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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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.
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.
St. Paul's Episcopal Church Key West
Founded in 1832 and the oldest congregation in Florida south of St. Augustine, St. Paul's Episcopal Church is one of Key West's most treasured historic landmarks, offering weekly worship, an annual concert series, and five on-grounds wedding and event venues at 401 Duval Street — all while undergoing a breathtaking historic restoration for its 200th anniversary in 2032.
Key West Ghost Tours: Southernmost Shadows and Ghosts
Southernmost Shadows and Ghosts is US Ghost Adventures’ guided ghost walk through Key West’s Old Town, meeting at Amsterdam’s Curry Inn on Caroline Street. Over about a mile at an easy pace, guides share the island’s hauntings, from the legend of Robert the Doll to the stories behind its oldest houses and saloons.
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.