People walk and shop at the Harborwalk Village in Destin, Florida. Editorial credit: Andriy Blokhin / Shutterstock.com

12 of the Most Hospitable Small Towns in Florida

Florida receives at least 100 million visitors annually, drawn to its beautiful beaches, warm tropical weather, and world-renowned theme parks. But those aren’t the only things making it such a sought-after holiday destination. The Sunshine State is home to delightful small communities that are just as warm as the weather. Oozing trademark Southern hospitality, these lower key locations offer a more relaxed pace of life compared to their bustling urban counterparts.

Below, we explore some of the most hospitable small towns in Florida. From the Panhandle to the Gulf Coast and down to the Florida Keys, each town welcomes visitors with open arms to explore its diverse attractions. You'll find friendly locals, beautiful scenery, and a true taste of classic Florida culture. Whether you're looking for outdoor adventures, historic charm, or just a laid back atmosphere, these towns deliver wonderful experiences and Southern hospitality at its finest.

St. Augustine

People shopping in St. George Street in Saint Augustine, Florida
People shopping in St. George Street in Saint Augustine, Florida, via Andriy Blokhin / Shutterstock.com

St. Augustine’s charm comes from its historical significance as the oldest town in America. This adorable community of about 15,000 is a rich tapestry of state and national history, awash with diverse historical landmarks. It stands out for the Spanish Colonial architecture decorating the town’s skyline, best embodied by the Cathedral Basilica of St. Augustine. Walking along the quiet alleys of St. George Street is a solemn journey back in time, with an opportunity to discover treasures like the 1600s Castillo de San Marcos National Monument, St. Augustine Pirate & Treasure Museum, and the Colonial Quarter. Crime is relatively low and the friendly locals are quick to say “hi” with a smile. Besides its historical treasures, visitors enjoy a laid back atmosphere at Anastasia State Park and interact with exotic species up close inside St. Augustine Wild Reserve. 

Fernandina Beach

Main street of Historic town center of Fernandina Beach on Amelia Island
Main street of Historic town center of Fernandina Beach on Amelia Island, via peeterv / iStock.com

This northeast Florida gem on the beautiful Amelia Island presents beachgoers with almost 13 miles of smooth, sandy shores. It impresses with both inland and coastal attractions, thanks to a brilliantly preserved historic district with 19th-century structures. Upon arrival, guests get a befitting reception at the Amelia Island Welcome Center, with a preview of all the top places to check out. Highlights include Fort Clinch State Park, a recreational hub with opportunities for anglers, hikers, and wildlife viewers. Historians have a lot to uncover about the town’s past at the family-friendly Amelia Island Museum. 

Exploring the walkable downtown allows you to mingle and socialize with down-to-earth townsfolk and sample their different businesses. With a thriving local arts scene, Fernandina Beach invites connoisseurs to inspect beautiful artworks at the Island Art Association Gallery and watch local productions at the Amelia Community Theater.

Winter Park

Retail stores on South Park Avenue in downtown Winter Park, Florida.
Retail stores on South Park Avenue in downtown Winter Park, Florida.

Sitting about 15 minutes from Orlando, Winter Park is a far cry from crowded theme parks and jammed streets in the big city. Instead, it delivers small-town vibes with easygoing outdoor spaces and a vibrant arts community. It has lovely outdoor gardens that allow visitors to commune with nature and take a fresh breath of air, led by Kraft Azalea Garden and Mead Botanical Garden. Winter Park is also home to Rollins College, which has greatly elevated the town’s standing as an arts center. 

Several venues, festivals, and community events let you experience Winter Park’s bustling cultural heritage. Inside the Charles Hosmer Morse Museum of Natural Art, you will find the largest collection of art pieces by Louis Comfort Tiffany. Also, Winter Park Farmers Market is an excellent place to experience the close ties within the local community. 

Destin

The popular Harborwalk Village, Destin, Florida.
The popular Harborwalk Village, Destin, Florida. Image credit Andriy Blokhin via Shutterstock.com

Florida’s Panhandle intrigues vacationers with stunning water views and powder-white, sandy beaches. It doesn’t get better than this luscious locale, which stuns with the spectacular emerald waters of the Gulf of Mexico. Destin hosts some of the best beaches in the region, inviting guests to enjoy the laid back setting of Henderson Beach State Park and soak in unprecedented water vistas from the Destin Harbor Boardwalk. The town’s heritage is well-preserved at the Destin History and Fishing Museum through an impressive range of artifacts. 

Exploring the vibrant HarborWalk Village, visitors will encounter some of the friendliest and most bubbly personalities in town. This entertainment hub hosts a string of events, festivals, and performances throughout the year, featuring live music, concerts, parades, and more. 

Apalachicola

A group of children feed the birds on the Apalachicola River dock.
A group of children feed the birds on the Apalachicola River dock. Editorial credit: Leigh Trail / Shutterstock.com

The small town of Apalachicola lies along the shores of stunning Apalachicola Bay in the Gulf of Mexico. With a quiet, rural charm, its approximately 2,300 residents offer an escape from the busier parts of Florida. Apalachicola is home to several notable historical sites. The John Gorrie Museum State Park honors the inventor of air conditioning by displaying artifacts from his life and work. Another gem to explore is the Raney House Museum, an 1800s home that once belonged to a local cotton trader. Guests wander through rooms furnished with antiques and artifacts telling the story of the town's past.

For those looking to enjoy the natural beauty, a walk along the Scipio Creek Boardwalk is a must-do. The relaxing quarter-mile route provides sweeping views of the Apalachicola River from its overlook.  Furthermore, you can join the locals at some of the top gathering spots like High Five Dive Bar to enjoy a nice selection of craft beers and wines in a relaxed outdoor seating area. 

Naples

The beautiful downtown area of Naples, Florida
The beautiful downtown area of Naples, Florida

Despite its modest population, Naples offers an impressive assortment of cultural attractions and natural beauty befitting a much larger city. Tourists and residents alike enjoy world-class shopping, acclaimed local art, and luxury waterfront resorts. Nature lovers easily gravitate towards Naples Botanical Garden, which encompasses 170 serene acres of rare tropical flora. Another popular destination is the historic Naples Pier jutting into the Gulf. It provides panoramic ocean vistas and is a prime spot for dolphin watching, bird spotting and breathtaking sunsets.

Animal lovers can interact with an array of exotic species at the Naples Zoo at Caribbean Gardens. The recreated habitats offer an up-close experience of the rich wildlife calling South Florida home. Finally, Naples is an excellent destination for shopaholics, presenting an overdose of retail therapy along the corridors of Tin City Waterfront Shops. 

Islamorada

Visitors feeding fishes and pelicans in Islamorada, Florida.
Visitors feeding fishes and pelicans in Islamorada, Florida.

Islamorada promises stunning natural beauty both above and below the water's surface. It allows tourists to explore six Florida Key islands, boasting a pristine coastline dotted with powdery beaches and vibrant coral reefs. Diving enthusiasts will fancy the village's celebrated culture of underwater exploration chronicled at the History of Diving Museum. Meanwhile, visiting families will love the interactive sea lion, parrot, and dolphin shows at Theater of the Sea. You can watch in awe as these intelligent marine animals dazzle audiences with their tricks and extraordinary behaviors.

To escape the crowds, try visiting the isolated Indian Key State Historic Site. Once home to a thriving late 19th-century diving community, only the crumbling stone ruins remain on the uninhabited 11-acre island. Before leaving, remember to sample local cuisine at the Whale Harbor Seafood Restaurant. 

Matlacha

A small seafood market in Matlacha, Florida.
A small seafood market in Matlacha, Florida. Editorial credit: Felix Mizioznikov / Shutterstock.com

Set along the Caloosahatchee River, the laidback village of Matlacha epitomizes Old Florida charm. Its natural beauty and relaxed pace attract many seeking an escape from busy beaches.  The peaceful Matlacha Community Park represents the overall mood in the town. Adults can wander the pier overlooking swirling river currents and wildlife as kids run around the onsite playground. Art and nature merge harmoniously at the Leoma Lovegrove Gallery & Gardens. The impressive establishment showcases Leoma's colorful island-inspired paintings surrounded by fragrant blossoms and serene landscaping.

After a long day exploring Pine Island's natural escapes, consider savoring fresh seafood at Blue Dog Bar & Grill. However, families will relish the delicious offerings at Cw Fudge Factory, where homemade fudges, candies, ice cream and popcorn satisfy any sweet tooth. 

Anna Maria Island

Two kayakers paddle near a public pier on Anna Maria Island.
Two kayakers paddle near a public pier on Anna Maria Island. Image credit Ken Schulze via Shutterstock

One of the most picturesque towns in Florida, Anna Maria Island is a lovely community set between the mainland and the sparkling Gulf of Mexico. Powdery white beaches stretch for miles, headlined by the expansive family playground of Manatee Public Beach. Many visitors like to take in the breathtaking scenery from the historic Anna Maria City Pier, first constructed in 1911. This photogenic boardwalk attracts sightseers with shops, bars and restaurants overlooking the sea. 

No visit is complete without exploring the water and hoping aboard Anna Maria Island Dolphin Tours presents an opportunity to delight in glimpses of elegant dolphins frolicking in their natural habitat. Alternatively, you can sample tasty local dishes at Rod and Reel Pier. 

Clermont

A bird's eye view of the cityscape of Clermont, Florida
A bird's eye view of the cityscape of Clermont, Florida

This central Florida locale, 22 miles from Orlando, provides a relaxed retreat in the beautiful backcountry. It has spacious recreation areas like Waterfront Park, a charming nature center where visitors gather to spend leisure hours swimming, picnicking, or fishing along scenic shores. While Clermont has many cultural opportunities, the Presidents Hall of Fame particularly stands out. Through detailed exhibits, the museum brings American history to life by chronicling each commander-in-chief, focusing on personal backgrounds, family, and accomplishments in office.

With an extremely low violent crime rate of less than two incidents per thousand residents, safety complements the small-town appeal. Residents and visitors feel comfortable venturing out day or night to discover the community's quaint charms and active quality of life. Finally, Clermont Performing Arts Centers treats guests to a string of engaging live performances. 

Gulf Breeze

Colorful sunset and boats sheds off the coast of Gulf Breeze, Florida
Colorful sunset and boats sheds off the coast of Gulf Breeze, Florida

Gulf Breeze lives up to its idyllic name by welcoming tourists with breezy charm and stunning natural surroundings. It provides endless recreation opportunities at Gulf Islands National Seashore, where you can hike trails, swim beaches, spot native wildlife, snorkel, and bird-watch. Zoo lovers can interact with numerous exotic species at the 50-acre Gulf Breeze Zoo, such as hippos, gorillas, giraffes and rhinos. A fun train ride brings you even closer to the animals, allowing visitors to observe them in their habitat. 

Those with a love for greenery find solace hiking secluded trails through old-growth forests at Naval Live Oaks Preserve. The isolation nurtures the mind and body. Meanwhile, the town’s art scene is well showcased at the Marty Campbell, which features an impressive selection of fine photography art. 

Tarpon Springs

People walking around in the historical downtown of Tarpon Springs, Florida.
People walking around in the historical downtown of Tarpon Springs, Florida. Image credit Microfile.org via Shutterstock.com

Unique Greek heritage greets visitors to this laidback coastal village on Florida’s Gulf Coast. Tarpon Springs was established by Greek sponge divers who came to the town in the early 1900s. Their historic influences continue to dominate and can be seen in attractions like Tarpon Springs Sponge Dock. Here, you will find a thriving Greek community with restaurants serving the best Greek cuisine, bakeries, and markets. The town is also home to the Tarpons Springs Aquarium and Animal Sanctuary, an excellent site to admire the rich marine life, featuring over 30 different fish species. 

However, one of the best spots in town is Fred Howard Park, which offers over 150 acres of pristine sandy shores off the Gulf of Mexico. Locals and visitors congregate here to sunbathe, swim, picnic, and enjoy a lazy stroll on the sand. 

Final Thoughts

These friendly towns in Florida represent a small sample of the charming and hospitable small communities the state has to offer. Each prioritizes vibrant culture, natural beauty and safety to foster a high quality of life. Whether one prefers historic charm on the coast, lush tropical gardens or riverfront parks, there is a town well-suited for relaxation and engagement. By choosing a place with a strong sense of community and access to desired amenities and activities, tourists can find the perfect balance of leisure and hospitality in Florida's low-key small-town paradises.

Share
  1. Home
  2. Places
  3. Cities
  4. 12 of the Most Hospitable Small Towns in Florida

More in Places