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
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 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
Harry S. Truman Little White House
Presidential museum in Key West.
Weddings Max
300
Meetings Max
50
Total Space
572 sq ft
Largest Room
572 sq ft
Key West
The Historic Armory
The Armory — historic 1903 arts & performance center in Key West, where preservation meets creative community.
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
Shrimpboat Sound Studio
Shrimpboat Sound Studio — historic recording studio in Key West, where legends like Jimmy Buffett made music in a humble, iconic space.
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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Key West
Alex Vega Key West Firehouse Museum
Explore Key West's historic firehouse museum with unique artifacts and fun tours!
Meetings Max
25
Key West
Oldest House Museum & Gardens Key West
Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.
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
Key West Garden Club at West Martello Tower
Tropical garden paradise by the sea at the historic West Martello Tower—free-admission gardens, beach views, volunteer-run, perfect for nature lovers in Key West.
Key West
Key West Cultural Center and Veterans Museum and William Weech American Legion Post 168
The Key West Cultural Center & Veterans Museum is a community initiative dedicated to preserving and celebrating the history, culture, and military heritage of the Florida Keys through exhibits, educational programs, and cultural events.
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.
