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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History
Creators
Keys Arts
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The Past in the Present
History here doesn’t hide—it strolls the streets, sails the waters, and lingers in lighthouses, forts, and railways. Museums and historic sites across the Florida Keys tell stories of shipwrecks, pioneers, and a railroad that once seemed impossible.
Wrecking in the Florida Keys
The Florida Keys’ shipwreck salvage history began with the 19th-century wreckers who saved passengers and cargo from sinking ships.
Florida Keys Over-Sea Railroad
On Jan. 22, 1912, when Ruby Whitlock was eight years old, she watched the arrival of the first train that ever traveled down the Florida Keys Over-Sea Railroad tracks from mainland Florida to Key West.
Key West African Cemetery
Listed on the National Register of Historic Places, a memorial honors the African Burial Ground at Higgs Beach.
Performing Arts
The Florida Keys inspires creativity across all genres: music and literary, stage and screen, studio and structure. Experience performances and installations here today, and learn about the creators of yesteryear who drew inspiration from our island paradise.
Live Music
Music is part of the rhythm of life in The Florida Keys & Key West. From waterfront tiki bars and open-air patios to intimate lounges and lively...
Ernest Hemingway
Learn about Ernest Hemingway, his literary reputation and his larger-than-life persona. Credited with establishing Key West as a literary haven, Hemingway left a legacy that remains vibrant today.
Jimmy Buffett
For millions around the world, the words Key West and Jimmy Buffett are nearly synonymous. He lived in the island city during some of his most productive years—developing the “tropical rock” style and laid-back persona that helped make him a world-renowned musical icon.
Tennessee Williams
Did you know that internationally renowned playwright Tennessee Williams lived in Key West for more than 30 years? During his time here, he completed "Summer and Smoke" and wrote "Night of the Iguana" among other works.
Famous Musicians Inspired by The Florida Keys
Bob Dylan loves Key West. In fact, the legendary singer-songwriter immortalizes it as “the enchanted land” and “land of light”. Others from the Keys include country superstars Kenny Chesney and Toby Keith.
Florida Keys Council of the Arts
The Florida Keys Council of the Arts is the driving force behind much of the cultural heartbeat of the islands, working to celebrate and share the region's creativity with both residents and visitors.
The Connections Project: A Mosaic of the Keys
Visual art and music by top Florida Keys talents are to take center stage during the Connections Project.
Florida Keys Council of the Arts
The Florida Keys Council of the Arts is the driving force behind much of the cultural heartbeat of the islands, working to celebrate and share the...
15 Ways to Experience Arts in Key West
Long a haven for writers, artists, and dreamers, Key West continues to inspire with its sun-soaked streets, storied past, and vibrant creative spirit.
‘Islands of the Arts’ Sculpture Trail
You can find visual artistry almost everywhere in the Florida Keys: in palm-fringed shorescapes beside the Atlantic Ocean and Gulf of Mexico, orange...
They Built the Keys
Dreamers and doers. Leaders and legends. The Keys wouldn't be the same without them, and you'll see their impact woven throughout our islands. In museums, at festivals, on the walls of bars, and in food and drink inspired by their vision.
Mel Fisher
Legendary shipwreck salvor Mel Fisher, who found the wreck of the 1622 Spanish galleon Atocha, was one of Key West's most colorful and inspirational characters.
President Harry S. Truman Little White House
“My grandfather once said that presidents shouldn’t have descendants,” revealed Clifton Truman Daniel, “because those descendants would spend the rest of their lives having people think they should live up to their ancestors.”
Henry Flagler: Railroad Visionary
Henry Morrison Flagler never lived in the Florida Keys, but he left a lasting and valuable mark on the island chain.
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Key West
Rams Head Presents
Rams Head Presents — live concerts & entertainment in Key West, where premium touring acts meet intimate island venues.
Islamorada
Islamorada Art Gallery By Pasta
Marine-inspired art gallery & working studio in Islamorada.
Key West
Key West Lighthouse & Keeper's Quarters
Climb 88 steps for sweeping views, explore historic keeper’s family quarters, and learn about maritime heritage at the Key West Lighthouse & Keeper’s Quarters Museum.
Key West
Key West Burlesque
KW Burlesque — live burlesque & cabaret performances in Key West, where daring glamour meets island nightlife.
Key West
The Historic Armory
One of the few armories built in the South after the Civil War, and an unusual wood-frame one at that, this 1903 landmark on White Street has been on the National Register of Historic Places since 1971. Twelve artist studios fill the second floor and Fringe Theater performs on the first.
Key West
Oldest House Museum & Gardens Key West
Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.
Key West
Art On Duval Key West, A Procaccini Gallery
Around twenty painters and photographers on one of the busiest blocks of Duval, from painted surfboards to the founder's own photographs of Keys water and light. Time your trip for winter and you can meet the artists in person.
Key West
Artists Gallery at the Red Door
Red Door Gallery — curated fine art & artists in North Little Rock, where southern culture and diverse mediums converge.
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.
Key West
The Purple Cottage
Jennifer Resor cuts and kiln-fires glass in Key West, and because every piece is shaped and fired by hand, no two come out the same. Sold directly rather than through a storefront.
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.
Islamorada
David Wirth Gallery
David Wirth’s Wirth Gallery showcases striking marine sculptures, bespoke fish-hook creations, and unique slab wood art, all inspired by coastal life and craftsmanship.
Key West
Red Door Gallery
Next door to Pepe's, which has been feeding Key West since 1909, and a few steps from the Historic Seaport. A small gallery of island and Caribbean work by Key West artists, priced to actually buy.
