5 days in Mississippi Itinerary

5 days in Mississippi Itinerary

Created using Inspirock Mississippi tour planner

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Route & dates

5 days in Mississippi Itinerary

Start: Greenville
Drive:  3​h
1
Tupelo
— 1 night
Drive + Fly:  5​h 30​min
2
Gulfport
— 1 day
Drive:  4​h
3
Natchez
— 1 night
Drive:  1​h 30​min
4
Vicksburg
— 1 night
Drive:  1​h 45​min
End: Greenville

1
night
Tupelo

Tupelo ©
Tupelo is the county seat and the largest city of Lee County, Mississippi. Start off your visit on the 13th (Thu): see the interesting displays at Tupelo Automobile Museum, then explore the galleries of Elvis Presley Birthplace & Museum, and then test your problem-solving skills at popular escape rooms. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Natchez Trace Pkwy.

To see maps, other places to visit, photos, and more tourist information, use the Tupelo trip itinerary planning site .

Greenville to Tupelo is an approximately 3.5-hour car ride. In June, daily temperatures in Tupelo can reach 89°F, while at night they dip to 69°F. Wrap up your sightseeing on the 14th (Fri) to allow time to travel to Gulfport.

Things to do in Tupelo

Historic Sites Outdoors Nature
Highlights from your plan
Natchez Trace Pkwy ©
Natchez Trace Pkwy
Tupelo Automobile Museum ©
Tupelo Automobile Museum
Elvis Presley Birthplace & Museum ©
Elvis Presley Birthplace & Museum

1
day
Gulfport

Gulfport ©
Gulfport is the second largest city in Mississippi after the state capital, Jackson. On the 15th (Sat), try your luck at Hard Rock Hotel & Casino Biloxi, try your luck at Beau Rivage Casino, and then steep yourself in history at Beauvoir.

To find photos and other tourist information, read Gulfport road trip website .

Traveling by combination of car and flight from Tupelo to Gulfport takes 5.5 hours. Alternatively, you can drive; or do a combination of car, flight, and bus. June in Gulfport sees daily highs of 89°F and lows of 74°F at night. Finish your sightseeing early on the 15th (Sat) so you can drive to Natchez.

Things to do in Gulfport

Fun & Games Casinos Historic Sites

Side Trip

Biloxi
Highlights from your plan
Beau Rivage Casino ©
Beau Rivage Casino
Beauvoir ©
Beauvoir
Hard Rock Hotel & Casino Biloxi ©
Hard Rock Hotel & Casino Biloxi

1
night
Natchez

Natchez ©
Natchez is the county seat and only city of Adams County, Mississippi, United States. Kick off your visit on the 16th (Sun): admire the striking features of First Presbyterian Church, steep yourself in history at Stanton Hall, then take in the architecture and atmosphere at St. Mary Basilica, then contemplate the long history of Longwood, and finally steep yourself in history at Rosalie Mansion.

To see where to stay, reviews, ratings, and other tourist information, you can read our Natchez day trip app .

Getting from Gulfport to Natchez by car takes about 4 hours. Other options: do a combination of bus, train, and car; or do a combination of taxi, train, and car. In June, daytime highs in Natchez are 87°F, while nighttime lows are 70°F. Cap off your sightseeing on the 16th (Sun) early enough to go by car to Vicksburg.

Things to do in Natchez

Historic Sites Museums
Highlights from your plan
Longwood ©
Longwood
St. Mary Basilica ©
St. Mary Basilica
Stanton Hall ©
Stanton Hall

1
night
Vicksburg

Vicksburg ©
Vicksburg is the only city and county seat of Warren County, Mississippi, United States. Kick off your visit on the 17th (Mon): witness the site of a historic battle at Vicksburg National Military Park, don't miss a visit to Vicksburg Riverfront Murals, then take an in-depth tour of U.S.S. Cairo Museum, and finally ponder the world of politics at Old Courthouse.

For photos, where to stay, other places to visit, and other tourist information, go to the Vicksburg trip site .

Getting from Natchez to Vicksburg by car takes about 1.5 hours. In June, daytime highs in Vicksburg are 88°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 17th (Mon) early enough to travel back home.

Things to do in Vicksburg

Historic Sites Parks Museums
Highlights from your plan
Vicksburg National Military Park ©
Vicksburg National Military Park
U.S.S. Cairo Museum ©
U.S.S. Cairo Museum
Vicksburg Riverfront Murals ©
Vicksburg Riverfront Murals

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