Museums & Historic Sites
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. Wander through homes of famous writers, climb old fort walls, or step into tiny museums bursting with artifacts. Each stop layers new depth onto the turquoise backdrop. These listings will guide you to the places where past and present meet—sometimes quirky, often surprising, always unforgettable.
Fred the Tree: The Florida Keys’ ‘Celebri-Tree’
Fred the Tree — the Florida Keys’ beloved, thriving and resolute “celebri-tree” that grows improbably on the historic Old Seven Mile Bridge — is a movie star.
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.
Key West African Cemetery
Listed on the National Register of Historic Places, a memorial honors the African Burial Ground at Higgs Beach.
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.
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.
1 of
Filters
Key West Legal Rum
Key West Legal Rum Distillery offers free daily tours and tastings of small-batch, salt-cured rums crafted by chef-distiller Paul Menta. Located at 105 Simonton St, it's a must-visit for rum enthusiasts and curious travelers alike.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Key West
San Carlos Institute
San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.
USCGC Ingham Maritime Museum
USCGC Ingham Memorial Museum — historic Coast Guard cutter & floating maritime museum in Key West, where legends of service meet immersive history.
Key West
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Marathon
Pigeon Key and Marine Science Center
Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key
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
Key West Museum of Art & History at the Custom House
Explore Key West's rich history and art in a stunning historic Custom House museum.
Key West
Fort East Martello Museum
Explore Civil War history, unique art, and the eerie legend of Robert the Doll at Fort East Martello Museum.
Islamorada
History of Diving Museum
Explore the fascinating history and evolution of diving at the History of Diving Museum!
Key West
Hellings Curry Museum/ Home of the Key West Woman’s Club
Explore Key West history in a stunning Queen Anne mansion with free guided tours!
