Itinerary
- Day 1
Orlando
Start by picking up your rental car and driving to your hotel in Orlando. The evening is yours to settle in and get to know the city at your own pace.
- Accommodation
- Hotel, Hotel
- Day 2
Orlando to St. Augustine
Head to St. Augustine, America's oldest city with Spanish colonial architecture and that small-town feel. If you want, take a detour to Daytona Beach along the way. The drive covers roughly 175-184 km.
- Accommodation
- Hotel, Hotel, Hotel
Optional Activities
- Visit Daytona Beach
Landmarks/POIs St. Augustine Daytona Beach - Day 3
St. Augustine to Savannah
Drive north along the Atlantic coast toward Savannah, a city famous for its architecture and genuine southern character. Once there, you'll have time to walk around the squares with their monuments and fountains. Distance is about 305-295 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Stroll through Savannah's squares and admire antebellum houses
Landmarks/POIs Savannah Historic District 
- Day 4
Savannah
Spend the day in Savannah exploring restored streets and the waterfront area. Start at Riverfront Plaza to see the 19th century warehouses and arcades, then wander through the old city center where the City Market has restaurants and art galleries.
Optional Activities
- Stroll along Riverfront Plaza
- Visit City Market restaurants and art galleries
Landmarks/POIs Riverfront Plaza City Market 
- Day 5
Savannah to Charleston
Today's drive is shorter, giving you time to detour to Hilton Head Island and its long white beaches before continuing to Charleston. If interested, consider taking a boat to historic Fort Sumter. The route covers 172-181 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Visit Hilton Head Island beaches
- Take a boat trip to Fort Sumter
Landmarks/POIs Hilton Head Island Fort Sumter - Day 6
Charleston to Atlanta
Take a leisurely walk through Charleston's historic streets, including Meeting Street and East Battery down to Catfish Row. Then drive inland to Atlanta, Georgia's capital. This leg runs 485-530 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Stroll along Meeting Street to East Battery and Catfish Row
Landmarks/POIs Meeting Street East Battery Catfish Row - Day 7
Atlanta
Check out Atlanta's mix of modern and old Southern culture. Visit Margaret Mitchell's home on Peachtree Street, see the Martin Luther King Jr. birthplace and memorial, and stop by Centennial Olympic Park from the 1996 Summer Olympics.
Optional Activities
- Visit Margaret Mitchell's home on Peachtree Street
- Explore Martin Luther King Jr. birthplace and memorial
- Visit Centennial Olympic Park
Landmarks/POIs Margaret Mitchell House Martin Luther King Jr. National Historical Park Centennial Olympic Park - Day 8
Atlanta to Asheville
Drive to Asheville, located on the scenic Blue Ridge Parkway. The city has cultural attractions in its center, and the surrounding area offers hiking, mountain biking, views over the Blue Ridge Mountains, art galleries in the River Arts District, and craft breweries. Distance is around 335-320 km.
- Accommodation
- Hotel, Hotel, Hotel
Optional Activities
- Hike in the Blue Ridge Mountains area
- Mountain bike ride with views over Blue Ridge Mountains
- Stroll through River Arts District and visit art galleries
- Visit craft beer breweries
Landmarks/POIs Blue Ridge Parkway River Arts District - Day 9
Asheville to Nashville
Travel through the Great Smoky Mountains and East and Middle Tennessee to Nashville, the heart of country music. Visit the Country Music Hall of Fame to learn about the genre, then explore honky tonk bars on Broadway where you might catch emerging talent. This drive is about 475 km.
- Accommodation
- Hotel, Hotel, Hotel
Optional Activities
- Visit Country Music Hall of Fame
- Explore honky tonk bars on Broadway
Landmarks/POIs Great Smoky Mountains Country Music Hall of Fame Broadway - Day 10
Nashville to Memphis
Head along the 'Music Highway' to Memphis, where multiple musical genres developed over time. See Graceland, Elvis Presley's estate that draws thousands of visitors daily, and spend time on Beale Street with its many bars and restaurants. The distance is roughly 345 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Visit Graceland, Elvis Presley's estate
- Explore Beale Street bars and restaurants
Landmarks/POIs Graceland Beale Street - Day 11
Memphis to Vicksburg
If blues interests you, consider detouring through Indianola to the B. B. King Museum, dedicated to the legendary guitarist and singer. Then continue to Vicksburg, known for restored antebellum houses like the Anchuca Historic Mansion & Inn. The drive is 400-390 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Visit B. B. King Museum in Indianola
- Visit Anchuca Historic Mansion & Inn in Vicksburg
Landmarks/POIs B. B. King Museum Anchuca Historic Mansion & Inn - Day 12
Vicksburg to Vacherie
Explore restored plantation houses along the Mississippi River. Tour Laura Plantation near Vacherie and Oak Alley Plantation, which is known for its avenue of 300-year-old oaks and neo-Greek style. The trip covers approximately 335 km.
Optional Activities
- Visit Laura Plantation
- Tour Oak Alley Plantation
Landmarks/POIs Laura Plantation Oak Alley Plantation - Day 13
Vacherie to New Orleans
Arrive in New Orleans, the birthplace of jazz and home to that carefree energy locals call 'The Big Easy'. Check out the French Quarter, walk along the Mississippi River, or visit the quiet Garden District. The distance from your previous stop is about 90 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Explore the French Quarter
- Stroll along the Mississippi River
- Visit the Garden District
Landmarks/POIs French Quarter Garden District 
- Day 14
New Orleans
Walk through New Orleans' streets and visit the Louisiana State Museum. Listen to jazz music pouring out from local pubs and try the spicy Creole food. Soak in the energy and joie de vivre that defines this city.
Optional Activities
- Visit Louisiana State Museum
- Listen to jazz in pubs
- Try Creole cuisine
Landmarks/POIs Louisiana State Museum - Day 15
New Orleans to Pensacola
Travel along the coast from Louisiana to Florida's Panhandle, heading to Pensacola. The city has sandy beaches and outdoor activities, plus cultural sites like the National Naval Aviation Museum, Pensacola Museum of Art, and the Pensacola Lighthouse. This leg runs 640-616 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Visit National Naval Aviation Museum
- Visit Pensacola Museum of Art
- Visit Pensacola Lighthouse and Maritime Museum
Landmarks/POIs National Naval Aviation Museum Pensacola Museum of Art Pensacola Lighthouse and Maritime Museum - Day 16
Pensacola to Orlando
Head southeast back toward Orlando. Along the way, visit Tallahassee, Florida's capital, which spreads across several hills with quiet, moss-covered tree-lined streets and that southern character. The distance is approximately 388-416 km.
- Accommodation
- Hotel, Hotel
Optional Activities
- Visit Tallahassee
Landmarks/POIs Tallahassee - Day 17
Orlando
Spend this day exploring Orlando's amusement parks. Try the fantasy world of Disney Parks, the movie world of Universal Studios and Hollywood, and check out the many malls around the city for shopping.
Optional Activities
- Visit Disney Parks
- Visit Hollywood and Universal Studios
- Shop at Orlando malls
Landmarks/POIs Disney Parks Universal Studios - Day 18
Orlando
The road trip ends today. Return your rental car. If you want, you can arrange extensions to stay longer in any of the areas you've visited.
