Aerial view in Islamorada, Florida

The 12 Most Picturesque Small Towns in Florida

Are you looking for a beautiful escape from your daily life? From big city living to the sprawling white sand beaches, Florida has some of America's most picturesque small towns dotting its landscape. Whether you want a calming getaway that perfectly captures the essence of small-town charm or an upbeat and vibrant beachfront scene, these 12 small towns in the Sunshine State have something exciting to offer everyone.

With their sun-kissed streets, welcoming locals, and unspoiled nature reserves, each one is brimming with a unique character and history worthy of exploring. Take a tour through some of Florida's loveliest escapes!

St. Augustine

St. Augustine, Florida, USA town square and fountain
St. Augustine, Florida, USA town square and fountain

St Augustine is one of the oldest cities in America, known for its Spanish influence and stunning architecture. From the Castillo de San Marcos to Flagler College, there are plenty of sights to explore in this small town. The Historic Downtown district is full of charm and character, with several unique shops and restaurants lining St George Street. Here, you'll find family-owned businesses that have been around for generations and trendy eateries and boutiques. The area also features several art galleries showcasing works from local artists -- perfect if you're looking to take home a souvenir!

Castillo de San Marcos in St Augustine, Florida
Castillo de San Marcos in St Augustine, Florida

But it's the waterfront that really makes Apalachicola stand out from other small towns. Here, you'll find some of the most stunning views in Florida -- from beautiful sunsets to sparkling bays. Whether you're looking for a relaxing stroll along the pier or an exciting day of fishing, there's something here for everyone. There are also several boat tours available, perfect for those wanting a closer look at the local wildlife.

Cedar Key

Waterfront buildings on stilts in Cedar Key tourist town, Gulf of Mexico, via JRP Studio/Shutterstock
Waterfront buildings on stilts in Cedar Key tourist town, Gulf of Mexico, via JRP Studio/Shutterstock

Located on Florida's Gulf Coast, Cedar Key is an unassuming paradise. This small town is packed with beauty and adventure. From winding streets to picturesque views of the sea, it's easy to get lost in this paradise. On any given day, you can spend your time relaxing on the beach or fishing off the dock. Or head over to Cedar Key Museum State Park to learn about local history. There are plenty of art galleries in town to admire as well.

Shops and restaurants are open for business along the Gulf of Mexico waterfront in Cedar Key, Florida, via Leigh Trail/Shutterstock
Shops and restaurants are open for business along the Gulf of Mexico waterfront in Cedar Key, Florida, via Leigh Trail/Shutterstock

When you're ready for lunch or dinner, don't forget to sample some of the fresh seafood dishes being served up at the local restaurants. You can also check out Cedar Key National Wildlife Refuge, a group of small islands where you can live your birdwatching dreams!  No matter how you decide to spend your time in this small seaside town, you'll find that Cedar Key is truly a slice of heaven by the sea.

Fernandina Beach

Amelia Islan, Fernandina Beach, Florida. Aerial panoramic view at sunset.
Amelia Islan, Fernandina Beach, Florida. Aerial panoramic view at sunset.

Fernandina Beach is a charming coastal community along Amelia Island. It's known for its quaint downtown area filled with unique shops and restaurants. The downtown area features quaint shops and restaurants that add to the charm of this historic seaside village. And there are plenty of nearby historic sites, such as Fort Clinch State Park, that tell stories of Fernandina Beach's past as a bustling fort town.

Palace Saloon in the Famous Prescott Building in Fernandina Beach on Amelia Island, via Dietmar Rauscher / Shutterstock.com
Palace Saloon in the Famous Prescott Building in Fernandina Beach on Amelia Island, via Dietmar Rauscher / Shutterstock.com

For those looking for some relaxation, Main Beach is the perfect spot to take in stunning views of the Atlantic Ocean. Here, visitors can spend hours swimming in the refreshing waters or sunbathing on the sand. There's also a variety of outdoor activities available, such as fishing, horseback riding, and bird watching. And if you're feeling adventurous, try exploring some of the nearby trails and creeks to discover hidden gems. No matter what type of experience you're looking for, Fernandina Beach has something to offer. With its laid-back atmosphere, abundance of natural beauty and unique culture, this small town will charm anyone who visits.

Crystal River

Swimming with manatees at Crystal River, via Alex Cuoto/Shutterstock
Swimming with manatees at Crystal River, via Alex Cuoto/Shutterstock

Crystal River is a beautiful natural paradise along Florida's Crystal Bay. It offers an array of activities for nature lovers and adventurers alike, making it the perfect getaway for those looking to relax and be one with nature. Fishing is a popular activity in the area and there are plenty of places to cast your line from shore or take a boat out on the river. You can also explore the crystal-clear springs by taking a tour or swimming with manatees in their natural habitat. For those wanting to observe wildlife up close, head over to Three Sisters Springs Wildlife Refuge, where you can spot some native birds.

After a day spent exploring outdoors, there are many beaches along the coastline where you can relax and soak up the sun or take a refreshing dip in the crystal-clear water. The area also features plenty of waterfront restaurants offering a variety of delicious dining options, so you can enjoy a meal with breathtaking views.

Carrabelle

View of Carrabelle RV resort, via Fsendek/Shutterstock
View of Carrabelle RV resort, via Fsendek/Shutterstock

Carrabelle, located in the Florida Panhandle just southwest of Tallahassee, offers a unique experience for those looking to get away from it all. With its quaint downtown area and peaceful atmosphere, it's the perfect place to enjoy some quality time in nature. There is plenty to do here. You can explore the Carrabelle River while anglers can cast their lines off one of the many docks or bridges around town. Nature-lovers will appreciate exploring nearby St George Island, which offers breathtaking views along with several species of birds and other wildlife. Or take a trip to Dog Island for some solitude and beach combing.

The stream flows to the St. George Sound near Carrabelle, Florida.
The stream flows to the St. George Sound near Carrabelle, Florida.

In addition, visitors won't want to miss out on visiting the iconic Crooked River Lighthouse. Built in 1895, the lighthouse stands as a symbol of Florida's maritime history and is open to visitors who are interested in learning more about it. With its white sand beaches and crystal-clear waters, Carrabelle is an ideal spot for beachgoers looking for an escape from everyday life.

Winter Park

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

Winter Park is an upscale suburb of Orlando and provides a taste of luxury with its tree-lined streets and boutiques offering high-end items. The city centre is bustling with trendy cafes, restaurants, and art galleries displaying the works of local artists. A definite must-see when in town is the Charles Hosmer Morse Museum of American Art.

Retail stores on South Park Avenue in downtown Winter Park, via Jillian Cain Photography / Shutterstock.com
Retail stores on South Park Avenue in downtown Winter Park, via Jillian Cain Photography / Shutterstock.com

The area also has several parks scattered around where visitors can enjoy some fresh air and sunshine. Central Park is especially popular for its lakefront views, gardens, and pathways for jogging or walking. Other attractions include The Winter Park Historical Museum, which showcases artifacts from the city's history. Nature lovers can also enjoy the Mead Botanical Garden, which covers 47 acres of land and contains a variety of native plants, trees, and wildlife. Other outdoor recreation spots include Kraft Azalea Garden and Martin Luther King Jr. Park.  

Mount Dora

Mount Dora Lighthouse located at the Port of Mount Dora in Grantham Point Park, Florida
Mount Dora Lighthouse located at the Port of Mount Dora in Grantham Point Park, Florida

For those looking for a unique destination in Florida, look no further than Mount Dora. This charming town has been drawing visitors for decades with its beautiful scenery and quaint atmosphere. From streets lined with antique shops and art galleries, to the waterfront views of Lake Dora, this small town is full of surprises.

Downtown Mount Dora in Florida, via Nigel Jarvis / Shutterstock.com
Downtown Mount Dora in Florida, via Nigel Jarvis / Shutterstock.com

One highlight of the area is the farmers' market, which features local produce and handmade crafts and other goods. Also, be sure to check out the Mount Dora History Museum. For those wishing to stay overnight, Mount Dora also offers an array of accommodation choices, including bed and breakfasts and hotels. After spending some time exploring the town's many treasures, guests can take advantage of the city's many eateries which offer everything from casual snacks to upscale dining 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 beautiful little town along the Apalachicola Bay. With its stunning natural scenery and rich history, visitors can experience an array of activities in this picture-perfect small town.

Apalachicola sea landscape in Florida, United States
Apalachicola sea landscape in Florida, United States

Oyster shucking is one popular activity for visitors to take part in. There are plenty of local seafood places that provide fresh oysters to be eaten or shucked. Visitors can also enjoy kayaking trips where they'll explore the many secluded coves and islands filled with wildlife and lush vegetation. The downtown area of Apalachicola has much to offer as well, including quaint boutiques and galleries, unique restaurants, and interesting monuments. The area is also known for its fresh seafood. There are many waterfront restaurants where visitors can savor the local flavors of Apalachicola's famous clams, oysters, and shrimp.

Sebring

Aerial view of Sebring, Florida
Aerial view of Sebring, Florida

Sebring, located in Central Florida and aptly nicknamed "The City on the Circle" because of its circular downtown layout, is a charming blend of old and new. Visitors can explore the vibrant downtown area filled with historic buildings, along with modern shops and eateries where you can find everything from souvenirs to delicious local cuisine.

The town's location on the banks of beautiful Lake Jackson presents plenty of opportunities for activities like fishing, boating, swimming, and more. Additionally, golfers will enjoy Sebring's renowned golf courses, while art lovers appreciate all that Sebring has to offer in terms of galleries and museums showcasing local works. Other attractions include events at Firemen's Field, as well as historic sites like Circle Park.

Dunedin

Downtown Dunedin Florida USA. Tampa Bay Area.
Downtown Dunedin Florida USA. Tampa Bay Area.

Located on the Gulf Coast, this charming town offers everything from stunning beaches to unique local eateries and outdoor entertainment. Explore all that Dunedin has to offer by heading out hiking or biking along the nature trails. Whether you're looking for a leisurely stroll through the park or an exhilarating ride through winding paths, there's something for everyone in this quaint town.

Urban views on Douglas Ave in Dunedin
Urban views on Douglas Ave in Dunedin

If you feel like taking in some sun, go down to Honeymoon Island and enjoy breathtaking views of turquoise waters and white sand beaches. Afterwards, be sure to check out some of Dunedin's great shopping opportunities -- from boutique stores to local art galleries and more. When the day winds down, take a seat at one of Dunedin's many restaurants for a delicious dinner overlooking the harbor. Or if you prefer something with a little more energy, head over to Honeymoon Island State Park for some riveting bird watching.

Naples

Naples coastline, Florida aerial view.
Naples coastline, Florida aerial view.

Naples has long been a destination for those seeking an elegant and luxurious experience. From the pristine white-sand beaches of Clam Pass Park and Delnor-Wiggins Pass State Park to world class championship golf courses, Naples offers endless opportunities for relaxation and recreation. Whether you're looking for an upscale shopping experience or a unique culinary adventure, Naples won't disappoint.

Street view in Naples
Street view in Naples

The city is home to many galleries, boutiques, and restaurants that feature offerings from renowned local artisans and chefs. For those who prefer a more relaxed atmosphere, there are plenty of casual eateries offering delicious food with beautiful views of the Gulf Coast. The historic downtown district also provides visitors with a glimpse into the area's past as they explore its charming shops and galleries.

Key West

Aerial view of Key West in Florida
Aerial view of Key West in Florida

Key West is the last of its kind -- a tropical paradise surrounded by crystal clear waters and rich in culture and adventure. This island destination offers something for everyone, from fishing trips to sunsets at Mallory Square. Whether you're looking for relaxation or excitement, Key West is sure to be an unforgettable experience.

Shops in Key West, Florida
Shops in Key West, Florida

Start your visit with a tour of the Hemingway Home & Museum, where you can explore the life and works of one of America's greatest writers. Stroll through Old Town's historic streets and admire the stunning architecture or relax on one of many beautiful beaches. Experience some of Florida's best cuisine -- from classic seafood dishes to exotic local flavors -- while strolling down Duval Street or take a day trip to the nearby Dry Tortugas National Park.

In Summary

From the sparkling beaches of Apalachicola to the rustic charm of Sebring, Florida offers countless picturesque small towns for visitors to explore and enjoy. Whether you're looking for a quiet retreat or an action-packed vacation destination, each town has something unique to offer that will leave you with lasting memories. So why not plan your next trip to one of these twelve most picturesque small towns in Florida? You won't regret it!

Share
  1. Home
  2. Places
  3. Cities
  4. The 12 Most Picturesque Small Towns in Florida

More in Places