Road Trip: Savannah, Hilton Head & Charleston
Colonial cities and coastal vibes
Hit the road for an easy and affordable retreat. Our new Road Trip vacations are designed to keep you in the driver's seat as you set off to discover the US from the comfort of your own car. Buckle up! Your much-needed getaway just got closer than ever.
Get your camera ready! This vacation brings you to the postcard-worthy cities of Savannah and Charleston as well as the coastal retreat of Hilton Head. With your own car, you can explore as you please. These stunning locations are all within a few hours of each other, so you'll have plenty of free time!
What's Included
- 3 nights in Savannah at the Kimpton Brice Hotel, or similar
- 2 nights in Hilton Head at the Omni Hilton Head Oceanfront Resort, or similar
- 3 nights in Charleston at the Belmond Charleston Place, or similar
- Detailed day-by-day itinerary with trip highlights, hotel information, local guides, maps, and daily driving instructions
Great Ways to Explore
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Snap a photo on the Savannah bench where several scenes of Forrest Gump were shot.
Treat yourself to a scoop at Savannah's famous Leopold's Ice Cream shop.
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Enjoy a relaxing day of golf on Hilton Head Island.
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Admire the jaw-dropping antebellum architecture in Charleston.
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Snag a locally made souvenir at the Preservation Society of Charleston.
This 8-night getaway will bring you to the southern cities of Savannah and Charleston, oozing with charm and sophistication. In between, stop off for a stay on Hilton Head for a taste of the laid back island life.
Start in Savannah, Georgia's oldest city. Stroll along the river, indulge in true southern cuisine and snap photos in front of the fountain in Forsythe Park. Next, spend a few days on Hilton Head Island and enjoy the slower lifestyle of this relaxing retreat. Play a few rounds of golf or hit up the beach. Lastly, visit Charleston, rich in history and consistently voted a top destination in the US. Marvel at the stunning mansions, walk the waterfront promenade and explore City Market.
Please note that some package inclusions may be restricted or unavailable at time of travel. We will substitute them with similar options of equivalent value, as available.
- 3 nights in Savannah at the Kimpton Brice Hotel, or similar
- 2 nights in Hilton Head at the Omni Hilton Head Oceanfront Resort, or similar
- 3 nights in Charleston at the Belmond Charleston Place, or similar
- Detailed day-by-day itinerary with trip highlights, hotel information, local guides, maps, and daily driving instructions
-
Snap a photo on the Savannah bench where several scenes of Forrest Gump were shot.
Treat yourself to a scoop at Savannah's famous Leopold's Ice Cream shop.
-
Enjoy a relaxing day of golf on Hilton Head Island.
-
Admire the jaw-dropping antebellum architecture in Charleston.
-
Snag a locally made souvenir at the Preservation Society of Charleston.
This 8-night getaway will bring you to the southern cities of Savannah and Charleston, oozing with charm and sophistication. In between, stop off for a stay on Hilton Head for a taste of the laid back island life.
Start in Savannah, Georgia's oldest city. Stroll along the river, indulge in true southern cuisine and snap photos in front of the fountain in Forsythe Park. Next, spend a few days on Hilton Head Island and enjoy the slower lifestyle of this relaxing retreat. Play a few rounds of golf or hit up the beach. Lastly, visit Charleston, rich in history and consistently voted a top destination in the US. Marvel at the stunning mansions, walk the waterfront promenade and explore City Market.
Please note that some package inclusions may be restricted or unavailable at time of travel. We will substitute them with similar options of equivalent value, as available.
Departure Airport:
Departure Month:
Prices From:
Day 1. Welcome to Savannah
After you've checked into your hotel, stroll along River Street to see the galleries, restaurants, and pubs housed in old cotton warehouses. Stick around after sunset to see the area come to life with street musicians.
Check-in - Kimpton Brice Hotel
The Kimpton Brice Hotel is like any good Southern belle — beautiful and poised on the outside, a bit sassy and rebellious on the inside. Enjoy the boutique hotel’s urban resort vibe right in the center of Savannah’s National Historic Landmark District, filled with museums, churches, gardens, monuments, mansions and more. In fact, The Kimpton Brice Hotel is centrally located in the historic district, just a cobblestone’s throw away from the famed River Street and walking distance to City Market. No need to choose between storied and modern when you can get both at The Kimpton Brice Hotel.
Day 2. Savannah
Savannah is Georgia's oldest city and was a strategic port during the American Revolution and the Civil War. Historians, nature lovers, and food/wine enthusiasts alike enjoy this rich city.
In this city "made for walking," take a leisurely stroll through the beautifully restored Old Savannah. Local breweries, chocolatiers, and award-winning chefs all take pride in this charming jewel of the south that sparkles both day and night with beautiful gardens, antebellum architecture, and a vibrant nighttime scene.
Riverfront Promenade • Savannah, Geogia
Day 3. Savannah
Savannah's historic district is a collection of pretty town squares and preserved architecture. You might consider taking a history or ghost tour to acquaint yourself.
Later on, linger at landmarks such as Forsyth Park, where residents and visitors have gathered for generations around a spectacular fountain. Heading toward the Savannah River, pause for a self-guided tour of the Cathedral of St. John the Baptist; its towering twin steeples are a fixture on the Savannah skyline.
Continue to City Market's courtyards and squares with restaurants, shops, and galleries. Prefer to venture outside the city today? Visit Tybee Island for a lighthouse tour, paddling excursion, or charter cruise.
Wormsloe Historic Site
Day 4. Savannah - Hilton Head
Hop back into your car and make the short drive over to Hilton Head Island today. Time for some laid-back, coastal relaxation! This barrier island offers a less crowded atmosphere, pristine beaches, top-rated golf courses and it's a nature lover's delight with a forest preserve and a national wildlife refuge.
Check-in - Omni Hilton Head Oceanfront Resort
Our stunning resort is located on sugar sand beaches off the coast of South Carolina on the #1 island in the Continental United States, as ranked by Travel + Leisure, and the #1 island in the US by Condé Nast Traveler. As part of the prestigious Palmetto Dunes Oceanfront Resort community, we offer access to an 11-mile lagoon system with bike trails, tennis courts and three championship golf courses. Paired with sparkling pools and delicious dining, you will be captivated by this perfect getaway.
Day 5. Hilton Head
Hilton Head is consistently named among the top golf destinations in the US. Choose one for today and tee off to scenic ocean views. With over 40 courses in the area (over 20 right on the island), you're sure to find one that suits you. And, with the moderate climate, you can play any time of year.
Not a golfer? No problem! Head to one of the island's seven beaches for some fun in the sun. Coligny Beach is a favorite among locals and visitors alike. Rent a bicycle for a ride along the shore or just relax with a refreshing cocktail. It's your vacation - do what you want!Â
Harbour Town Lighthouse • Hilton Head Island, South Carolina
Day 6. Hilton Head - Charleston
Leave the island life behind and head to Charleston today! The ride is about 2 hours depending on traffic so you have plenty of flexibility for when to get on the road.Â
Tonight, head to a rooftop bar in Charleston to enjoy the sunset and toast to your first night in this exciting city.
Check-in - Belmond Charleston Place
Travel back to the 17th Century with a stay at Belmond Charleston Place. Sink your teeth into classic southern comfort at the hotel's award-winning restaurant, then enjoy a good night's sleep in your comfortable guestroom. See the best of Charleston from your home base at this beautiful hotel!Â
The hotel exudes 17th-century nobility. You'll be greeted by a striking bronze fountain. The lobby enchants with its Georgian open-arm staircase, Italian marble floors and glistening chandelier. Set back from the street, we also enjoy a rare cosmopolitan serenity. Urban living never felt so good.
Day 7. Charleston
Charleston is rich with Civil War history and known for its signature antebellum mansions painted in a rainbow of colors and featuring elaborate ironwork. You might want to join a walking tour today for the best view of these homes, their gardens, and the Battery, Charleston's historic waterfront promenade.
Tonight, perhaps you want to take an atmospheric carriage ride through the city or a beautiful sunset cruise.
The Battery in Charleston, South Carolina
Day 8. Charleston
Today, start at Market Hall and shop through City Market for souvenirs, including sweetgrass baskets, an essential tool on former rice plantations. City Market is a historic market complex that stretches four full city blocks of Charleston.
Tour a plantation at Middleton Place, featuring the 18th-Century House Museum and Stable yards. History also comes alive at Fort Sumter National Monument, where the American Civil War began. The site looks over Folly Beach and Sullivan's Island with wide beaches, locally owned restaurants, and activities such as surfing and kayaking.
Colonial Houses in Charleston
Day 9. Depart Charleston
Sadly it's time to say goodbye to your charming southern vacation. Point your car toward home and start planning your next adventure!Â
Charleston