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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.

Read More about 7 things to do in St. Petersburg for an Old Florida flavor

Deering Estate is a serene spot in South Dade offering sweeping views of Biscayne Bay, a fascinating tour of a castle-like home and boat tours of Biscayne National Park. In September and October, there will be weekly historic ghost tours on Thursday evenings.

Read More about Deering Estate: 6 things that make this hidden getaway delightful — plus ghost tours