![downtown charleston sc]()
Getting There: The Scenic Drive from Hilton Head to Charleston
The drive from Hilton Head to Charleston covers about 98 miles and takes roughly two hours, primarily along US-17 S. The route itself is part of the experience—winding through the Lowcountry’s picturesque marshlands, past centuries-old oak trees draped in Spanish moss, and through charming small towns like Bluffton and Beaufort. If you have time, consider making a quick stop in Beaufort, known for its antebellum architecture, quaint shops, and riverside beauty. Stretch your legs with a short stroll along the waterfront before continuing on your way.
Morning: Explore Historic Downtown Charleston
Once you arrive in Charleston, start your day in the heart of the city—historic downtown Charleston. With its cobblestone streets, pastel-colored homes, and steeple-lined skyline, Charleston is often described as a living museum. Begin your adventure at The Battery, a fortified seawall and promenade offering stunning views of Charleston Harbor and historical landmarks like Fort Sumter.
As you wander the streets of the historic district, be sure to stop by Rainbow Row, a series of thirteen colorful Georgian-style homes that are among the most photographed spots in the city. Nearby, the Old Slave Mart Museum offers a sobering look into Charleston’s past as a major center for the slave trade.
For history enthusiasts, a visit to Charleston’s Historic Market is a must. This bustling market dates back to the 1790s and is packed with local vendors selling everything from handmade crafts to sweetgrass baskets. It’s a great spot to pick up a unique souvenir or simply immerse yourself in the lively atmosphere.
![sailboat tour blue life charters charleston sc]()
Late Morning: Sailboat Tour with Blue Life Charters
To experience Charleston from a different perspective, why not take to the water? After exploring the historic streets, head over to Blue Life Charters for a sailboat tour of Charleston Harbor. Sailing is one of the best ways to see the city’s iconic sights from a new angle, including views of the Arthur Ravenel Jr. Bridge, Fort Sumter, and the many historical forts and landmarks dotting the harbor.
With Blue Life Charters, you’ll enjoy a personalized sailing experience. The knowledgeable crew will guide you through the waters, offering stories about Charleston’s maritime history and pointing out hidden gems along the coastline. Whether you’re a seasoned sailor or a first-time cruiser, this scenic tour is the perfect way to unwind and soak in Charleston’s beauty from the water.
Afternoon: Lunch in Charleston’s Culinary Scene
No visit to Charleston is complete without indulging in its renowned Southern cuisine. After your sailboat tour, head to one of Charleston’s famous restaurants for a delicious meal. One highly recommended spot is Husk, located in a beautifully restored 19th-century home. Husk focuses on locally sourced ingredients and Southern-inspired dishes with a modern twist. Try their shrimp and grits, fried chicken, or seasonal specials to get a true taste of the Lowcountry.
Another fantastic option is Fleet Landing Restaurant & Bar, which offers waterfront dining and stunning views of Charleston Harbor. This casual yet upscale eatery is famous for its seafood dishes, including she-crab soup, fried shrimp, and oysters on the half shell.
![king street in charleston sc]()
Early Afternoon: Visit a Charleston Plantation
After lunch, take a short drive to one of Charleston’s famous plantations. These historic estates provide a glimpse into Charleston’s past, showcasing beautiful gardens, grand homes, and the complex history of the antebellum South.
One of the most popular is Boone Hall Plantation, located just outside of downtown Charleston. Boone Hall is one of the oldest working plantations in the country and is renowned for its stunning Avenue of Oaks—a picturesque, mile-long road lined with live oak trees covered in Spanish moss. Visitors can tour the plantation home, slave quarters, and gardens, as well as learn about the history of the estate’s agricultural operations.
Late Afternoon: Stroll Through Waterfront Park
Before heading back to Hilton Head, take some time to relax at Waterfront Park, one of Charleston’s most beloved public spaces. Located along the Cooper River, the park features lush gardens, iconic fountains, and plenty of benches for taking in the peaceful river views. If you’re traveling with kids, the Pineapple Fountain is a great spot to cool off, and the pier offers stunning sunset views if you’re staying into the evening.
Evening: Return to Hilton Head for a Relaxing Night
After a full day of exploring Charleston, return to the serene shores of Hilton Head Island. As you drive back along US-17, reflect on the day’s adventures and look forward to a quiet evening at your Seashore Vacations rental. Whether you’re staying in a beachfront condo or a luxury villa, Hilton Head provides the perfect peaceful retreat after the hustle and bustle of Charleston.
The Perfect Hilton Head to Charleston Day Trip
A day trip from Hilton Head to Charleston offers the best of both worlds—Charleston’s rich history, vibrant culture, and world-class dining, paired with Hilton Head’s relaxed and scenic beauty. From exploring historic downtown Charleston to sailing through its harbor with Blue Life Charters, your day will be packed with unforgettable experiences. And after an exciting day, you’ll return to the calm shores of Hilton Head to enjoy your beautiful vacation rental with Seashore Vacations, making it the ideal home base for Lowcountry adventures.
Start planning your trip today and discover why a visit to Charleston is a must-do while staying on Hilton Head Island!
