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
Robbie's of Islamorada
Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.
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
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
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.
Islamorada
History of Diving Museum
Explore the fascinating history and evolution of diving at the History of Diving Museum!
Meetings Max
50
Marathon
Marathon Air Museum
Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!
Key West
San Carlos Institute
San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.
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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Marathon
Crane Point Hammock Museum & Nature Trails
Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.
Weddings Max
120
Meetings Max
120
Southernmost Point of the Continental U.S.A.
Southernmost Point — iconic landmark & photo destination in Key West, where geography meets tropical charm.
Key West
Tennessee Williams Museum
Tennessee Williams Museum — dedicated to the life and works of the famed playwright in Key West’s Little White House complex.
