These 17 Perfectly Picturesque Small Towns In Florida Are Delightful

Whether you’re a lifelong resident of Florida or planning your first visit, these quaint small towns in Florida should be on the top of your list of things to see. Each one has its own rich history, unique charm, and lots of natural beauty. Pick any one (or several) of these and make your travel plans today.

Have you been to any of these towns? What are your favorite small towns in Florida? Please share your comments with us below! If these charming Florida towns inspired you to get outside and do a little exploring, gas up the car and take this road trip to some of the most scenic towns in Florida.

Address: Cedar Key, FL 32625, USA
Address: Seaside, FL 32459, USA
Address: Micanopy, FL 32667, USA
Address: Tarpon Springs, FL, USA
Address: Mount Dora, Mt Dora, FL 32757, USA
Address: DeLand, FL, USA
Address: St. Augustine, FL, USA
Address: Chipley, FL 32428, USA
Address: Lake Placid, FL 33852, USA
Address: Matlacha, FL 33993, USA
Address: DeFuniak Springs, Defuniak Springs, FL, USA
Address: Stuart, FL, USA
Address: Dunedin, FL, USA
Address: Winter Park, FL, USA
Address: Apalachicola, FL 32320, USA
Address: Fernandina Beach, FL 32034, USA
Address: Niceville, FL, USA
The OIYS Visitor Center

Small Towns In Florida

September 21, 2022

What is the most naturally beautiful town in Florida?

With over 8,000 miles of coastline and some of the most beautiful beaches in America, you can rest assured that there are plenty of naturally beautiful towns in Florida to explore. It’s hard to pick a favorite, but Boca Grande might just be the most naturally beautiful town in Florida.  Located on Gasparilla Island in southwest Florida, this beach town still maintains that Old Florida charm so many of us have come to appreciate. Famous for its beautiful banyan trees, this historic district is a delightfully charming spot to spend a day strolling around, admiring the architecture and the historic homes. Nature lovers will also want to visit Gasparilla Island State Park for even more natural scenery, just remember this state park closes for one month every year in August. 

Which town in Florida has the best restaurants?

Some of the best meals you’ll ever have are found in small towns and that’s certainly the case in Florida. Charming little towns like Mount Dora, Gulfport, and Fernandina Beach are all home to locally owned restaurants where you can feast on everything from juicy burgers to fried seafood platters. One town, in particular, is a must-stop for food lovers, and that’s Dade City. This charming town has a lot of history behind it, but it’s the restaurant scene that’s the best-kept secret here. The main drag of town is dotted with all sorts of restaurants and each one offers something totally unique that you won’t find anywhere else. 

What is the oldest town in Florida?

Founded in 1565 by Don Pedro Menendez de Aviles, St. Augustine is the oldest town in Florida, but it’s also the oldest continuously inhabited city in the entire country. Honorable mentions include Pensacola (1821), Fernandina Beach (1825), and Marianna (1828). These are some of the oldest towns in Florida, and each one boasts a charming historic district, fascinating museums, unique shopping opportunities, and tons of family-friendly activities that the younger folks will enjoy. 

Address: Cedar Key, FL 32625, USA
Address: Seaside, FL 32459, USA
Address: Micanopy, FL 32667, USA
Address: Tarpon Springs, FL, USA
Address: Mount Dora, Mt Dora, FL 32757, USA
Address: DeLand, FL, USA
Address: St. Augustine, FL, USA
Address: Chipley, FL 32428, USA
Address: Lake Placid, FL 33852, USA
Address: Matlacha, FL 33993, USA
Address: DeFuniak Springs, Defuniak Springs, FL, USA
Address: Stuart, FL, USA
Address: Dunedin, FL, USA
Address: Winter Park, FL, USA
Address: Apalachicola, FL 32320, USA
Address: Fernandina Beach, FL 32034, USA
Address: Niceville, FL, USA