These 13 Towns In Florida Were Ranked Among US Favorites In 2025
Florida is a global destination for tourists, retirees, and those seeking a tropical paradise during the winter months. The small towns that make up the landscape offer everything from tranquility and old-Florida soul in places like Mount Dora and Cedar Key to adult playgrounds in Key West. It provides a grab bag of experiences stemming from the multiple empires that have ruled over the centuries, evident in places like Fernandina Beach.
The towns feel worlds apart from one another, especially the Greek fishing village of Tarpon Springs, yet their distinct characteristics mesh, which is a significant draw for many. From the oldest streets in the US in St. Augustine to sleepy villages like Apalachicola, there is truly something here for everyone. These 13 towns were ranked among the US favorites in 2025 for reasons such as these and more.
St. Augustine
As the oldest continuously inhabited European-established settlement in the United States, St. Augustine draws thousands of visitors each year, particularly at Castillo de San Marcos. The fortification is the center of the historic district, which is packed with numerous landmark structures, including the Oldest Wooden Schoolhouse on St. George Street.
The pedestrian-only road has always been the main artery through town and today is home to modern venues inside its antique walls, such as The Columbia Restaurant. It has multiple locations across Florida, with the original opening in 1905. The restaurant has become a staple in St. Augustine and is one of many establishments that keep the Ancient City a favorite to visit for many.
Mount Dora
Known for its friendly community, Mount Dora is a tranquil town situated on the banks of Lake Dora, exuding the charm of old Florida. The lake draws a considerable number of visitors, especially to the candy cane-striped Mount Dora Lighthouse at Grantham Point Park, Florida's only inland freshwater lighthouse. The peaceful setting is made complete with quaint bed-and-breakfast inns, notably the Lakeside Inn, circa 1883, the oldest continually operated hotel in the state.
Walking through the inn's gateposts transports guests to a past that has welcomed hordes of artists and other creatives over the years. Additionally, it is within steps of the historic district, featuring modern conveniences bathed in old-world charm, like 1921 Mount Dora. The forward-thinking restaurant features artful decor that matches its menu in a converted 1921 home.
Key West
Key West is famous for its week-long parties like Fantasy Fest in October, where raucous Duval Street becomes even more exciting. The main drag through the tiny island, Duval Street, is lined with bars, including the world-famous Sloppy Joe's, which features Ernest Hemingway's face on its sign. The famed author was the island's most famous resident in the 1930s, and any visitor should visit the Ernest Hemingway House and Museum for a quieter side of Key West.
Walking tours of the island, starting at the Key West City Cemetery, are a fun way to see the main attractions. The cemetery, in a 19-acre park in the heart of Old Town, explores the town's past before it became a party haven. Gravestones with messages like "I told you I was sick" highlight the humor and fun-loving spirit of this tropical beach town.
Siesta Key
Siesta Key is widely considered one of the best beaches in the world, with its white quartz sand giving it a stunning allure. The town reflects the aura of this oasis with a laid-back feel in Siesta Key Village and Siesta Beach. Visitors strolling down Ocean Boulevard through the first village will find laidback bars and glamorous boutiques, such as Rochelle's on Siesta.
South Village has a more traditional Florida vibe and leads to secluded Midnight Pass, a natural inlet separating Siesta Key and Casey Key. Beyond its beaches, Siesta Key offers enriching outdoor experiences at places like Point of Rocks, a popular snorkeling and diving spot renowned for its rock formations and vibrant marine life. Another favorite is the Siesta Key Drum Circle, held near Siesta Beach on Sunday evenings. Locals and visitors gather to enjoy rhythmic drumming, dancing, and sunset views, creating an atmosphere that showcases the artistic and cultural soul of this coastal haven.
Tarpon Springs
The Greek fishing village of Tarpon Springs on the west coast stands out for its distinctive atmosphere, especially on Dodecanese Boulevard. The main road through town leads past the historic Sponge Docks, now known as The Sponge Exchange. The current iteration is home to around 30 shops, including Pandora, and restaurants like Mama's Greek Cuisine.
More about the history of sponge fishing can be learned at The Sponge Factory, which features items about the industry that transformed this part of Florida in the early 20th century. Outdoor enthusiasts will enjoy the 47-mile Fred Marquis Pinellas Trail, a favorite among bicyclists and hikers. The trail captures the community spirit of Tarpon Springs, which was established in the 1980s as a safe bicycling route and has since evolved into what it is today.
Islamorada
Islamorada, part of the Florida Keys archipelago, is known as the "Sport Fishing Capital of the World" for its numerous backcountry and offshore fishing opportunities. Other outdoor marvels include guided hiking tours at Windley Key Fossil Reef Geological State Park and feeding tarpon at Robbie's Marina. The state park features a tropical hardwood hammock and over a mile of hiking trails showcasing an unpolluted part of the Keys.
Given its natural beauty, it is unsurprising that Islamorada has a thriving arts and cultural district. Morada Way Arts and Cultural District features several galleries showcasing local and national pieces, including Limelight Studio and Gallery and Jessica Ann Art. This section of the island seamlessly blends with the landscape to create a harmonious paradise that unites locals and tourists.
Seaside
The planned community of Seaside is a lovely coastal haven on the Emerald Coast, featuring New Urbanist design, pastel-colored homes, and white picket fences. Its scenery served as the backdrop for the film "The Truman Show," starring Jim Carrey, and it retains its allure today. The homes center around the pedestrian-friendly Seaside Town Center, a shopping hub that includes high-end boutiques like Poeta and noteworthy eateries at Airstream Row, a collection of converted Airstreams serving everything from gourmet grilled cheese to ice cream. A local landmark not to be missed is Bud and Alley's, one of Seaside's first restaurants, especially during sunsets that make this part of Florida so notable, when patrons gather to celebrate the nightly event. It strikes a balance between fine dining and coastal relaxation, and has become a staple for those seeking a curated menu and expertly crafted cocktails.
Rosemary Beach
Rosemary Beach is a friendly community surrounded by European colonial architecture and salty breezes on the Gulf Coast. Cobblestone streets wind through the pedestrian-only town center, home to local merchants and restaurants at 30A Cork and Barrel and Charlie's Cafe. The district also has spectacular lodging options, including The Pearl.
Nature lovers can explore the 18-mile-long Timpoochee Trail, a scenic route that follows the Gulf coastline and passes dune lakes, marshes, and shaded pine forests. Nearby, Western Lake, one of Florida’s rare coastal dune lakes, is a favorite for paddling and wildlife viewing. At sunset, the soft light across the dunes and the gentle sound of the surf reveal the peaceful environment that makes Rosemary Beach so memorable.
Destin
Known as the "World's Luckiest Fishing Village," Destin is an angler's dream and a family-friendly destination in Northwest Florida. Of significant interest to many is Harborwalk Village, a 15-acre pet-friendly waterfront playground located near the Emerald Grande Resort. Adventure awaits at places like Harborwalk Adventures that offer ziplining, free-fall jumps, and a 40-foot LED rock wall.
Of course, Destin's culinary scene is one of the best in the region, featuring Gulf-to-table fare and waterfront views. The Edge Seafood Restaurant hangs over the harbor and includes the adult-only Skybar with cocktail service and couches. The Destin Seafood Festival in September is an excellent way to join the locals for a fun-filled holiday and taste the best the fishing village has to offer.
Apalachicola
Apalachicola ranks high on the list of favorite Florida locales for its slower pace of life, maritime history, and historic sites, such as the six town squares. A standout landmark is the 1838 Orman House, an elegant antebellum residence overlooking the river that reflects the town’s prominence during Florida’s early territorial era. Hundreds of historic buildings, such as the Harrison-Raney Cotton Warehouse, offer glimpses into the town's past.
Fresh seafood put Apilachicola on the map, and today, Half Shell Dockside, The Station Raw Bar, and several others continue the tradition. Art and culture thrive in this environment at the colorful Sea Grape Gallery and others. Each brings its own style to this creative outlet on the Forgotten Coast, helping it to remain in the conversation for one of the best Florida towns.
Fernandina Beach
Fernandina Beach on Amelia Island is about as far north as one can get while remaining in Florida, and it is one of the most fascinating cities. Known as the Isle of Eight Flags, the fishing village retains aspects of each of the governing agencies that have claimed it. Centre Street is lined with historic structures, such as the Palace Saloon, the oldest in the state, and modern eateries like Hola! Cuban Cafe. The old-fashioned street is a tourism corridor and the hub of activity.
The compact district is also home to inns, notably the Florida House Inn and the Hoyt House. The first inn opened in 1857 and features 17 themed rooms, as well as walkable gardens. Hoyt House, circa. 1905 blends romance and elegance in the heart of the historic district and is one of the most popular inns downtown. Each exudes the spirit of the town with peaceful settings that feel like stepping back in time.
Cedar Key
The barrier island of Cedar Key, just a few miles offshore from the mainland in the Gulf, is the place to go to experience what initially attracted tourists to Florida. Kayakers migrate to the area to explore the chain of barrier islands that Cedar Key is part of and to see the Cedar Keys National Wildlife Refuge. The small island has its share of parks, including the Cedar Key Museum State Park. The 18-acre park features large pines, salt marshes, and exhibits designed by the University of Florida's team from the 1950s and 1960s. Spending a day discovering the treasures onshore and offshore is sure to work up an appetite. Fortunately, there are plenty of refueling options, including the landmark Steamers, famous for its American fare and relaxed atmosphere.
Venice
Historic Venice is known as the "Shark Tooth Capital of the World" due to its abundance of shark teeth found on its beaches, which is just one reason it is so special. Notable landmarks, such as the elegant Venice Theatre, one of the largest community theaters in the United States, and the stately Venice Train Depot, built in 1927, highlight the city’s architectural heritage and its role in shaping regional travel and culture.
The Venice Fishing Pier is another landmark, stretching 700 feet into the Gulf and providing unparalleled views of the blue waters and sunsets. Music and culture play a significant role in shaping the overall atmosphere. During peak season, the Venice Symphony performs, and visitors are welcome at Venice Beach for some fun by the coast.
The Best Towns In Florida For A 2025 Vacation
Each of these small towns was ranked as a US favorite for 2025 due to its diverse architecture, tropical getaways in the Florida Keys, and other notable characteristics. Visitors can experience a Greek fishing village in Tarpon Springs or spend a week in style on Siesta Key. Old Florida mystique is alive and well in Cedar Key, and it remains one of the most attractive small towns for tourists.
North Florida is vastly different from its southern counterpart, as evidenced in places like St. Augustine. The Ancient City enables thousands of people each year to walk on centuries-old roads and see Spanish architecture up close, highlighting its historical significance to the region and the country. The state offers travelers a diverse palette of cultures and scenery, making it one of the most visited states in the nation.
