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
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.
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.
Key West
Sails To Rails Museum at Flagler Station
Explore Key West history from tall ships to railroads at Sails to Rails Museum!
Key West
Key West Art and Historical Society
Explore two centuries of Key West history and art in a stunning historic landmark!
Marathon
Marathon Air Museum
Join EAA Chapter 1241 in Marathon, FL—where aviation passion takes flight!
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.
Southernmost Point of the Continental U.S.A.
Southernmost Point — iconic landmark & photo destination in Key West, where geography meets tropical charm.
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
Marathon
Pigeon Key and Marine Science Center
Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key
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
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
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.
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
Florida Keys Council of the Arts
KeysArts — the Florida Keys Council of the Arts nonprofit promoting local galleries, public art, festivals, events, and cultural experiences throughout the Florida Keys.
Key West
Ernest Hemingway Home & Museum
Explore the legendary Ernest Hemingway Home & Museum in beautiful Key West!
