13 days in Mississippi, Louisiana & Alabama Itinerary

13 days in Mississippi, Louisiana & Alabama Itinerary

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Route & dates

13 days in Mississippi, Louisiana & Alabama Itinerary

Start: Chicago
Fly:  5​h 15​min
1
Tupelo
— 1 night
Drive:  4​h 45​min
2
Vicksburg
— 1 night
Drive:  1​h 45​min
3
Natchez
— 2 nights
Drive:  3​h 30​min
4
New Orleans
— 3 nights
Drive:  1​h 45​min
5
Biloxi
— 2 nights
Drive:  2​h 15​min
6
Orange Beach
— 3 nights
taxi + Fly:  4​h 15​min
End: Chicago

1
night
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. To see photos, other places to visit, more things to do, and tourist information, use the Tupelo trip builder app .

Chicago to Tupelo is an approximately 5.5-hour flight. You can also do a combination of flight and bus; or drive. When traveling from Chicago in August, plan for a bit warmer days in Tupelo, with highs around 92°F, while nights are about the same with lows around 71°F. Finish your sightseeing early on the 13th (Mon) to allow enough time to drive to Vicksburg.

Things to do in Tupelo

Museums Historic Sites
Highlights from your plan
Elvis Presley Birthplace & Museum ©
Elvis Presley Birthplace & Museum

1
night
Vicksburg

Vicksburg ©
Vicksburg is the only city and county seat of Warren County, Mississippi, United States. On the 13th (Mon), take an in-depth tour of U.S.S. Cairo Museum and then explore the different monuments and memorials at Vicksburg National Cemetery.

To find reviews, photos, other places to visit, and more tourist information, read our Vicksburg journey builder .

Getting from Tupelo to Vicksburg by car takes about 5 hours. Other options: do a combination of car, flight, taxi, and bus; or take a bus. In August, plan for daily highs up to 92°F, and evening lows to 72°F. Wrap up your sightseeing on the 14th (Tue) to allow time to drive to Natchez.

Things to do in Vicksburg

Museums Historic Sites
Highlights from your plan
U.S.S. Cairo Museum ©
U.S.S. Cairo Museum
Vicksburg National Cemetery ©
Vicksburg National Cemetery

2
nights
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. On the 14th (Tue), pause for some serene contemplation at St. Mary Basilica, then contemplate the long history of Longwood, then stroll the grounds of Natchez City Cemetery, and finally steep yourself in history at Stanton Hall. Get ready for a full day of sightseeing on the next day: steep yourself in history at Frogmore Plantation, then see the interesting displays at Rosalie Mansion, then contemplate the long history of First Presbyterian Church, and finally make a trip to Jefferson College.

To see ratings, maps, photos, and tourist information, read our Natchez trip builder tool .

You can drive from Vicksburg to Natchez in 2 hours. Expect a daytime high around 89°F in August, and nighttime lows around 71°F. Finish your sightseeing early on the 16th (Thu) so you can drive to New Orleans.

Things to do in Natchez

Historic Sites Museums

Side Trip

Frogmore Plantation
Highlights from your plan
St. Mary Basilica ©
St. Mary Basilica
Longwood ©
Longwood
Natchez City Cemetery ©
Natchez City Cemetery

3
nights
New Orleans

New Orleans ©
Known for its Creole cuisine, rich musical tradition, and nearby swamps and plantations, New Orleans is one of the nation's oldest cities.
Popular historic sites such as Laura Plantation: Louisiana's Creole Heritage Site and St. Louis Cathedral are in your itinerary. Your cultural itinerary includes sights like French Quarter and Jackson Square. You'll find plenty of places to visit near New Orleans: Houmas House Plantation and Gardens (in Darrow) and Nature & Wildlife Tours (in Slidell). There's still lots to do: take a stroll through Garden District, examine the collection at The National WWII Museum, stop by Faulkner House Books, and stroll the grounds of Lafayette Cemetery No.1.

To see more things to do, maps, photos, and more tourist information, read New Orleans online travel route planner .

Getting from Natchez to New Orleans by car takes about 3.5 hours. Other options: do a combination of car and train; or do a combination of car and bus. Traveling from Natchez in August, expect nights in New Orleans to be somewhat warmer, around 82°F, while days are little chillier, around 82°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to drive to Biloxi.

Things to do in New Orleans

Historic Sites Museums Neighborhoods

Side Trips

Laura Plantation: Louisiana's Creole Heritage Site, Houmas House Plantation and Gardens, Nature & Wildlife Tours
Highlights from your plan
Garden District ©
Garden District
Houmas House Plantation and Gardens ©
French Quarter ©
French Quarter

2
nights
Biloxi

Biloxi ©
A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
Start off your visit on the 20th (Mon): contemplate the long history of Beauvoir, then enjoy the sand and surf at Biloxi Beach, and then enjoy the sea views from Biloxi Lighthouse. On your second day here, try to win big at Beau Rivage Casino and then try your luck at Hard Rock Hotel & Casino Biloxi.

To see ratings, photos, maps, and other tourist information, you can read our Biloxi holiday planning website .

Getting from New Orleans to Biloxi by car takes about 2 hours. Other options: take a bus. Expect somewhat warmer weather when traveling from New Orleans in August: highs in Biloxi hover around 89°F, while lows dip to 76°F. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Orange Beach.

Things to do in Biloxi

Casinos Fun & Games Outdoors
Highlights from your plan
Beau Rivage Casino ©
Beau Rivage Casino
Beauvoir ©
Beauvoir
Biloxi Lighthouse ©
Biloxi Lighthouse

3
nights
Orange Beach

Orange Beach exists solely as a tourist beach town, with a permanent population of less than 6,000.
Discover out-of-the-way places like Parasailing & Paragliding and Fort Morgan State Historic Site. Get outdoors at Gulf State Park and Alligator Alley. Change things up with a short trip to Fort Gaines in Dauphin Island (about 1h 20 min away). Next up on the itinerary: tour the water at your own pace with Hudson Marina, take an in-depth tour of Holmes Medical Museum, and stop by Chocolate Corner.

For where to stay, maps, and tourist information, go to the Orange Beach holiday planning website .

You can drive from Biloxi to Orange Beach in 2.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of bus and taxi. In August, plan for daily highs up to 89°F, and evening lows to 75°F. Wrap up your sightseeing on the 24th (Fri) early enough to travel back home.

Things to do in Orange Beach

Outdoors Parks Wildlife

Side Trips

Gulf Shores, Holmes Medical Museum, Fort Morgan State Historic Site, Alligator Alley, Fort Gaines
Highlights from your plan
Parasailing & Paragliding
Alligator Alley ©
Alligator Alley
Fort Morgan State Historic Site ©
Fort Morgan State Historic Site

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