Downtown Winter Park, Florida.

7 Best Small Towns To Visit In Florida

Florida, the Sunshine State, beckons travelers with its diverse blend of pristine beaches, vibrant wildlife, and rich history. Known for iconic cities like Miami and Orlando, Florida also treasures charming small towns offering a refreshing break from the hustle of city life. Experience the allure of Anna Maria's stunning beaches, the tranquility Apalachicola's parks, or the historic charm of St. Augustine, America's oldest city. These small towns offer experiences that capture the unique spirit of Florida — be it fishing, art, history, or simply soaking up the sun; escape to these gems for a truly unforgettable journey.

Mount Dora

Colorful Mount Dora's downtown area, a popular tourist destination, via Jillian Cain Photography / Shutterstock.com
Colorful Mount Dora's downtown area, a popular tourist destination, via Jillian Cain Photography / Shutterstock.com

Just a stone's throw from Orlando lies the gem that is Mount Dora. An emblem of Southern hospitality and voted one of Florida's best havens of relaxation, this town will surely charm you. Its vibrant downtown, fashioned by the local artisans and businesses, is the epitome of quaint, with historic buildings, over 20 diverse restaurants, and an array of gift stores and boutiques lining its palm-dotted streets.

Venture to the heart of the town where Lake Dora gleams. Take in stunning views, explore the lighthouse, or embark on a boat tour to embrace the full beauty of this lake. If you're a history or wildlife enthusiast, the boat tour of Camp Canal comes highly recommended. Immerse yourself in the city's rich cultural scene, be it through the abundant art galleries, the monthly Art Splash gallery walk, or the local festivals that sprinkle the calendar. An antique lover's paradise, Mount Dora's streets are filled with unique finds.

Anna Maria

Drone view of Bean Point Beach on Anna Maria Island. Editorial credit: Noah Densmore / Shutterstock.com
Drone view of Bean Point Beach on Anna Maria Island. Editorial credit: Noah Densmore / Shutterstock.com

Embark on a journey to Anna Maria, a delightful island escape that's more than just your average beach town. Nestled in the serene arms of the Gulf of Mexico, this island retreat unveils a world of shimmering white sands, crystal-clear waters, and spectacular sunsets. Immerse yourself in culinary excellence with the catch-of-the-day at an array of seafront eateries, explore quaint boutique shops on Bridge Street, and catch breathtaking panoramic views from the idyllic Bean Point. At Manatee Beach, experience endless sunshine and beach rentals, with the tantalizing scent of pancakes from the beachside AMI Café wafting through the air. Step back in time at the Historical Society Museum, filled with captivating tales of island settlers.

Fernandina Beach

Historic buildings in Fernandina Beach, Florida
Historic buildings in Fernandina Beach, Florida

Imagine a getaway that combines a vibrant history with the bounty of nature, and you'll land in Fernandina Beach, Florida. Nestled on the stunning Amelia Island, this enchanting town, known as the birthplace of the modern shrimp industry, offers more than just its world-renowned seafood. Here, you'll walk amid elegant Victorian architecture that brings the town's storied past to life, all under the watchful gaze of eight historic flags from which the town draws its nickname.

You'll find the heart of the community pulsing through its lively festivals like the Isle of Eight Flags Shrimp and Tequila Fest, where locals and tourists alike come together to celebrate shared traditions. Experience the wild beauty of the area in Fort Clinch State Park, or explore the pristine shores as the locals do - with a drive-on beach perfect for a family barbecue.

Make a stop at the quaint Main Street for a taste of the local culture, indulge in unique arts and crafts, and discover a wealth of history hidden in every corner. Visit Fernandina Beach, where the past and the present merge in a thrilling symphony of experiences.

Apalachicola

Apalachicola is a small Coastal Community on the Gulf of Mexico in Florida's Panhandle
Apalachicola is a small Coastal Community on the Gulf of Mexico in Florida's Panhandle

Apalachicola is a historic jewel nestled in Florida's Franklin County, where Southern charm intertwines with an abundant maritime heritage. Bathe in the warm embrace of the city known for its friendly folk and fresh, locally-caught seafood. Be captivated by the historic downtown, its charming antique shops brimming with stories, or lose yourself in the picturesque maritime landscapes of the Scipio Creek and the pristine estuary where the mighty Apalachicola River meets the bay. Explore the wonders of the local brewery and feel the pulse of the city's brewing culture. Delight in the teachings of Dr. Gorrie, the father of air conditioning, at the John Gorrie Museum State Park, and soak in the rich history at Lafayette Park. For the intrepid, the unspoiled beauty of St. George Island and Apalachicola National Forest awaits, offering pristine beaches and adventurous trails. 

Winter Park

In and around Kraft Gardens in Winter Park, Florida.
In and around Kraft Gardens in Winter Park, Florida.

Winter Park, Florida, like many charming towns on this list of the best towns in Florida, enjoys the authentic American small-town feel, with a welcoming community and depth to its heritage and history. Located 3 mi from Orlando in Orange County, Winter Park is a small village with hints of European culture in its architecture and streets. Downtown Winter Park is a historically registered landmark running along Park Avenue and was deemed a vital business hub for early settlers of the town. Some of the town's best views are enjoyed by cruising down the east end of Morse Boulevard, while major shopping destinations include New York and New England Avenue. 

Stuart

Aerial view of Bathtub Reef Beach, Stuart, Florida. Editorial credit: Noah Densmore / Shutterstock.com
Aerial view of Bathtub Reef Beach, Stuart, Florida. Editorial credit: Noah Densmore / Shutterstock.com

Stuart is known to be the heartbeat of the area located 107 mi north of Miami and is nicknamed America's Happiest Seaside Town. Top-of-the-line restaurants enhance your experience, along with local live music performances and venues. Shop a wide array of tasteful local fashion shops, and go on boat sightseeing tours when in town. Explore history around Stuart's downtown streets with history on every corner, from galleries to museums and beautiful Spanish-inspired architecture. The best views of Stuart and its surrounding palm tree landscape can be found through water cruises on its Treasure Coast River. Romantic for its classy tiny homes and Mediterranean-inspired architecture and atmosphere. 

St. Augustine

Historic Flagler College in St. Augustine, Florida.
Historic Flagler College in St. Augustine, Florida. 

Finally, wrapping up the list of the best Florida towns is the ideal beach escape town with its breathtaking beaches St. Augustine. Not only is the town one of the best vacation spots to relax, but its rich history dating back to 1565 allows for an educational trip to learn about Spanish and African American settlers through the town's diverse community setting of meaningful memorials. Popular historic destinations include Lincolnville, formerly known as Little Africa, which is a small, historically significant neighborhood in St. Augustine that narrates tales of enslaved immigrants and survivors of the civil war. Beautiful European-influenced aesthetics enhance the tourist experience of St. Augustine, like the Castillo de San Marcos, a 17th-century Spanish stone fortress with views of St. Augustine. 

Finally, the best small towns of Florida are a destination to clear your mind, embrace natural landscapes, and experience remnants of European traditions. The unique atmospheres of Mediterranean climates, designs, and cuisine will transport you to the coastal cities of Spain without leaving your home state or country. 

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