11 Most Charming Town Squares On The Gulf Coast
The five Gulf Coast states are filled with affable towns with incredible town squares. Each exudes the region's qualities, from close-knit communities to various points of interest, making each visit memorable. These areas are hubs of activity and among the best places to gain a proper understanding of each small hamlet.
Another fascinating aspect of these 11 town square districts is that many feature historical buildings and sites that help shape the towns they are in today. In this way, visitors can see tangible evidence of the city's evolution, from its humble beginnings to the thriving communities it has today. Although the beach is the biggest draw for many, these 11 community hubs are just as attractive and worth visiting on their own merits.
Venice, Florida

Although Venice is world-renowned for shark-tooth hunting, its town square captures the essence of "old Florida" and is one of the best to explore in the state. The historic district centers around Tampa and Venice Avenues. The district was developed in the 1920s and still carries that aura, including landmark hotels like Hotel Venice, opened in 1927.

The area has an almost Mediterranean Revival style and a Florida ambience that make it so welcoming. Centennial Park is the heart and soul of the district, and it is here where visitors can often find live music and other community events that underscore the sense of community among residents. It is also home to the Venice MainStreet kiosk, which provides information on what to see and do in the area, including the historic Venice Train Depot and other prominent structures.
Apalachicola, Florida

One can argue that Apalachicola has the best town square along the entire Gulf Coast, because the historic fishing village was built around six of them, and they still exist today. More than 900 homes and buildings are located within the National Historic District, and self-guided and docent-led walking tours are available. No walking tour is complete without visiting the historic fishing docks and local eateries featuring boat-to-table fare, such as the local favorite Apalachicola Seafood Grill.

Other points of interest include the Apalachicola Maritime Museum, which helps you better understand how maritime culture, seafood, and historical significance converge in this village, making it a worthwhile destination. It is also very much an artist's haven, and the waterfront Apalachicola The Center for History, Culture, and Art showcases the best of the local talent. Although residents still honor its past, Apalachicola has become known as a hip destination, adding a distinctive aura to its town square area.
Rosemary Beach, Florida

The Emerald Coast's Rosemary Beach is an ideal destination for those seeking a low-key retreat and a vibrant downtown area. Shopping is king at the town center, one of the main reasons people flock to the district. Stores like 30A Store, named after the region's iconic main artery, are a big draw for many visitors. The pedestrian-friendly area boasts a neo-traditional design with architectural influences from the European colonial West Indies, New Orleans, and coastal Southern cities, resulting in one of the most aesthetically pleasing areas along the coast.

Dining is an adventure in Rosemary Beach, especially at Pescado Seafood Grill and Rooftop Bar, which celebrates the local tradition of watching the sun set from its rooftop setting. Another downtown favorite is the Havana Beach Bar and Grill, featuring a fun atmosphere and casual menu. Staying at the landmark Rosemary Beach Inn completes any visit and keeps guests within walking distance of the town center, the highlight of any visit.
Destin, Florida

Known as the "World's Luckiest Fishing Village," Destin is renowned for its sport fishing. However, it also boasts a fantastic town square district worth visiting, especially for those who enjoy long walks and shopping. Harborwalk Village is where the action is, but there are other boardwalks leading to Okaloosa Island and other beautiful places.

Shoppers will not be disappointed by the range of stores, including Aloha Surf Company and Bleu Tropics. Each one reflects the sun-soaked charm that has made Destin a world-class destination. The shops are situated near numerous waterfront dining options, including the iconic Angler's Beachside Bar and Grill, to maintain the tropical ambiance.
Seaside, Florida

Seaside is a planned community on Florida's Emerald Coast, renowned for its New Urbanist design and pastel-colored houses. It revolves around its walkable town center, a shopper's paradise with stores like Poeta and Onward Reserve. The best aspect of the area is its proximity to the beach, making shopping an enjoyable outdoor activity with salt-tinged breezes and tropical air.

The town landmark, Bud and Alley's Waterfront Restaurant and Bar, is nearby, a local legend that has been serving cold beer and sunset views for almost 40 years. It captures the authentic essence of Seaside like no other venue and adds an exclamatory point on any visit. Drome is a new addition and is generating a lot of buzz for its dumplings and "street eats."
Foley, Alabama

Foley has a relaxed atmosphere and classic Alabama feel combined with a beachside aesthetic. Downtown, with its classic brick storefronts, feels progressive and offers locals and visitors a variety of things to see and do. Cat Alley showcases the community's creativity by transforming the throughway into an art gallery, while the colorful Charles Ebert Express II highlights the city's fun side and love of trains.

Heritage Park, located in the heart of downtown, offers a peaceful respite while touring the area. The red brick sidewalks and manicured lawns provide opportunities to mingle with locals, especially during one of the many events. The Movie in the Park event during the warm months is an ideal way to experience the community's closeness while in town.
Fairhope, Alabama

Downtown Fairhope's French Quarter is one of the most charming town squares on the Gulf Coast and is a dream destination for many. Along with being home to the South's largest Crepe Myrtle, the community is also home to many shops and boutiques that capture its essence, like Page and Palette. The family-owned bookshop has served the community for over 50 years and features the Latte Da coffee shop and the Book Cellar, an event venue and bar.

Visitors cannot leave the French Quarter without lunch at the landmark Panini Pete's. The sandwich shop has been featured on the Food Network and other prestigious culinary shows and has become a tradition in town. Window shopping is also an adventure, allowing newcomers to soak in the atmosphere and experience the Southern friendliness of the district.
Bay St. Louis, Mississippi

Bay St. Louis is the place to go for fun on the Gulf Coast, and its downtown area is one of the best in the region. The historic waterfront district, known as Old Town, is the entertainment hub, especially on Second Saturdays when merchants from downtown to Depot Row offer live events and festive shopping opportunities. For a quieter afternoon, check out the Bay St. Louis Little Theatre for an award-winning show.

Another cultural masterpiece is the Alice Moseley Folk Art Museum. The gallery pays tribute to local icon Alice Mosely, who began painting at the age of 65 and became a folk hero in the community. For those looking for a dining experience that defines Bay St. Louis, Trapani’s Eatery is the place to be, thanks to its atmosphere and elevated menu.
Ocean Springs, Mississippi

Downtown Ocean Springs is a lively place, packed with pedestrians, classic architectural styles, and fun places to explore. An excellent way to discover the area is by booking a Slow Ride Pedal Tour before embarking on your own. Afterward, grab a tour at the Walter Anderson Museum of Art to see the cultural side of the community through the eyes of an eclectic artist and an array of bright colors.

True to its Southern heritage, the downtown area offers many eateries that will put a smile on any foodie's face. Knuckleheads offers traditional Southern favorites and a bar serving craft beer. Meanwhile, the Government Street Grocery is an ideal spot for lunch, serving burgers and fries, along with patio seating and live music.
Port Aransas, Texas

Port Aransas is a classic Texas coastal town, filled with entertaining venues while retaining its fishing village mystique. Downtown captures this coastal essence with its boutiques and local shops, such as the Bluewater Cowboy Mercantile, offering retail therapy for anyone seeking a unique shopping experience. The island lifestyle has also influenced many artists, and their works are available at shops like Tula Blue.

The artistic side of the community extends beyond local shops. Downtown has an energy that permeates everything, from its shops to its galleries. Visit the Port Aransas Art Center to discover the diverse styles and inspirations of local artists. The vibrant cultural hub is dedicated to the artist community and displays photographs, portraits, sculptures, and more.
The Gulf Coast is one of the most pleasant year-round destinations to visit, and these 11 town squares show why. Small communities, scenic beach landscapes, and vibrant districts are just some of the local attractions to discover. Many of these areas are also surrounded by historic buildings, adding to their allure.
Downtown districts are often the best places to get an authentic feel for the place, and these town squares are exceptional in that regard. Although tiny by population, each one is big on fun attractions and points of interest that make a full itinerary for any trip. Meandering through the common areas enables guests to immerse themselves in local culture and heritage, and these are among the best districts in the region for doing so.