14 days in Alabama, Mississippi & Tennessee Itinerary

14 days in Alabama, Mississippi & Tennessee Itinerary

Created using Inspirock United States route maker

Make it your trip
Fly to Valparaiso, Drive to Gulf Shores
1
Gulf Shores
— 3 nights
Drive
2
Biloxi
— 2 nights
Drive
3
Tupelo
— 1 night
Drive
4
Shiloh
— 1 night
Drive
5
Sweetwater
— 1 night
Drive
6
Gatlinburg
— 5 nights
Fly

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Gulf Shores

— 3 nights
Gulf Shores is a resort city in Baldwin County, Alabama, United States. Step out of the city life by going to Gulf State Park and Alligator Alley. Eschew the tourist crowds and head to Gulf Shores Public Beach and Fishing Charters & Tours. Step out of Gulf Shores with an excursion to Fairhope Municipal Pier in Fairhope--about 54 minutes away. There's lots more to do: hike along Bon Secour National Wildlife Refuge, enjoy the sand and surf at Alabama Point East, soothe aching muscles at Bodenhamer Recreation Center, and tour the pleasant surroundings at Hugh S. Branyon Backcountry Trail - Rosemary Dunes Trailhead.

To find photos, ratings, traveler tips, and tourist information, use the Gulf Shores road trip site.

New York City to Gulf Shores is an approximately 7.5-hour combination of flight and car. You can also drive; or do a combination of bus and taxi. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. Traveling from New York City in November, you will find days in Gulf Shores are somewhat warmer (70°F), and nights are about the same (48°F). Wrap up your sightseeing on the 18th (Wed) to allow time to drive to Biloxi.

Things to do in Gulf Shores

Outdoors · Parks · Beaches · Wildlife

Side Trips

Biloxi

— 2 nights

Playground of the South

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 19th (Thu): try to win big at Beau Rivage Casino, relax and rejuvenate at The Red Lily Spa, and then identify plant and animal life at Gulf Islands National Seashore. On the 20th (Fri), you'll have a packed day of sightseeing: take a memorable tour with Tours.

To find out how to plan a trip to Biloxi, use our trip itinerary maker.

Traveling by car from Gulf Shores to Biloxi takes 2 hours. Alternatively, you can do a combination of taxi and bus. In November, daytime highs in Biloxi are 70°F, while nighttime lows are 52°F. Wrap up your sightseeing on the 20th (Fri) early enough to drive to Tupelo.

Things to do in Biloxi

Wildlife · Outdoors · Tours · Parks

Side Trip

Tupelo

— 1 night
Tupelo is the county seat and the largest city of Lee County, Mississippi. On the 21st (Sat), admire all the interesting features of Natchez Trace Pkwy and then steep yourself in history at Elvis Presley Birthplace & Museum.

For reviews, maps, and other tourist information, refer to the Tupelo trip itinerary builder app.

You can drive from Biloxi to Tupelo in 6.5 hours. Alternatively, you can fly; or take a bus. Prepare for a bit cooler weather when traveling from Biloxi in November: high temperatures in Tupelo hover around 64°F and lows are around 41°F. Finish your sightseeing early on the 21st (Sat) so you can drive to Shiloh.

Things to do in Tupelo

Scenic Drive · Outdoors · Historic Sites · Museums

Shiloh

— 1 night
Kick off your visit on the 22nd (Sun): admire the majestic nature at Pickwick Landing State Park and then witness the site of a historic battle at Shiloh National Military Park.

To find out how to plan a trip to Shiloh, use our trip itinerary maker.

Traveling by car from Tupelo to Shiloh takes 1.5 hours. In November, daily temperatures in Shiloh can reach 62°F, while at night they dip to 39°F. Finish your sightseeing early on the 22nd (Sun) so you can travel to Sweetwater.

Things to do in Shiloh

Parks · Nature · Historic Sites · Wildlife

Side Trip

Sweetwater

— 1 night
Sweetwater is a city in Monroe and McMinn counties in the U.S. On the 23rd (Mon), surround yourself with nature on The Lost Sea Adventure, then immerse yourself in nature at Fort Loudoun State Park, and then cruise along Cherohala Skyway.

For more things to do, photos, where to stay, and tourist information, refer to the Sweetwater tour itinerary planner.

You can drive from Shiloh to Sweetwater in 5 hours. Alternatively, you can do a combination of car and flight. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Traveling from Shiloh in November, plan for slightly colder nights in Sweetwater, with lows around 34°F. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Gatlinburg.

Things to do in Sweetwater

Outdoors · Parks · Nature · Scenic Drive

Side Trips

Gatlinburg

— 5 nights

The Gateway to the Great Smoky Mountains

Nestled in the lush, wooded forests of the Great Smoky Mountains National Park, Gatlinburg is Tennessee’s premier mountain resort destination.
Take a break from the city and head to Roaring Fork Motor Nature Trail and Roaring Fork. Discover out-of-the-way places like Doc Collier Distillery and Newfound Gap Road. You'll find plenty of places to visit near Gatlinburg: Foothills Parkway Southwest Parking (in Great Smoky Mountains National Park) and Townsend (Tuckaleechee Caverns & Cades Cove Cellars). Spend the 25th (Wed) exploring nature at Great Smoky Mountains National Park. Next up on the itinerary: tour the pleasant surroundings at Gatlinburg Trail, brush up on your knowledge of spirits at Ole Smoky, learn about winemaking at Mill Bridge Winery, and take a memorable drive along Gatlinburg Scenic Overlook.

To see where to stay, ratings, and tourist information, use the Gatlinburg online itinerary planner.

You can drive from Sweetwater to Gatlinburg in 2 hours. In November, daily temperatures in Gatlinburg can reach 60°F, while at night they dip to 39°F. Finish your sightseeing early on the 28th (Sat) so you can travel back home.

Things to do in Gatlinburg

Parks · Outdoors · Nature · Trails

Side Trips

Alabama travel guide

4.4
Dolphin & Whale Watching · Military Museums · Specialty Museums
Heart of Dixie
Known as a focal point of the civil rights struggle in the 1960s, Alabama features diverse landscapes that include tall mountains, rolling hills, and gentle plains. Though still largely undiscovered by foreign visitors, Alabama offers tourists a chance to discover the distinct culture of the Deep South. In addition to well-preserved examples of antebellum architecture, this area also boasts an outstanding local cuisine, famous for traditional barbecue recipes passed down from generation to generation. Looking for outdoorsy things to do? Nature lovers on holiday can explore the state's beaches, rugged canyons, and lush river valleys.

Mississippi travel guide

3.5
Casinos · Historic Sites · History Museums
The Magnolia State
Still relatively unspoiled by mass tourism, Mississippi epitomizes rich history and offers warm hospitality to those who vacation here. The Mississippi River forms most of its western border, so it's no surprise that this mighty waterway shapes the lives of people calling the "Magnolia State" their home. The river influences everything from the food they eat to the music they listen to. Perhaps the easiest way to discover Mississippi is to take a drive on the 715 km (444 mi) long national parkway, which follows a route used since pre-colonial times that's famous for its scenic beauty and attractions of historical interest. At the end of the parkway sits a town packed with nearly 600 antebellum homes.

Tennessee travel guide

4.4
Specialty Museums · Distilleries · Theaters
The Volunteer State
Divided by law, geography, and custom into three major regions, represented by the three stars on state's flag, Tennessee boasts a distinctive musical heritage that includes elements of bluegrass, country-western, and blues. With a countryside as diverse as its people, Tennessee includes landscapes ranging from a mountainous region in the east to the lowlands of the west, with gently rolling hills in the middle. For a well-rounded vacation, you can hike remote mountain trails in the morning and explore the crowded bars of Nashville in the evening. Visit the urban attractions, such as Elvis Presley's former residence in Memphis, but don't miss a chance to spend some time in the Great Smoky Mountains National Park, situated in the eastern part of the state.