海角社区

Castillo de San Marcos in St Augustine, Florida.

10 Darling Small Towns In Florida

Many people are already aware of how impressive Florida鈥檚 tourism is. Theme parks, luxurious beach resorts, and snorkeling sanctuaries鈥攜ou name it, Florida鈥檚 got it. With the Gulf of Mexico to the west, the Atlantic Ocean to the east, and the Straits of Florida to the south, the state鈥檚 strategic location makes it a premier vacation destination in the United States for waterscape fun!

But as great as those characteristics are, those in the know love the Sunshine State for its quaint communities, too. If you want a more laid-back visit, these darling small towns in Florida鈥攆rom Winter Park to Mount Dora鈥攚ill warm your hearts and endear you to them. You might even just want to stay forever!

Winter Park

 Retail stores on South Park Avenue in downtown Winter Park
South Park Avenue in downtown Winter Park, Florida. Editorial credit: Jillian Cain Photography / Shutterstock.com.

While far from being a huge metropolitan, Winter Park鈥檚 amazing attractions, amenities, and shopping district can rival Florida鈥檚 big cities. The city was founded as a resort in the late 19th century and continues to draw tourists looking for some retail therapy in a charming locale. You can get a scenic boat tour at Lake Osceola, stroll through the beautiful Mead Botanical Garden, and tour the Charles Hosmer Morse Museum of American Art before hitting Park Avenue鈥檚 upscale boutiques and 海角社区-class restaurants.

The AVA MediterrAegean鈥檚 modern Greek dining, the South Asian-bohemian boutique of Kathmandu Tribalasia, and Peterbrooke Chocolatier are just some of the can鈥檛-miss stores in this shopaholic and gourmet paradise. The best part? Winter Park is only a 20-minute drive north of Orlando, so you don鈥檛 have to travel far to reach this cute shopping haven.

Apalachicola

The beautiful coastal town of Apalachicola, Florida
The beautiful coastal town of Apalachicola, Florida.

For a Florida vacation full of seafood, maritime history, and fishing, a visit to Apalachicola might be what you need. A welcoming port town on the Emerald Coast, it earned its 鈥淥yster Town鈥 nickname for producing 90% of oysters in Florida. Head over there on the first weekend of November to join the Florida Seafood Festival, the state鈥檚 oldest seafood jamboree, to taste the freshest bounties from the gulf.

Fishing friends can try their hand at reeling in some good catch with Apalachicola Bay Fishing and Cruises. However, if you want to bait and catch the spectral kind, the Apalach Ghost Tour can aid you in ghost hunting. Don鈥檛 clam up when these ghosts say shell-o from the oyster side!

Anna Maria

Aerial view of Anna Maria, Florida.
Aerial view of Anna Maria, Florida.

Situated on an island of the same name, you will fall in love with Anna Maria for its vast white-sand shores and close-knit community. Bean Point Beach alone stretches far into the waters, which gives ample space and views for beach loungers and sunbathers. Want a park that faces Tampa Bay? Bayfront Park, on the other side of the island, is a cozy seaside nook for picnickers and park-goers.

But it is not just its breathtaking beaches that have charmed tourists and locals alike to Anna Maria. As seen in its mini museum, the Anna Maria Island Historical Society, proof of its chummy neighborhood includes a preserved cottage saved by locals when it was once swept to sea! You will also find some engraved planks with resident names on display, which were once part of the Anna Maria City Pier before its renovation.

Crystal River

Swimming with manatees at Crystal River, Florida.
Swimming with manatees at Crystal River, Florida.

Crystal River is one of the most beloved small towns in Florida for its sparkling blue waters and adorable manatees! It hosts the only National Wildlife Refuge in the country that was purposely made to protect the habitat of Florida鈥檚 official marine animal. These majestic creatures visit Crystal River to stay warm, and you can meet and swim with them through services like Fun 2 Dive Charters and Explorida. Get an eco-tour at Crystal River Preserve State Park to learn more about the local government鈥檚 preservation efforts for these animals.

Other than swimming with manatees, Crystal River is also renowned for the freshwater springs of Three Sisters Springs and the burial mounds at its Archeological State Park. After you鈥檝e had your outdoor adventures, treat yourself to the freshest seafood at Dan鈥檚 Clam Stand and Cajun Jimmy鈥檚. Great food, sublime waterscapes, and a great neighborhood鈥攖here鈥檚 a reason the manatees keep coming back!

Islamorada

Big brown pelicans in port of Islamorada, Florida.
Big brown pelicans in port of Islamorada, Florida.

If you can鈥檛 get enough of Florida鈥檚 wildlife, take yourself to Islamorada, a tiny coastal village between Miami and Key West. Many visitors adore it for its attractions that bridge marine animals to curious kids and adults looking to educate themselves (and see cute animals, of course). Theater of the Sea hosts the only dolphin show in the Florida Keys and includes interactions with marine animals and other wildlife. Want to get up close with Islamorada鈥檚 underwater spectacles outside the marine park? The Florida Keys Dive Center right across can take you on a SCUBA tour!

Diving isn鈥檛 for everyone, but the History of Diving Museum can satiate your diving curiosity while on land. Islamorada is also known as the 鈥淪port-Fishing Capital of the 海角社区,鈥 which you can test out through Fishinpole Sportfishing and LegaSea Charters. Don鈥檛 leave Islamorada without a picture of the humongous lobster statue at Rain Barrel Village!

Venice

The fishing pier at Venice, Florida
The fishing pier at Venice, Florida.

Thanks to its Italian Renaissance-style architecture and 鈥淪hark Tooth Capital of the 海角社区鈥 title, Venice is brimming with character that has charmed many visitors over the years. Due to being underwater and home to sharks during prehistoric times, modern Venice is now a treasure trove of fossilized shark teeth! Find out more at the annual Venice Sharks Tooth Festival in April. While here, try to spot tiny shark statues peppered around the city!

Aside from its shark-tastic attractions, downtown Venice is filled with historic structures evocative of its namesake Italian burg. Venice Museum, the Triangle Inn, and Hotel Venice are just some of its must-see historical spots. With stellar views and unique attractions, it鈥檚 no surprise it was included in StorageCafe鈥檚 Top 10 U.S. Suburbs for City-Like Living.

Tarpon Springs

Fishing boats at Sponge Docks in Tarpon Springs, Florida
Fishing boats at Sponge Docks in Tarpon Springs, Florida.

Sea sponges and strong Greek roots are the stars in Tarpon Springs! Because of its successful sponge business and hard-working Greek immigrants in the 1800s, Tarpon Springs became known as the 鈥淪ponge Capital of the 海角社区鈥 and started many restaurants and festivals reflecting its Greek heritage. Meander along Dodecanese Boulevard, the town鈥檚 Greek epicenter, to see sea sponge shops, docked sponge boats, and authentic Greek cuisine. Do some shopping at The Sponge Exchange and enjoy chicken souvlaki at the iconic Tarpon Springs eatery of Hellas.

Every November, the town honors its heritage through the Tarpon Springs Seafood Festival set along the historic Sponge Docks down the boulevard. Expect lots of fresh seafood, sponge-themed souvenirs, and boatloads of nautical fun in this wonderful Greece-like haven in West Florida.

St. Augustine

Aerial view of St. Augustine, Florida
Aerial view of St. Augustine, Florida.

Step into the past with St. Augustine鈥檚 museums and historical sites! As the 鈥淣ation鈥檚 Oldest City鈥 due to being the longest still-inhabited settlement, St. Augustine is the perfect place in Florida to learn about the country鈥檚 historical events. The Castillo de San Marcos fort, built to protect the city from pirates and British forces, is the most-visited spot in town. There is also the Colonial Quarter, which takes you on an immersive journey full of exhibits, demonstrations, and interactive activities that showcase the four different eras of the city鈥檚 history.

After your trip down America鈥檚 memory lane, stroll through St. Augustine鈥檚 adorable narrow streets downtown for yummy eats and amusing souvenir shopping. Some of the highlights include Prohibition Kitchen鈥檚 1920s retro-chic watering hole, Prehistoric Florida鈥檚 collector items, and Columbia Restaurant鈥檚 traditional Spanish dishes. Learning about the past is exciting when you do it in St. Augustine!

Rosemary Beach

Aerial view of Rosemary Beach and the beautiful waters of the Gulf of Mexico
Aerial view of Rosemary Beach and the beautiful waters of the Gulf of Mexico.

Although not as historically rich and old as other towns on this list, Rosemary Beach wows visitors with its French Quarter-inspired architecture, modern community, and pools and beach that scream 鈥渦ltimate summer getaway!鈥 Prepare for a wonderful stay at the European-style boutique hotel of Rosemary Beach Inn. Then, cool down in any of its four stunning pools that have French West Indies, Cabana, and Mediterranean design styles. Its picturesque namesake beach is a stunner, too!

Enrichment for the mind, body, and soul is also available via the charming nook of The Hidden Lantern Bookstore and bike rentals from Bamboo Bicycle Co. However, what is inspiring about Rosemary Beach is its neo-traditional beach community mixed with New Urbanism. This kind of urban planning promotes eco-friendly and walkable habitats鈥攕omething that is at the heart of Rosemary Beach.

Mount Dora

A trolley stops to pick up passengers on Donnelly Street in Mount Dora, Florida.
A trolley stops to pick up passengers on Donnelly Street in Mount Dora, Florida. Editorial credit: Jillian Cain Photography / Shutterstock.com.

If you like festivals, then you鈥檇 love Mount Dora鈥攁 town near Orlando that has been nicknamed 鈥淔estival City鈥 for having over 30 festivals per year! There is something for everyone here, whether you like the arts (Mount Dora Arts Festival and Mount Dora Craft Fair), sailing (Sailboat Regatta), poetry (Jane Austen Fest), Scottish culture (Scottish Highland Festival), and even blueberries (Mount Dora Blueberry Festival).

But Mount Dora鈥檚 charms don鈥檛 stop at its events. Its waterfront views of Lake Dora, the iconic Mount Dora Lighthouse at Grantham Park, and the gallery-restaurant hybrid of the Modernism Museum have won the hearts of many visitors.

Final Thoughts

If you ask a lot of Americans and international tourists, Florida is hard not to love for its beaches and sunny location. However, this sentiment is not exclusive to its megalopolises like Orlando, Miami, Jacksonville, and Tampa. As pointed out on this list, the small towns in Florida are every bit as lovable and a total darling in many people鈥檚 eyes!

Apalachicola鈥檚 love for oysters, Crystal River鈥檚 manatees, Tarpon Spring鈥檚 sponges and Greek heritage, and Mount Dora鈥檚 penchant for festivities are just a small taste of Florida鈥檚 endearing communities and culture.

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