The dog days of summer are the perfect time to embark on a great American road trip.
One such road trip links two of the South’s most historic and poetic cities: New Orleans and Savannah.
Along the route, explore the Gulf Coast—balmy shores full of quirky beach towns, Cajun culinary magic, and breweries—as well as the white-sand beaches of the Eastern Seaboard between Florida and Georgia.
Pack your sunscreen and bathing suit, and throw on a blues and Southern rock playlist. This weeklong road trip through America’s warmest (both in climate and culture) region awaits.
Start your trip in New Orleans
The Big Easy. N’awlins. The Birthplace of Jazz.
New Orleans is one of America’s most storied and with deep French, Spanish, and African roots culturally distinctive cities. As the saying goes, New Orleanians are perpetually either throwing a party or recovering from one. For those seeking revelry, look no further than the French Quarter or Frenchmen Street—the latter is also one of the best places in New Orleans for live music.
Like Las Vegas, New Orleans doesn’t have open-container laws. So snag yourself a daiquiri while you stroll and admire the city’s inimitable architecture, street music, and local characters.
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Dine at one of New Orleans’ legendary restaurants—perhaps Commander’s Palace, Arnaud’s, or Galatoire’s.
Bay St. Louis, Mississippi
Bay St. Louis is about an hour and a half east of New Orleans.
As with Louisiana, the French colonized these shores in the late 17th century. I recommend taking Highway 90 from New Orleans. This route follows the coastline and is far more scenic than the slightly more expedient Interstate 10.
After the revelry of New Orleans, Bay St. Louis, a quiet and breezy beach town is the ideal place to catch your breath.
For those interested in blues history visit 100 Men Hall. This hallowed music venue has hosted the likes of James Brown, Etta James, and Muddy Waters. The current owner, Rachel Dangermond continues to host musicians and uses the hall for events in support of coastal Mississippi’s African American community.
The gorgeous Pearl Hotel overlooks the ocean and sits within easy walking distance of the restaurants, beach bars, and ice cream parlors of Bay St. Louis. Right across from Pearl Hotel is The Blind Tiger, a beach bar serving up delicious “royal reds,” deep-water shrimp, a coastal Mississippi delicacy.
Gulfport, Mississippi
Driving east from Bay St. Louis, you’ll soon arrive in Gulfport.
Be sure to start the morning with a coffee and plate of biscuits at Fill-Up with Billups, an old-fashioned gas station converted into a diner.
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Boasting a dozen well-known casinos, Gulfport is a popular gaming destination. But if gambling isn’t your thing, Gulfport also boasts world-class charter fishing and is home to Chandeleur Island Brewery.
Biloxi, Mississippi
About 30 minutes down the coast from Gulfport is Biloxi, the Playground of the South.
Long renowned for the abundant shrimp, oysters, and crabs of its warm waters Biloxi suffered tremendous destruction from Hurricane Katrina.
Now, nearly 20 years later, Biloxi is on the rise again with a slew of busy casinos, booming commercial and recreational fishing industries, and killer dining and drinking. If you’ve had your fill of gambling, take a shrimp boat tour with Capt. Mike at Biloxi Shrimping Trip. He takes passengers out into Biloxi Bay to learn about the world’s favorite crustacean.
Ocean Springs, Mississippi
Just east of Biloxi Bay, this small town is a leafy artists’ colony that punches well above its weight for dining, coffee, and nightlife. It’s sprawling with live oaks and buildings bedecked with wrought-iron balconies and the old French influence is palpable.
Ocean Springs comes alive at night. To find a bustling patio bar and live music, just walk up Main Street after dark. Check out Maison de Lu for excellent French-inspired seafood with a Gulf twist. And don’t leave Ocean Springs without getting a cup of joe at Bright-Eyed Brew Co., a local roastery adored by both visitors and locals.
Mobile, Alabama
Continuing east and crossing state lines, Mobile is about an hour from Ocean Springs.
Related article: Experience the Alabama Gulf Coast along the Coastal Connection Scenic Byway
If you have time, keep to coastal Highway 90—it’s a much prettier drive than the inland Interstate 10 as noted previously.
As with New Orleans, Biloxi, and most older Gulf Coast settlements, the French founded Mobile in the late 17th century. Mobile also claims to be home to North America’s oldest Mardi Gras.
Beer aficionados should check out Braided River Brewing Co., a recently opened brewery that’s already garnering national awards.
If you’re a sports fan be sure to pay homage to one of the great ones at the Hank Aaron Childhood Home and Museum located adjacent to Hank Aaron Stadium. Aaron was one of the best to ever play this game. Aaron played 23 seasons. He came to the plate almost 14,000 times. He hit .305 with 755 home runs and 6,856 total bases—more than 700 total bases beyond everyone else. The gap between Aaron and No. 2 on the list, Stan Musial, is more than 12 miles worth of bases.
Fairhope, Alabama
Consistently ranked as one of the nation’s coolest small towns, Fairhope is an upscale beach town about an hour southeast of Mobile. With wooden piers stretching out over blue waters, white-sand beaches, and gorgeous architecture, Fairhope is a town that seduces visitors to stay permanently. What’s more, Fairhope boasts some of the South’s best restaurants. Check out Tamara’s Downtown for scrumptious Gulf Coast delicacies.
Fairhope is undeniably posh (golf carts are the preferred means of transportation here). However, it also has a funky side, evidenced by the ample coffee shops, breweries, and the fact that the town once had a flourishing nudist colony.
Tallahassee, Florida
Welcome to the Sunshine State!
Tallahassee is about three hours east of Fairhope. Home to nearly 35,000 college students, Florida’s capital is one of the country’s most notorious college towns. As you would expect with an overpopulation of 18-to-22-year-olds, Tallahassee brims with rowdy bars, late-night eateries, and youthful verve.
Jacksonville, Florida
Another 2½ hours of driving will take you from Tallahassee to Jacksonville and the shores of the Atlantic Ocean. Jax is the largest city in the U.S. in terms of geographical breadth. It’s also the hometown of Southern rock legends the Allman Brothers Band and Lynyrd Skynyrd.
In Jacksonville, the characteristic form of the Florida beach—that is, powdery white sand against placid, turquoise water—is fully realized. Not to mention that Jacksonville’s beaches are far less crowded than those farther south. For fun in the sun, head to Neptune Beach near downtown Jacksonville.
Savannah, Georgia
Head north up the coast for about two hours to reach Savannah, the final stop on our jaunt through the coastal South. Savannah is one of the oldest cities in the U.S. and boasts some of the most stunning examples of the South’s grandiose pre-Civil War architecture.
Unlike Atlanta, a city Gen. Sherman burned to the ground during the Civil War, the Union Army spared Savannah its torches—some say because Sherman had a local mistress who convinced him that her city was too beautiful to destroy. Either way, posterity is grateful that Savannah remained intact as the Historic District—with its stately fountains, mansions, and lush public parks—is a national treasure.
Related article: The Perfect Georgia Coast Road Trip
Bottom line
Whether your thing is American history, beautiful cities, fabulous cuisine, or gorgeous beaches, the coastal South makes for a fantastic road trip.
This route links the old and superlatively poetic cities of New Orleans and Savannah. It shows you the best of coastal Mississippi, the Gulf Coast, North Florida, and the southern reaches of the Eastern Seaboard.
Worth Pondering…
The journey not the arrival matters.
—T. S. Eliot
