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.
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.
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.
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.
‘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.
Filters
Key West
LIK Fine Art
Gallery of world-renowned photographer Peter Lik—limited edition nature, landscape & wildlife prints.
Key West
Randy Roberts LIVE!
Randy Roberts — performance magic & illusion shows in Key West, where spectacle meets island enchantment.
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
Art On Duval Key West, A Procaccini Gallery
Explore an eclectic collection of original artworks, photography, and sculptures by local and international artists in the heart of Key West.
Key West
Millionaire Gallery
Millionaire Gallery specializes in high-end photography and fine art from world-class photographers, with locations in the Keys and online sales.
Key West
Key West Burlesque
KW Burlesque — live burlesque & cabaret performances in Key West, where daring glamour meets island nightlife.
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 Art and Historical Society
Explore two centuries of Key West history and art in a stunning historic landmark!
Key West
Key West Ghost Tours: Southernmost Shadows and Ghosts
Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
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
Gingerbread Square Gallery
Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.
Key West
Magie Ruley-Island Inspirations
Bright, tropical acrylic art by Key West painter Maggie Ruley — bold colors, island scenes, and happy vibes.
Key West
Key West Collective | Art Gallery
Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.
