17 Small Towns in Florida That Have More Charm Than We Can Handle

Picture yourself leisurely strolling down a quaint Main Street, time slowing down, the sun casting a warm glow on historic buildings, and friendly faces greeting you at every turn. This essence of Florida’s small-town charm is a captivating blend of nostalgia, natural beauty, and local flair.

Matlacha

Matlacha is a colorful and eclectic town in Southwest Florida that retains its Old Florida charm. With its quaint art galleries, seafood restaurants, and small-town feel, it’s the perfect place to escape the hustle and bustle of city life.

Take a fishing charter to catch some of the famous tarpons, rent a kayak or stand-up paddleboard, or explore the nearby mangrove forests. Be sure to visit during the annual Matlacha Art Festival, where you can browse and procure unique works of art from local artists.

Mount Dora

In Central Florida’s heart, Mount Dora is a picturesque town that exudes old-world charm. Stroll through the historic downtown district, pristinely lined with oak trees and quaint boutiques, and admire the beautifully preserved 19th-century homes.

The town’s vibrant arts scene comes alive during the numerous festivals held throughout the year, while a serene boat tour on Lake Dora offers a peaceful respite.

Apalachicola

This quaint coastal town is a seafood lover’s paradise, renowned for its delectable oysters and fresh catches. Explore the historic downtown district, where time-worn buildings house eclectic shops and galleries.

Venture into the Apalachicola National Forest for a day of hiking or fishing. Don’t miss the John Gorrie Museum State Park, which pays homage to the town’s fascinating medical history.

Dunedin

With its strong Scottish heritage, Dunedin embraces its roots. Attend the annual Highland Games, sample the town’s signature blueberry beer, and explore the charming downtown area.

The Pinellas Trail, which runs through the heart of Dunedin, is perfect for a leisurely bike ride or a scenic walk, while the pristine beaches of Honeymoon Island State Park await just a short drive away.

Cedar Key

Escape to the tranquil island town of Cedar Key, where nature takes center stage. This secluded gem is a haven for birdwatchers, with numerous species calling the area home.

Kayak through the serene waters, explore the local art galleries, and indulge in the town’s famous clam chowder. As the sun sets over the Gulf of Mexico, you’ll understand why Cedar Key is a favorite among those seeking a peaceful getaway. 

Tarpon Springs

Known as the Sponge Capital of the World, Tarpon Springs is a unique town with a rich Greek heritage. Stroll down Dodecanese Boulevard, lined with colorful sponges and traditional shops selling souvenirs and delicious Greek treats.

Visit the historic sponge docks and learn about the town’s history as a significant hub for sponge diving. And don’t forget to try the mouthwatering Greek cuisine at one of the many authentic restaurants in town.

St. Augustine

With its cobblestone streets, historic landmarks, and Spanish colonial architecture, St. Augustine is a town steeped in charm and history. Visit the Castillo de San Marcos National Monument, the oldest masonry fort in the United States, or take a scenic horse-drawn carriage tour.

Sample the local delicacies, such as Datil pepper hot sauce and Minorcan clam chowder. Don’t miss the annual Nights of Lights festival that transforms the town into a sparkling winter wonderland.

Fernandina Beach

Fernandina Beach is located on Amelia Island, a small town with plenty of character. Admire the Victorian architecture in the historic downtown area, filled with unique shops and restaurants.

Outdoor enthusiasts will love exploring Fort Clinch State Park, while those seeking relaxation can spend the day on one of the pristine beaches. For a taste of Southern hospitality, attend the Isle of Eight Flags Shrimp Festival, held annually.

Micanopy

This historic town, located just south of Gainesville, is a step back. Known for its charming antique shops and quaint bed-and-breakfasts, Micanopy offers a peaceful respite from the modern world.

Stroll down Cholokka Boulevard and admire the beautifully restored homes, or visit the nearby Paynes Prairie Preserve State Park to spot wild horses and bison.

Tavares

Small-town charm meets big-city sophistication in Mount Dora’s sister town, Tavares. Known as “America’s Seaplane City,” Tavares is home to the annual Seaplane Splash-In, where you can watch seaplanes land on Lake Dora.

Take a scenic ride on the Orange Blossom Cannonball, an authentic steam train, or explore the downtown area’s unique shops and restaurants. And don’t miss the chance to catch a sunset over Lake Dora – it’s breathtaking.

Cassadaga

Known as the “Psychic Capital of the World,” Cassadaga is a small town with a big spiritual presence. Founded in the late 1800s by mediums and healers, this town offers an otherworldly experience for those seeking answers or guidance.

Take a tour (guided) of the town’s historic homes and learn about its fascinating history, or attend one of the many workshops and psychic readings the residents offer. It’s a truly unique and intriguing destination for those interested in the supernatural.

Brooksville

Known as “Nature’s Place to Play,” Brooksville is a charming town with a rich history and vibrant community. Explore the historic downtown area with antique shops, local restaurants, and the famous Brooksville Bike Rally & Cruise-In.

Nature lovers can hike or bike through one of the many scenic trails in the neighboring Withlacoochee State Forest or take a refreshing dip in the crystal-clear waters of nearby Weeki Wachee Springs State Park. With its small-town charm and endless outdoor activities, Brooksville is the perfect destination for a weekend getaway. 

Winter Garden

Located just outside of Orlando, Winter Garden is the perfect blend of old and new. The historic downtown area boasts charming shops and restaurants, while the Plant Street Market offers a modern twist with its artisanal food vendors and craft beer.

Stroll through the award-winning West Orange Trail or rent a bike to explore the town’s many parks and gardens. And no visit to Winter Garden is complete without a stop at the acclaimed Chef’s Table for a culinary experience like no other.

DeLand

DeLand is a vibrant and artistic town, home to Stetson University and a thriving downtown area. Known as the “Athens of Florida,” DeLand boasts beautiful architecture, museums, and galleries that showcase its rich history and culture.

Attend one of the many yearly festivals, such as the annual DeLand Fall Festival of the Arts or the monthly First Friday Art Walk. And for a truly unique experience, take a hot air balloon ride over the town and the surrounding countryside. DeLand is a destination that will leave you feeling inspired and enriched.

Crystal River

Known for its crystal-clear springs, Crystal River (located on the Gulf Coast) is the perfect place for swimming, snorkeling, and kayaking.  Opt for a guided tour to swim with manatees or explore nearby Three Sisters Springs to glimpse these gentle giants in their natural habitat.

After a day of adventure, relax at one of the town’s many waterfront restaurants and watch the sunset over the Gulf. Crystal River offers a unique and unforgettable Florida experience that will leave you feeling refreshed and rejuvenated.

Lake Placid

Nestled in the heart of Central Florida’s Lake Country, Lake Placid is a tranquil and picturesque town. Known as the “Town of Murals,” it boasts over 50 colorful murals depicting the town’s history and culture. Stroll down Main Street to admire these artworks, or visit a local farm for homemade treats and fresh produce.

For a taste of adventure, take a scenic airboat ride through the nearby Everglades or go fishing on one of the area’s many lakes. With its charming small-town feel and endless outdoor activities, Lake Placid is the perfect destination for a peaceful getaway.

Punta Gorda 

Nestled along the banks of the Peace River in Southwest Florida, Punta Gorda is a charming town with a laid-back vibe. Spend the day exploring Fishermen’s Village, a waterfront mall filled with shops and restaurants, or take a boat tour to see the famous Charlotte Harbor dolphins.

History buffs will enjoy visiting the Military Heritage Museum and learning about the town’s role in World War II. For a taste of paradise, head to the nearby Burnt Store Marina and catch a breathtaking sunset over the Gulf of Mexico. Punta Gorda is the perfect destination for those looking to relax and recharge.

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