The beautiful downtown area of Naples, Florida

11 Best Towns in Florida to Visit in 2024

As the new year begins, many travelers are starting to plan their upcoming travel itineraries and choose possible vacation destinations. With so many states to explore in the United States, Florida is always a charming prospect for a retreat. Whether you are looking for a sweet escape to the beach, a unique historical experience, or an immersive cultural encounter, the Sunshine State has something for everyone.

Beyond major cities like Miami and Orlando, the often-overlooked and little-known destinations truly bring out the charm of this beautiful state. They present a laidback rural setting, shielded from the rowdy crowds and chaos in the metro areas, promising a peaceful yet satisfying holiday. So, if you are planning an off-the-beaten-path adventure for your 2024 travels, these are some of the best towns in Florida to experience its true heart and soul.

St. Augustine

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

As America's oldest continuously inhabited city, St. Augustine is a rich tapestry of culture and history, offering a unique look at America during its formative years. The city harbors a treasure trove of historical landmarks and buildings spread across its historic downtown, characterized by rare Spanish colonial architecture. The Castillo de San Marcos National Monument exemplifies the rich Spanish influences in the town. This 17th-century stone fortress is the oldest of its kind in continental America and represents more than three centuries of Spanish occupation in Florida. Another noteworthy site is the Lightner Museum, housed in a 19th-century Spanish Renaissance Revival building. This museum, listed on the National Register of Historic Places, showcases fine and decorative 19th-century art.

Waterfront view in St. Augustine, Florida
Waterfront view in St. Augustine, Florida

However, St. Augustine offers more than just historical attractions. The town features idyllic coastal scenery, best experienced at Crescent Beach. Known for its wide, unspoiled beaches and natural beauty, Crescent Beach provides a tranquil atmosphere complete with shops, restaurants, and picnic areas. For a remarkable cultural experience in the town, consider attending the St. Augustine Lions Seafood Festival on April 6th and 7th, 2024. It is the longest-running local festival, celebrated with good food, live music, artsy crafts, and lots of family fun.

Naples

Main street in Naples, Florida
Main street in Naples, Florida, via LMspencer / Shutterstock.com

Naples, a scenic town on the Gulf of Mexico and part of the larger Paradise Coast area, oozes Italian Riviera vibes with its spectacular beach scenery. Few destinations are more beautiful than Naples, a fact you'll appreciate when exploring its palm-tree-lined downtown streets and world-class shopping venues. For nature lovers, a lazy stroll along the historic Naples Pier is the perfect way to appreciate the town’s scenic allure, with opportunities to watch shorebirds, fish, and spot dolphins. The Naples Botanical Garden is an urban oasis spanning 170 acres, featuring an impressive variety of tropical plants.

The Naples Historical Society, housed in the town’s oldest building from 1895 and listed on the National Register of Historic Places, offers insights into the city's past with its archives, stories, and artifacts. Lastly, don't miss the world-class shopping opportunities downtown at Tin City Waterfront Shops.

Key West

The famous Sloppy Joe's Bar on Duval Street where American author and journalist Ernest Hemingway frequently attended in Key West
The famous Sloppy Joe's Bar on Duval Street where American author and journalist Ernest Hemingway frequently attended in Key West, via Fotoluminate LLC / Shutterstock.com

Key West, part of the gorgeous Florida Keys archipelago, sits on the southernmost point in the state. Renowned for diving and snorkeling in its crystal-clear waters and rich coral reef habitat, Key West also boasts a rich array of historical landmarks. These include the Hemingway Home and Museum, a lovely 1930s mansion where the famous American author Ernest Hemingway lived. The town is also home to the USCGC Ingham Maritime Museum, a National Historic Landmark and one of only two Treasury-class cutters of the United States Coast Guard.

Street with local shops in Key West, Florida
Street with local shops in Key West, Florida

For a blend of history and nature, visit the Fort Zachary Taylor Historic State Park, covering over 50 acres. This iconic site not only hosts the country’s largest collection of Civil War armaments but also delights visitors with charming beachside trails, picturesque views, and various water sports opportunities.

Mount Dora

Mount Dora's downtown area.
Mount Dora's downtown area. Image credit Jillian Cain Photography via Shutterstock

A central Florida gem, Mount Dora boasts a charming downtown district lined with a mix of antique shops, museums, galleries, and restaurants. This delightful community of about 17,000 has an intriguing past, which you can explore at the Mount Dora History Museum. Inside, exhibits showcase the town’s history from the 1870s through archives, documents, photos, and memorabilia. For the outdoorsy traveler, Palm Island Park offers a serene natural setting with quiet picnic shelters, scenic trails, a promenade, and a fishing pier. Similarly, Trimble Park provides a kid-friendly atmosphere with its lovely playground.

Antique and collectible enthusiasts should visit Renninger’s Flea Market & Antique Center, which houses a vast collection of items. Additionally, the Renninger’s Antique Extravaganza, happening on February 16-18th, 2024, will feature the largest congregation of antique dealers in the region, presenting a unique opportunity for collectors and enthusiasts.

Fernandina Beach

Palace Saloon in the Famous Prescott Building in Fernandina Beach.
Palace Saloon in the Famous Prescott Building in Fernandina Beach. Image credit Dietmar via stock.adobe.com

Fernandina Beach, a quaint Amelia Island community, offers a harmonious balance of small-town charm and access to pristine beaches. History buffs will appreciate sites like the Amelia Island Museum of History, listed on the National Register of Historic Places and featuring exhibits on the rich history of Nassau County. Fort Clinch State Park, covering 1,000 acres, includes a 19th-century fort that played roles in several wars, surrounded by nature trails, campsites, and wildlife viewing opportunities.

Tourists enjoying a day in the pool at a luxury resort hotel on Fernandina Beach on beautiful Amelia Island
Tourists enjoying a day in the pool at a luxury resort hotel on Fernandina Beach on beautiful Amelia Island. Editorial credit: Ruth Peterkin / Shutterstock.com

For those looking for a bit of exercise, Egan’s Creek Greenway Trail offers a relatively easy 5.6-mile hike, perfect for discovering the outdoors and spotting beautiful birds. Alternatively, for a more relaxed experience, Amelia River Cruises & Charters provides delightful sightseeing excursions on the water, offering a different perspective of the area’s natural beauty.

Winter Park

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

Winter Park, located just 15 minutes from Orlando, offers tourists a peaceful respite from the hustle and bustle of the big city. Its vibrant Main Street is lined with independent shops, cafes, and other businesses, inviting exploration. Notable points of interest include the Charles Hosmer Morse Museum of American Art, which beckons connoisseurs with a world-class exhibit featuring the most comprehensive collection by Louis Comfort Tiffany. Historians will gravitate towards the Casa Feliz Historic Home Museum, a historic mansion showcasing unique Andalusian-style architecture.

The outdoor scenery in Winter Park, particularly the Kraft Azalea Garden, is just as charismatic as its indoor attractions. This modest park offers a serene atmosphere on the shores of Lake Maitland with lovely picnic spaces shaded by old-growth cypress trees.

Palm Beach

Palm Beach, Florida on Worth Ave
Palm Beach, Florida on Worth Ave

For those seeking a beachside escape, Palm Beach is one of the top destinations in Florida. This picturesque coastal haven in South Florida offers a serene retreat along pristine beaches, complemented by generous shopping opportunities in its bustling downtown. Beachgoers will find plenty to enjoy, especially at Phipps Ocean Park, which offers a family-friendly environment complete with picnic tables, BBQ grills, cabanas, and a tennis center. History enthusiasts can tour the Henry Morrison Flagler Museum, a palatial National Historic Landmark featuring antique furnishings, classic art, and other intriguing exhibits.

Art connoisseurs will appreciate the Norton Museum of Art, which houses a vast collection of American, European, and Chinese art, with over 8,000 pieces on display. Lastly, don’t forget to indulge in premier retail therapy, especially at the Royal Poinciana Plaza.

Tarpon Springs

Tourists and locals shopping at the historic beach downtown of Tarpon Springs
Tourists and locals shopping at the historic beach downtown of Tarpon Springs. Editorial credit: Microfile.org / Shutterstock.com

Discover unique Greek heritage in this beautiful town along central Florida’s Gulf Coast. It has a rich sponge diving legacy that attracted Greek immigrants in the early 1900s, and you can see these Greek influences in various aspects of the town. The Tarpon Springs Sponge Docks are a prime example, featuring an eclectic mix of Greek heritage sites and restaurants serving delicious Greek cuisine. Tourists and locals alike often gather at Fred Howard Park to sunbathe, swim, and stroll along the sandy shores. This coastal paradise draws a bustling crowd that revels in the beauty of the Gulf of Mexico.

If you are looking to spend a day out with family, the Tarpon Springs Aquarium is an excellent venue to visit. It offers engaging animal interactions, including the opportunity to witness jellyfish up close and watch narrated shark feedings.

Destin

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

A popular Florida Panhandle destination, Destin exemplifies the scenic beauty of the Emerald Coast. This charming community is famous for its sugar-white sand beaches and crystal-clear emerald waters. Henderson Beach State Park provides an ideal setting to sunbathe on the smooth sand or swim in the warm Gulf of Mexico waters. For those who prefer lively atmospheres, HarborWalk Village is an entertainment hub where locals and visitors gather to enjoy live music, festivals, shopping, and dining.

Destin’s colorful history, intertwined with a rich fishing heritage, is showcased at the Destin History & Fishing Museum. The facility harbors a collection of exhibits providing a glimpse into the town since the 1830s. Meanwhile, one of the best cultural experiences to anticipate is the Destin Seafood Festival, scheduled for September 27-29th, 2024, along the Destin Harbor and Destin Harbor Boardwalk.

Islamorada

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

This picturesque Florida Keys village is known for its lovely coral reefs, premier sport fishing, and vibrant island culture. Islamorada presents a wealth of attractions, which you can start exploring at the History of Diving Museum. Inside, you can browse a vast exhibit, comprising old underwater diving gear like diving helmets and other artifacts chronicling the town’s diving history. Also, the Keys History & Discovery Center offers a deeper look into local history and culture inside a sleek 7,500-square-foot facility. For some outdoor adventure, consider visiting the Windley Key Fossil Reef Geological State Park, showcasing unique geological features. Lastly, the Theater of the Sea is a family-friendly attraction welcoming guests to witness a rich marine ecosystem with species like sharks, sea lions, stingrays, dolphins, and alligators.

Crystal River

Tourists from around the world travel to Three Sisters Springs in Crystal River, Florida.
Tourists from around the world travel to Three Sisters Springs in Crystal River, Florida. Editorial credit: Nicole Glass Photography / Shutterstock.com

Crystal River presents nature enthusiasts with the unique opportunity to witness Florida's beloved manatees up close in their natural habitat. This laidback coastal community delights with scenic natural attractions showcasing the beauty of rural Florida. The town sits along gentle springs where visitors can see manatees swimming in the crystal-clear water. The Three Sisters Springs, located within the Crystal River National Wildlife Refuge, is an 80-acre sanctuary established to conserve diverse local ecosystems and help protect the endangered West Indian manatee.

For those wanting to experience the waters of the Gulf of Mexico, several local operators provide exciting excursions. Fun 2 Dive Manatee Tours allows guests to swim and snorkel alongside the gentle giants in the warm waters around Crystal River. To learn more about the town's rich history, the Coastal Heritage Museum features artifacts and documents highlighting its past.

Final Thoughts

There is no shortage of fine destinations to visit in the Sunshine State. However, starting with these small towns in Florida in 2024 can showcase the beauty of the state’s countryside. From lovely beaches, unique historical sites, and generous outdoor adventures, they have all the hallmarks of an unforgettable vacation experience.

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