingway Home, working in watercolor, acrylic and mixed media. The studio also takes commissions, including pet portraits and murals.

Key West

Red Barn Theatre

Red Barn Theatre — professional live theater in Key West, where big stories come alive in an intimate, historic space.

Key West

Zero Mile Art

The green Mile 0 sign at Whitehead and Fleming is the photograph people drive the whole Overseas Highway to take, and this shop sits on the corner. Art prints and local gifts inside, plus cold drinks and key lime pie, open until eight.

Key Largo

Reef Environmental Education Foundation (REEF)

Explore ocean conservation with REEF's citizen science, education, and marine programs.

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

Key West Art and Historical Society

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

Key West

Alex Vega Key West Firehouse Museum

In 1886 Key West burned for twelve hours, in part because the city's only steam fire engine had been shipped to New York for repairs. The Alex Vega Key West Firehouse Museum lives inside the 1907 Station No. 3, fire pole and all, and tells you how the island fought back.

Meetings Max
25