Here are 8 of the best downtown areas in Florida. See if your favorite made the list (2024)

The World Atlas released a listing of eight of the best downtown areas in Florida, with several Central Florida cities making the cut.

Florida is one of America’s most visited states and attracts over 120 million tourists every year, according to World Atlas. Whether it is due to the endless warm weather and beautiful beaches or the iconic theme parks, countless people make the trip to the Sunshine State.

However, there is more to Florida than the popular attractions and renowned climate. Some of the most notable offerings are the hidden gems, found in small towns sprinkled across the state. From the historic streets of St. Augustine, the oldest city in Florida, to the shores of Key West’s tropical paradise, there is no shortage of charming downtown areas to provide locals and visitors with a new place to explore.

Here is World Atlas’s list of the best downtown areas in Florida, giving you some new places to add to your travel regiment this summer.

Naples

Naples is a popular tourist and retirement destination, nestled in Southwest Florida on the Gulf of Mexico. The small town was named after the Italian city of the same name, due to its beautiful bay locations and similar climate, and was founded in the 1880s.

Defined by its world-class culture and high-end shopping opportunities, Naples’s downtown streets lead to the beach, famous for its breathtaking sunsets. The area is beautiful to explore on foot and reflective of the town’s wealth, consisting of artisan boutiques, art galleries and gourmet dining establishments.

St. Augustine

St. Augustine resides on the northeast coast of Florida and holds the title of being the state’s oldest city. Founded by Spanish explorer Pedro Menéndez de Avilés in 1565, St. Augustine’s historic downtown area is defined by its Spanish colonial architecture, European streets and 19th-century buildings.

There are several attractions in the downtown area, including the Lightner Museum and the Spanish fort Castillo de San Marcos built in the 17th century from coquina, a shell stone native to Florida’s east coast. The historic district also consists of St. George Street, a narrow European-style thoroughfare designed for pedestrian traffic only, which features artisan shops, specialty restaurants and famous landmarks.

This area is home to the renowned Nights of Lights that occurs each holiday season, from November to January. This annual event, a favorite of both locals and visitors, was listed in the top 10 holiday light displays in the world by National Geographic in 2012, according to Florida’s Historic Coast.

Winter Park

Winter Park is a “picturesque community” located just north of Orlando that is known for its stylish homes and luxury shopping locations. Initially founded in the late 19th century as a winter vacation destination for wealthy northerners, the streets and buildings are indicative of the town’s elevated atmosphere.

Much of the downtown area revolves around Park Avenue, which is home to numerous upscale boutiques, art galleries, sidewalk cafés and fine dining options. The area around Central Park is additionally an ideal location for a stroll and where the town’s events are held, such as outdoor concerts and art festivals.

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Winter Park is also home to Rollins College, a private liberal arts school that has consistently topped the charts for the beauty of its campus, along with attractions such as the Charles Hosmer Morse Museum of American Art.

Winter Garden

A vibrant lakefront community that initially started as a citrus farming town, Winter Garden is another Central Florida town that made the list. With its distinct historic charm and brick-lined streets, the downtown area of Winter Garden has a thriving arts and culture scene with upscale eateries, unique vintage shops, nature parks and museums.

Some of the notable attractions include the Garden Theatre, the Winter Garden Heritage Museum and the Plant Street Market, which offers an array of artisanal goods and culinary selections.

Key West

Famous for being the southernmost point of the United States, Key West is a small island town at the very tip of the Florida Keys. It is known for its tropical atmosphere, lively nightlife and rich history. Nicknamed the “Conch Republic” by those who call the town home, Key West is a favorite of both local Floridians and tourists alike.

Duval Street encompasses the downtown area and is famous for its specialty shops, restaurants and colorful bars. The town’s diverse artistic landscape has long been a preferred destination for artists, such as the famous author Ernest Hemingway. Mallory Square, at the end of Duval Street, is often the venue for street artists and musicians, who fill the coastal air with creativity and their own artistic aura as the sun sets behind the ocean.

Palm Beach

Palm Beach is another island town, located on the southeastern coast of Florida. Characterized by its tropical elegance, pristine beaches and “old-world” glamour, Palm Beach is home to one of the highest densities of billionaires in the county, according to World Atlas. The city’s streets, lined with lavish mansions and landmarks of the Gilded Age, allow a perfect opportunity for sightseeing.

The downtown area consists mainly of Worth Avenue, which features designer boutiques, charming courtyards and art galleries placed right alongside high-end realtors and luxury yacht sales rooms. The Norton Museum of Art is a staple of the town, which showcases Florida’s artistic heritage through artworks inspired by the state’s unique landscape and culture.

DeLand

DeLand is a small town tucked in between Orlando and Daytona Beach. There are several quaint shops, restaurants and attractions to check out on Main Street while exploring the downtown area.

DeLand was founded in 1876 and consequently provides a rich storied landscape in the Downtown Historic District. This area in particular is home to 68 historical buildings, including the Museum of Art-DeLand and the Athens Theatre, where the charm of a classic American theater meets Italian Renaissance architecture. Another of the most prominent is Stetson University, the city’s private college, one of Florida’s first luxury estates and a 19th-century architectural masterpiece.

Micanopy

Known as the “little town that time forget,” Micanopy is a very small town just south of Gainesville. This old, inland town was founded in 1821 and is defined by its rich history that predates the Second Seminole War.

The downtown area does not span very wide, but those who visit liken the experience to “stepping back in time.” This is due to its well-preserved antique buildings and architecture. One in particular is the Micanopy Historical Society Museum or the Herlong Mansion, which was built in 1845 with signature red bricks and is now a classy bed and breakfast. Many others are home to quaint vintage shops or boutiques.

Another must-see in Micanopy is the Paynes Prairie Preserve State Park. This vast wetland habitat is home to bison, wild horses and over 270 species of birds that visitors have the opportunity to see in their natural environment.

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Here are 8 of the best downtown areas in Florida. See if your favorite made the list (2024)

FAQs

Here are 8 of the best downtown areas in Florida. See if your favorite made the list? ›

Winter Garden, Sarasota, and Boca Grande are among the best downtown areas Florida has to offer, known for their nostalgic charm, picturesque waterfronts, and historic ambiance.

Which city in Florida has the best downtown? ›

Winter Garden, Sarasota, and Boca Grande are among the best downtown areas Florida has to offer, known for their nostalgic charm, picturesque waterfronts, and historic ambiance.

What city in Florida has the most things to do? ›

Orlando. World-famous attractions such as Walt Disney World and Universal Studios Florida make Orlando a year-round tourist destination, but there are many attractions and activities outside of the theme parks.

What town is in the center of Florida? ›

Bartow, Florida

As the geographic center of Florida, it is estimated that more than 7.5 million people reside within a 100 mile radius of Polk County, making it one of the largest concentrations of population in the southeast.

What is the number 1 safest city in Florida? ›

Marco Island is the safest city in Florida, with fewer than 100 total crimes reported. 3 cities reported zero murders: Marco Island, Sunny Isles, and Doral. Kissimmee is the only city to report a higher per capita violent crime rate than the nationwide average, reporting 4.1 incidents per 1,000 people.

What is the #1 city in Florida to live? ›

"Naples, Florida, takes the top spot due to its strong desirability and job market scores, andmoderately high quality-of-life score," U.S. News said in its report.

Where is the nicest but cheapest place to live in Florida? ›

Lakeland

The cost of living in Lakeland is 8.4% lower compared to the national average. It is the cheapest place in Florida to live and well-connected. Lakeland's affordable food, health, housing, and transportation facilities make the city one of the cheapest places to live in the US.

What is the number 1 tourist spot in Florida? ›

Here's Radical Storage's top 10 most-visited tourist attractions list: Disney World.

What is the Florida perfect town? ›

Celebration is a concept town, based on Walt Disney's dream to build a 'perfect' settlement; he died before the dream was realised, but the town was built by the company who now own and run the Disney franchise.

Where is the best place to visit in Florida for seniors? ›

Top Retirement Activities in Florida
  • Tour Historic St. Augustine. ...
  • Go Inshore or Offshore Fishing. ...
  • Explore Everglades National Park. ...
  • Play a Round of Golf. ...
  • Get Involved with Mounts Botanical Garden. ...
  • Take a Cruise. ...
  • Photograph the Landscapes and Wildlife. ...
  • Enjoy Tropical Cuisine.
Jul 8, 2024

Where is the dead center of Florida? ›

The accepted center of Florida is 5.8 miles northwest of Brooksville.

What is the middle of Florida called? ›

The Big Bend: Also known as Middle Florida, The Big Bend includes the ten counties lying between Florida's two largest rivers, the Apalachicola to the west and the Suwannee to the east.

What is Florida best known for? ›

Florida is world-renowned for its beach resorts, amusem*nt parks, warm and sunny climate, and nautical recreation; attractions such as Walt Disney World, the Kennedy Space Center, and Miami Beach draw tens of millions of visitors annually.

What is the most charming town in Florida? ›

Finally, no list of the most beautiful small towns in Florida is complete without including St. Augustine, a go-to weekend escape town for state locals. The town is known to be the first established town in Florida due to its strategic location on the northeastern coastline, appealing to early Spanish settlers.

What is the best run city in Florida? ›

(WFLA) — St. Petersburg was found to be the best-run city in Florida, according to a study from WalletHub. WalletHub looked at six categories: financial stability; education; health; safety; economy; and infrastructure and pollution.

What is the most creative city in Florida? ›

Miami: Known for its dynamic art scene and events like Art Basel, Miami's Wynwood Arts District is a must-visit for its street art and contemporary galleries. The city's diverse neighborhoods offer endless inspiration for creatives.

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