The best historic places in Florida will entertain, inform, and probably surprise you. As a bonus, they are also some of the most beautiful places in the state.
Did we miss your favorite?
Florida Rambler is always on the lookout for places that capture the Florida that is being lost to expressways and development. We include historic destinations, Florida landmarks and places where the past lives on in big and small ways. Here’s a scene from Micanopy, located right off I-75 near Gainesville.
The best historic places in Florida will entertain, inform, and probably surprise you. As a bonus, they are also some of the most beautiful places in the state.
Did we miss your favorite?
This historic restaurant near Marjorie Kinnan Rawlings Historic State Park at Cross Creek is a great place to eat like a cracker. It offers an old Florida ambiance and menu.
Micanopy is right off I-75 near Gainesville, but it feels far away — like a small town in a Florida long gone. That’s why it was site for filming of ‘A Land Remembered,” a beloved Florida family saga.
A scenic road through Everglades National Park also brings you past a cute little roadside stop: the smallest post office in the US. In an era where post offices are being closed to save money, this little outpost dating to 1953 is a survivor.
The Gamble Mansion has white columns to rival Tara and was the site of a dramatic Civil War event. It’s the only antebellum mansion left in South Florida.
This laid-back beach town isn’t famous, but it charms visitors with its funky Florida history, gorgeous beaches and a cute downtown with interesting restaurants and shops.
St. Petersburg is full of Old Florida treasures, from a beautiful brick 1927 comfort station next to the new bayfront pier to the Sunken Gardens, a cherished roadside attraction complete with a flock of flamingoes. St. Pete has grown younger and livelier, but it retains much of its original charm.
Safety Harbor is ranked among America’s Top 10 in USA Today’s 10Best reader surveys for “Best Main Street” and “Best Small Town in the South” in 2025.
Mount Dora has a lively downtown and a well-preserved historic district on a pretty lake. It’s a walkable small town with good dining and shopping. We love the great kayaking and biking nearby.
As you plan your Florida travels, here are nine towns that I’ve found make great bases for exploring. Each puts you in the center of outstanding places to hike, bike, kayak and explore history. Each is surrounded by natural beauty.
St. Augustine Pirate Museum offers rare, authentic artifacts; it’s a real museum. But it injects of dose of Disney and interactive exhibits to make it fun for kids.