Downtown Key West, Florida. Editorial credit: EB Adventure Photography / Shutterstock.com.

9 Most Unconventional Towns In Florida

Florida is packed with quirky and interesting towns. Some are along the famed coastlines, while others are inland. They have a charming vibe that is rare outside of the Sunshine State. A primary reason is that Florida has been under many governments in its lifetime. Fernandina Beach is a good example, known as the "Isle of Eight Flags" for each government that has ruled the laidback beach town.

These unconventional towns are fun to discover and offer many fascinating historical, cultural, and entertaining points. Each city has a unique history, and the modern-day landscape is a melting pot of cultural influences dating back hundreds of years, similar to Louisiana. The smaller locales are often the best to visit because of their old Florida mystique and less crowded attractions.

Cedar Key

Shops and restaurants are open for business along the Gulf of Mexico waterfront in Cedar Key, Florida
Shops and restaurants are open for business along the Gulf of Mexico waterfront in Cedar Key, Florida. Editorial credit: Leigh Trail / Shutterstock.com

Cedar Key is unconventional in a state driven by tourism. The barrier island has remained true to its "old Florida" roots, with no retail chains or high-rises. Because of its traditional feel, kayakers flock here, primarily to paddle through the Cedar Key National Wildlife Refuge.

The refuge is a chain of 13 smaller islands formed thousands of years ago and accessible only by boat. Like the Cedar Key Museum State Park, the main island also holds historic treasures. The 1920s home is on 18 acres and showcases exhibits from the island's history, denoting its significance in shipping. It also contains exhibits from the mid-20th century by University of Florida students. The Whitman Home commenters the life of Esland resident St. Clair Whitman, whose collection of Native American artifacts and seashells is on display at the museum.

Cocoa Beach

Aerial view of the coastal town of Cocoa Beach.
Aerial view of the coastal town of Cocoa Beach.

Cocoa Beach is known on Florida's Space Coast for its access to Kennedy Space Center and its surf breaks. It is also the hometown of one of the world's greatest surfers, hometown hero Kelly Slater. The world's largest surf shop, Ron Jon Surf Shop, is near the breaks, and Cocoa Beach is a shopping epicenter.

The famed surf town is the gateway to the Kennedy Space Center Visitor Complex at Cape Canaveral, which features multiple exhibits, tours, and shows about America's space exploration. Visit the Florida Surf Museum inside Ron Jon's for more local interests. The museum is dedicated to preserving Florida's surf culture, with rotating physical exhibitions showcasing all the surfers and memorabilia that put the Sunshine State on the map.

Mount Dora

Downtown Mount Dora, Florida
Downtown Mount Dora, Florida. Editorial credit: Nigel Jarvis / Shutterstock.com.

Mount Dora, in central Florida, stands out for being a quaint "old Florida" town close to the tourist mecca of Orlando. The landscape and attractions could not be any different, which is one of the many excellent reasons to visit. The charming town is located on Mount Dora, also home to the iconic Mount Dora Lighthouse. The 35-foot red lighthouse in Grantham Point Park is a short walk from the downtown district.

Mount Dora's downtown is known for its diverse dining options, eclectic shopping, and art galleries such as Artisans and Mount Dora Center for the Arts. An iconic eatery is 1921. The forward-thinking landmark is in a restored home built in 1921. It embraces sustainable practices in a setting as elegant as its town.

Fernandina Beach

Downtown Fernandina Beach, Florida
Downtown Fernandina Beach, Florida. Image credit JohnHancockPhoto via Shutterstock

Fernandina Beach on Amelia Island is an eclectic town called the "Isle of Eight Flags." The moniker denotes the number of colonial powers that ruled this coastal town, such as the French and the Spanish. The city, especially the downtown district, carries on cultural aspects in its architecture, design, and eclectic eateries like Hola Cafe.

Walkable Main Street is the epicenter of the entertainment district, filled with Victorian storefronts, historic inns like Hoyt House Bed and Breakfast, and Florida's oldest bar. The 1878 Palace Saloon on Centre Street is not only the oldest bar in the state but also the last American bar to close during Prohibition. Christmas is one of the best times to visit, as the community hosts Dickens on Centre when the town transforms into a Christmas wonderland.

Cassadaga

A street in Cassadadaga Spiritualist Camp, including the Purple Rose and Haunted History Museum, Cassadaga, Florida
A street in Cassadadaga Spiritualist Camp, including the Purple Rose and Haunted History Museum, Cassadaga, Florida. Image credit JennLShoots via Shutterstock

Cassadaga is a small community near Daytona, considered the "Psychic Capital of the World." The mediums and psychics that call the small town home are surrounded by historic homes like Brigham House and Harmony Hall and many tales of paranormal activity. No visit is complete without a tour of the Cassadage Spirituality Camp.

The camp was founded in 1894 and is the oldest continuously active religious community in the Southeast United States. Hotel Cassadaga is a historic hotel built in 1927 that embraces the grace and charm of yesteryear. It has a psychic center, antique furniture, lectures, and astrology, numerology, and palmistry classes.

Key West

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

Key West is a tiny island in the United States's southernmost point but big on eclectic festivals and events. The festivals remember the people and events that give the island its diverse history. Hemingway Days in the Summer is an Ernest Hemingway look-alike contest commemorating the community's most famous residents.

The Hemingway Home and Museum is available to tour and is one of the most visited on the island. Descendents of his polydactyl cat, Snow White, still roam the grounds. There is no rowdier time in Key West than Fantasy Fest. The Fall Festival started in 1979 to bring visitors during the quiet season. The 10-day adult street party is held at the end of October and is one event that must be seen to be believed.

Melbourne Beach

Historic Melbourne Beach Pier on the Indian River, Florida.
Historic Melbourne Beach Pier on the Indian River, Florida.

Melbourne Beach in South Florida is famous for its stunning beaches, water sports, and manatee sightings. The Space Coast town is on the Indian River Lagoon that stretches to the Kennedy Space Center. Another landmark is Historic Downtown, a wonderful place for a summer stroll.

The downtown area is hip and eclectic, with a quaint Florida charm that is hard to find anywhere else. Along with the craft eateries and boutiques, Main Stree has several public murals named for the local artists who painted them, such as Sarah Painter, Cosby Hayes, Christopher Maslow, and Mike McCloskey. The artistic themes range from underwater landscapes to classic beach rides like the VW Microbus.

Micanopy

View of the historic district in the town of Micanopy, Florida
View of the historic district in the town of Micanopy, Florida. By Ebyabe - Own work, CC BY 2.5, Wikimedia Commons.

Micanopy is just over one square mile in size but is one of the best small towns to visit in Florida. It is the oldest inland town in the state and is known for its Native American history, historic buildings, and walkable downtown area. "The Town That Time Forgot" is a thumb for antique lovers, primarily at the Antique City Mall, Wren Wood Antiques, and Dakota Mercantile.

The Micanopy Outpost has an eclectic art collection, including the highly sought-after Florida Highwaymen. The Micanopy Historic Cemetary is a tangible way to witness Micanopy's 200-year history. If you're staying more than an afternoon, booking a room at the 1845 Herlong Mansion Bed and Breakfast will complete the ambiance that makes Micanopy so unique.

Venice

Street view in Venice, Florida
Street view in Venice, Florida, via Andriy Blokhin / Shutterstock.com

Venice, on the southwestern Gulf Coast, is known as the shark's tooth capital of the world. Most coveted teeth are found on Caspersan Beach, though some can be found on Venice Beach. Other outdoor attractions include the many winding trails along the Intracoastal Waterway, Venetian Waterway Park, and Centennial Park, famous for its interactive fountain.

Historic Downtown Venice is unique, even in Florida. Banyan trees and shady oaks frame over 100 independently owned boutiques and restaurants. Embark on a wine and chocolate guided tour on your way to The Venice Art Center, which has ten rotating exhibits throughout the year. The district is on the National Register of Historic Places and has several walking trails, such as the Legacy Trail.

Florida has a unique history unlike any other state. These nine unconventional towns, more than other cities, embrace the independent and quirky Florida spirit. These are the places to go to learn authentic regional history and explore the sites that make Florida so special.

Fernandina Beach has old-world charm and a laidback atmosphere, while many overlook the treasure chest that is Mount Dora for more touristy cities. Small outposts like Cedar Key hold a fascination all their own and are among the best destinations in the state. Whether you're looking for a relaxed beach weekend or a weekend exploring bustling downtown areas, these are the nine most unconventional towns in Florida.

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