Discover historic Charleston in style with a private day trip from Hilton Head Island. Enjoy the ultimate personalized experience with Silver Oak Transportation, exploring at your own pace.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
6–8 hours
Fitness Level
Suitable for most fitness levels, as the trip involves mostly walking and sightseeing
Wildlife
History
Charleston’s deep history dates back to the 17th century, playing a pivotal role in early American history and the Civil War.
Conservation
Efforts focus on preserving Charleston’s historic architecture and promoting eco-friendly tourism practices.
Silver Oak Transportation
Discover historic Charleston in style with a private day trip from Hilton Head Island. Enjoy the ultimate personalized experience with Silver Oak Transportation, exploring at your own pace.
Silver Oak Transportation is a transportation company based in Hilton Head Island, South Carolina, specializing in private and guided day trips to Charleston and Savannah, plus shared shuttle service. The company provides professional drivers who transport guests from Hilton Head Island to historic destinations and back to their accommodations for a relaxed evening.
Silver Oak Transportation offers a range of curated experiences, including private Charleston and Savannah day trips, guided tours that visit antebellum homes and restored Civil War–era properties, and narrated explorations of historic districts. Several tours include free time in iconic local hubs such as Charleston’s City Market and Savannah’s River Street, and guided itineraries include visits to noted landmarks like the Forrest Gump bench and scenic historic neighborhoods.
For travelers needing point-to-point service, Silver Oak Shuttles runs shared rides between Savannah’s Historic District and the airport, providing a straightforward transfer option for visitors. The company’s fleet and service model focus on seamless logistics, punctual pickups, and clear itineraries so visitors can maximize time exploring Charleston and Savannah without worrying about driving or parking.
Silver Oak Transportation positions itself as a reliable choice for day trips from Hilton Head Island, offering private, guided, and shared transportation options that connect travelers to historic sites, shopping areas, and cultural highlights in Charleston and Savannah.
Base Location
Hilton Head Island, SC
Convenient departure point
Trips Offered
10 Tours & Shuttles
Private and guided options available
Day Trips
Charleston & Savannah
Full-day guided and private tours
Airport Shuttle
Savannah Historic ↔ Airport
Shared shuttles for easy transfers
Book private or guided day trips to Charleston and Savannah, or choose a shared shuttle to the Savannah airport—secure reliable transportation today.
Plan your custom stops
Discuss your preferred sites and activities with your driver ahead of time to maximize your day.
Bring comfortable shoes
Walking shoes are essential to comfortably explore Charleston’s historic streets and sights.
Check the weather forecast
Dress appropriately and consider rain gear or sun protection based on the forecast.
Time your visit well
Visit popular attractions early in the day to avoid crowds and maximize your experience.
Comfortable walking shoes
Necessary for exploring Charleston’s historic streets comfortably.
Sun protection
Sunscreen, hat, and sunglasses help protect against the sun during outdoor exploring.
summer
Camera or smartphone
Capture memories from your day exploring Charleston’s scenic sites.
Light backpack
Carry essentials like water, snacks, and personal items during your walk.