American Experiences: Discover Charleston and Savannah

Road trip through the Southeast

Stroll down beautiful lush streets where antebellum homes were once lively centers. Check out famed historical sites and taste-test your way through the charming American South.



per person


Each American Experiences trip is designed for you to craft and customize your own adventure. Pick your own date, add or remove nights, upgrade your car, reverse cities, add on activities, and more. Our team of adventure experts has curated suggestions to make your trip incredible and our team is standing by to assist you in creating your incredible adventure.

While crafting your road trip, be assured that your package includes centrally-located hotels, a Hertz car rental, breakfast daily, free hotel WiFi, and an adventure all your own.

*Above pricing quoted is per person, land, and air from Boston.

Suggested Itinerary

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Day 1: Arrive in Charleston

Welcome to Charleston! Upon arrival, pick up your rental car and head over to your hotel.  For first time visitors, taking a walking tour is a must - it’s the best way to see, appreciate and experience the history and essence of Charleston. After the tour, spend the rest of the day exploring on your own. Perhaps take a leisurely stroll past some of Charleston's collection of beautifully restored homes including: Heywood Washington House, Joseph Manigault House and the Nathaniel Russell House to name a few.

Day 2: Charleston

Start your morning with a visit to the famed Magnolia Plantation and its gardens. Located on the Ashley River, it is one of the oldest plantations in the South, and listed on the National Register of Historic Places. Culinary delights are abundant, so find a restaurant with outdoor dining and enjoy authentic locally sourced Southern food. Overwhelmed by all the amazing options? Add on a walking foodie tour to get the best local suggestions and samples of foods including stone-ground grits, prawns, and South Carolina barbecue.

Day 3: Charleston to Savannah

Today make your way to the Hostess City of the South, Savannah. Perhaps you'll take the scenic route with a stop at Hilton Head's Coligny Beach along the way. Once you've arrived in Savannah check in to your hotel and enjoy the remainder of your day.  A Carriage ride would be nice!

Day 4: Savannah

Consider a hop on hop off trolley tour to learn about Savannah's people, culture, and rich history. Or, if you prefer, join a bike tour through the historic Southern city. Later, take a stroll through the City Market district. Filled with shops, art galleries, and the occasional local musician, its the perfect spot to catch a bite in between all the fun. If you like spooky, consider taking one of Savannah's evening ghost tours.

Day 5: Farewell

Today, your journey ends in Savannah but the memories full of history and beautiful surroundings are sure to stay with you for a lifetime.

Add-On Adventures

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Charleston's Alleys and Hidden Passages

Travel back in time to discover one of America’s most historic cities on a guided small-group walking tour. Explore some of the city’s most enchanting alleys and hidden passages. Visit the Old Exchange and Provost Dungeon, a colonial building with a 300-year history; Rainbow Row, the longest cluster of Georgian row houses in the United States; plus historic Philadelphia Alley, and many more.
$25 per person

Savor the Flavors of Charleston Food Walking Tour

Discover the delights of the Charleston food scene on this walking tour. With a guide, you'll learn about the cuisine of the Low country region as you explore this historic city and sample local food products such as stone-ground grits, pralines, collard greens, and South Carolina barbecue.
$70 per person

Ghost and Graveyard Tour in Charleston

Peek into Charleston’s shadowy history with a chilling nighttime walking tour of the city’s most eerie sites! Wind through the dark corridors of the Historic District and hear spooky tales of graveyard hauntings, voodoo and botched burials from your local guide. Pass by infamous locations with grisly histories and wander through Charleston’s oldest cemetery after hours.
$30 per person

Private Walking Tour of Charleston

Beat the crowds with a personalized stress-free private tour and experience Charleston your way. Re-imagine your visit with a uniquely tailored blend to suit your schedule and interests.
$150 flat rate (1-5 people)

Ghosts & Gravestones of Savannah

The afterlife is alive and well in Savannah. Experience it for yourself on a Ghosts and Gravestones trolley ride through this grand old Southern city. Tour the streets, passing former battlegrounds, historic cemeteries, and old mansions infiltrated with the supernatural. Make a nighttime stop at legendary River Street, a hot-spot for wandering spirits. Your guide will regale you with stories of Savannah's sinister deeds and nefarious characters along the way.
$35 per person

Historic Hop-On and Hop-Off Trolley Tour of Savannah

Hop on and hop off this trolley tour at more than 15 stops to explore Savannah's most important attractions. Get a comprehensive tour while listening to engaging narration about Savannah's history, culture, and people.
$35 per person

Savannah's Historic & Secret East Side Walking Foodie Tour

Stroll through the east side of Savannah's Historic District to sample food at 6 restaurants on this lunchtime culinary walking tour. With a food-loving guide and a small group of 16 people or less, explore both hidden gems and well-known hot spots. During this outing, taste local delicacies like fried green tomatoes, chopped pork sandwich, and en papillote chicken. Listen as your local guide fills you in on Savannah's distinctive culture and tumultuous history; the food and conversation add up to a tour that's both gastronomically and intellectually satisfying.
$60 per person

Savannah's Historical Bike Tour

Cycle through sunny Savannah on a traditional or e-bike and get a feel for this historic Southern city. Explore with your guide, learning about the city and its people. You'll be left with some great tips about local attractions if you want to explore on your own after the tour.
$27 per person


American Experiences: Discover Charleston and Savannah



Unscripted experiences, insider access and authentic local flavors

Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

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