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.
Filters
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
Oldest House Museum & Gardens Key West
Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.
Marathon
Marathon Air Museum
Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!
Key Largo
Key Largo Volunteer Fire Museum
Key Largo’s new fire rescue museum honors 70 years of local service & sacrifice.
Yankee Freedom- Dry Tortugas National Park Museum
Dry Tortugas Museum — historic interpretive center & Fort Jefferson exhibits in Key West, where maritime legacy meets interactive learning.
Marathon
St. Columba Episcopal Church
St. Columba Episcopal Church — a vibrant community hub serving Marathon, Florida Keys.
Weddings Max
100
Meetings Max
100
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.
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.
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
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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
