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
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
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
Alex Vega Key West Firehouse Museum
In 1886 Key West burned for twelve hours, in part because the city's only steam fire engine had been shipped to New York for repairs. The Alex Vega Key West Firehouse Museum lives inside the 1907 Station No. 3, fire pole and all, and tells you how the island fought back.
Meetings Max
25
Key West
Yankee Freedom Dry Tortugas Ferry
Dry Tortugas National Park — remote Florida Keys paradise 70 miles west of Key West featuring historic Fort Jefferson, turquoise water, pristine beaches and world-class snorkeling.
Islamorada
Florida Keys History & Discovery Center
Explore Florida Keys' rich history, marine life, and local art at this interactive discovery center.
Key West
Oldest House Museum & Gardens Key West
Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.
Key West
Florida Keys Council of the Arts
Monroe County's official arts agency is the reason there are 19 monumental sculptures standing along the Overseas Highway from Key West to Key Largo. Its free gallery guide, cultural calendar and public art maps are the fastest way to find what is happening while you are here.
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.
Key West
Ernest Hemingway Home & Museum
Explore the legendary Ernest Hemingway Home & Museum in beautiful Key West!
Key West
The Historic Armory
One of the few armories built in the South after the Civil War, and an unusual wood-frame one at that, this 1903 landmark on White Street has been on the National Register of Historic Places since 1971. Twelve artist studios fill the second floor and Fringe Theater performs on the first.
Key West
Florida Keys National Marine Sanctuary Eco Discovery Center
Florida Keys Eco-Discovery Center — immersive marine sanctuary exhibit in Key West, where education meets ocean conservation.
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
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
