12-Day Roadtrip from Milwaukee to Charleston Itinerary

Start your day with a visit to Lucas Oil Raceway, a hidden gem for motorsport enthusiasts. Afterward, enjoy breakfast at Bluebeard, known for its farm-to-table cuisine.

In the afternoon, embark on an adventure with the Amazing Indianapolis Scavenger Hunt Adventure. This interactive tour will have you solving clues and discovering hidden gems around the city. For lunch, stop by St. Elmo Steak House, famous for its shrimp cocktail.

Conclude your day by exploring the vibrant Mass Ave Arts District. Enjoy shopping and dining at local boutiques and eateries. For dinner, try out The Eagle Mass Ave, known for its fried chicken and Southern comfort food.

Begin your day with a visit to the historic Old Louisville neighborhood. Explore its Victorian architecture and hidden courtyards. Enjoy breakfast at Wild Eggs, known for its creative and hearty breakfast dishes.

In the afternoon, join the intriguing Louisville: Prohibition Ghosts Cocktails and Bites Tour. Learn about Louisville's dark history while sampling delicious bites and cocktails. For lunch before or after the tour, head over to Hillbilly Tea for a refreshing tea break and some light snacks.

End your day with a visit to the Muhammad Ali Center. Discover more about the life and legacy of this boxing legend through interactive exhibits. For dinner, dine at 610 Magnolia, offering a fine dining experience with a focus on seasonal ingredients.

Start your day with a visit to Cheekwood Botanical Gardens & Museum of Art. This hidden gem offers beautiful gardens and an impressive art collection. Enjoy breakfast at Pancake Pantry, famous for its delicious pancakes.

In the afternoon, join the Nashville: Music City Ghosts & Hauntings Guided Walking Tour. Discover the spooky side of Nashville as you explore haunted sites and hear eerie tales. For lunch, head over to Hattie B's Hot Chicken, known for its spicy fried chicken.

End your day with a visit to The George Jones. Enjoy live music and stunning views of the city from the rooftop bar. For dinner, try out The Catbird Seat, offering an innovative tasting menu.

Begin your day with a visit to Lookout Mountain to see Rock City Gardens and Ruby Falls. These natural wonders are true hidden gems. Enjoy breakfast at Bluegrass Grill, known for its hearty morning meals.

In the afternoon, join the Chattanooga: Historic Downtown 2-Hour Segway Tour. Glide through Chattanooga's historic downtown and discover its hidden treasures. For lunch, stop by The Terminal Brewhouse, offering great food and craft beers.

Conclude your day with a scenic riverboat cruise on the Tennessee River. Enjoy stunning views of the city skyline as you dine on delicious cuisine. For dinner before or after your cruise, try out Stir, known for its oysters and craft cocktails.

Start your day with a visit to Oakland Cemetery, one of Atlanta's most historic sites. Explore its beautiful gardens and learn about notable figures buried there. Enjoy breakfast at Highland Bakery, known for its delicious pastries and breakfast dishes.

In the afternoon, join the Atlanta: BeltLine Food Street Art and Cocktail Tour. Discover Atlanta's vibrant street art scene while sampling delicious food and cocktails along the BeltLine. For lunch before or after the tour, head over to The Varsity, an iconic Atlanta eatery famous for its hot dogs and burgers.

End your day with a visit to Ponce City Market. Explore its unique shops and eateries while enjoying stunning views from the rooftop amusement park. For dinner, dine at Bacchanalia, offering a farm-to-table fine dining experience.

Begin your day with a visit to Forsyth Park, a 30-acre park known for its picturesque fountain and walking paths. Enjoy breakfast at Clary's Cafe, a local favorite known for its hearty Southern breakfasts.

In the afternoon, take a guided tour of Savannah's historic district with Savannah: Historical Walking Tour. Learn about the city's rich history and see its well-preserved architecture. For lunch, stop by The Collins Quarter, offering Australian-inspired cuisine in a charming setting.

End your day with a ghost tour through Savannah's haunted sites with Savannah: Ghosts and Gravestones Tour with Low House Entry. Discover spooky tales and eerie locations as you explore one of America's most haunted cities. For dinner, try out The Grey, located in a restored Greyhound bus terminal offering innovative Southern cuisine.

Start your final day with a visit to Fort Sumter National Monument, where you can learn about the start of the Civil War. Enjoy breakfast at Callie's Hot Little Biscuit, known for its delicious biscuits.

In the afternoon, take part in Charleston: Historic City Tour & Magnolia Plantation Combo to explore Charleston's historic sites and beautiful plantation gardens. Have lunch at Husk Restaurant, offering modern Southern cuisine in a historic setting.

End your trip with an evening harbor cruise on Charleston Harbor with Charleston: Luxury Harbor Dinner Cruise. Enjoy stunning views of the city skyline as you dine on delicious cuisine. For dinner before or after your cruise, try out FIG, known for its farm-to-table dishes.

Start your day with a visit to the Martin Luther King Jr. National Historical Park. Explore the birthplace and church of the civil rights leader and learn about his legacy. Enjoy breakfast at Highland Bakery, known for its delicious pastries and breakfast dishes.

In the afternoon, head to the Georgia Aquarium, one of the largest aquariums in the world. Marvel at the diverse marine life and enjoy interactive exhibits. For lunch, stop by The Varsity, an iconic Atlanta eatery famous for its hot dogs and burgers.

End your day with a visit to the Atlanta Botanical Garden, where you can stroll through beautiful themed gardens and enjoy seasonal events. For dinner, dine at Bacchanalia, offering a farm-to-table fine dining experience.

Start your day with a visit to Forsyth Park, a 30-acre park known for its picturesque fountain and walking paths. Enjoy breakfast at Clary's Cafe, a local favorite known for its hearty Southern breakfasts.

In the afternoon, take a guided tour of Savannah's historic district with Savannah: Historical Walking Tour. Learn about the city's rich history and see its well-preserved architecture. For lunch, stop by The Collins Quarter, offering Australian-inspired cuisine in a charming setting.

End your day with a ghost tour through Savannah's haunted sites with Savannah: Ghosts and Gravestones Tour with Low House Entry. Discover spooky tales and eerie locations as you explore one of America's most haunted cities. For dinner, try out The Grey, located in a restored Greyhound bus terminal offering innovative Southern cuisine.

Start your final day with a visit to Fort Sumter National Monument, where you can learn about the start of the Civil War. Enjoy breakfast at Callie's Hot Little Biscuit, known for its delicious biscuits.

Charleston: Historic City Tour & Magnolia Plantation Combo will take you through Charleston's historic sites and beautiful plantation gardens. Have lunch at Husk Restaurant, offering modern Southern cuisine in a historic setting.

Charleston: Luxury Harbor Dinner Cruise is the perfect way to end your trip. Enjoy stunning views of the city skyline as you dine on delicious cuisine. For dinner before or after your cruise, try out FIG, known for its farm-to-table dishes.

Charleston: Folly Island Guided Dolphin Boat Tour in Folly Beach offers an exciting start to your day. Spot dolphins and enjoy the beautiful coastal scenery. Afterward, have breakfast at Miller’s All Day, famous for its all-day brunch menu.

Charleston: Small Group Food Tour – Savor the Flavors is perfect for food enthusiasts. Sample some of Charleston’s best culinary delights while learning about the city’s food culture. For lunch before or after the tour, head over to Poogan’s Porch for some classic Southern comfort food.

Charleston: Downtown Evening Haunted History Carriage Tour will take you through Charleston’s haunted streets as you hear eerie tales from the past. End your day with dinner at Halls Chophouse, renowned for its steaks and elegant atmosphere.