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.
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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
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
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
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!
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
San Carlos Institute
San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.
Key West
Shrimp Boat Sound Studio
Shrimp Boat Sound Studio — historic recording studio in Key West, where legends like Jimmy Buffett made music in a humble, iconic space.
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 Tropical Forest & Botanical Garden
Discover the only frost-free tropical garden in the continental US—serene, native, and full of life!
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.
Key West
Key West Aquarium
Explore Key West Aquarium's vibrant marine life and interactive touch tanks!
Marathon
St. Columba Episcopal Church
St. Columba Episcopal Church — a vibrant community hub serving Marathon, Florida Keys.
Marathon
Marathon Air Museum
Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!
