Hilton Head Island is known for its pristine beaches, beautiful walking and bike paths, and its laid-back Lowcountry lifestyle, but there is so much more to discover beyond the island itself. Its location along South Carolina’s coast makes it an ideal home base for exploring historic, waterfront towns and communities throughout the region. Keep reading for five nearby destinations (in order from closest to furthest away) that offer more ways to experience the Lowcountry and beyond.
Old Town Bluffton, SC
Right over the bridges that connect Hilton Head Island to the mainland, Bluffton is an easy day trip for anyone looking to experience a little more of the Lowcountry’s small-town charm. And when we say easy, this might be the easiest day trip to take from the island. Set along the May River, Old Town Bluffton is a historic community known for its live oaks dripping in Spanish Moss, colorful art galleries and local shops, and delicious restaurants that have an oversupply of southern hospitality.
Spend a leisurely morning browsing the shops along Calhoun Street, visiting local art galleries, and admiring historic homes and churches throughout the neighborhood. Right off the water, The Church of the Cross is one of Bluffton’s most recognizable landmarks, where you’ll still be able to buy “Holy Honey” even after their famous bees were recently relocated. Visitors can enjoy views of the river from the dock or plan a kayaking excursion to see the surrounding waterways up close. And of course, making time for a coffee, meal, or sweet treat from some of the many restaurants and cafes in Old Town is a must.
Daufuskie Island, SC
For a day trip that feels like a true getaway, take a boat ride across the Calibogue Sound to Daufuskie Island. Located just off the coast of Hilton Head Island, this quiet sea island is accessible only by boat, making the journey part of the experience. And while it might feel like a hassle coordinating ferry schedules or booking your boat ride and golf cart (your main mode of transportation on Daufuskie), trust us, it’s worth it.
Daufuskie Island is known for its rich Gullah heritage, unspoiled coastal scenery, historic landmarks, and an uber-relaxed pace of life. Without a bridge connecting it to the mainland, the island has retained a character of its very own. Visitors can explore its dirt roads by golf cart and visit beaches, art studios, spots to grab a bite, and even the island’s very own distillery.
History enthusiasts may want to visit the First Union African Baptist Church and other sites connected to the island’s Gullah community, or the historic Mary Fields School, where author, Pat Conroy, taught local students in 1969 that inspired his memoir, The Water is Wide. You can also look into guided history and artisan tours to learn more about the people, traditions, and stories that have shaped Daufuskie over generations.
Beaufort, SC
About an hour’s drive from Hilton Head Island, Beaufort (pronounced BYOO-fert) is a charming waterfront town with a ton of history, beautiful architecture, and plenty of Southern character. Its historic district is filled with grand homes (some of which have been seen on HGTV), shaded streets, plenty of shops and restaurants to stop in, and picturesque views of the Beaufort River.
Start at Henry C. Chambers Waterfront Park, where you can take in the scenery before exploring all that Bay Street has to offer. This park is also where events like the Water Festival and Beaufort Shrimp Festival are held. For a closer look at the town’s history, consider a guided walking or carriage tour through its historic neighborhoods. And just outside downtown, St. Helena Island is home to Penn Center, a historic site associated with the Gullah community.
Savannah, GA
For a day trip that takes you just across the state line and is only an hour away, head to Savannah, Georgia. Known for its historic squares, moss-draped live oaks, cobblestone streets, and fun riverfront, Savannah offers a different kind of Southern experience. A great destination for history lovers or those who love a good walking tour or local museum, the city is also an amazing spot for foodies looking to try Southern favorites—both classic and with unique variations.
Start your visit with a stroll through the Historic District, walking through the city’s beautiful squares, admiring architecture and browsing galleries and boutiques. Forsyth Park is a favorite and known for its iconic picture-ready fountain, and River Street offers waterfront views, souvenirs galore, and plenty of places to stop in for a bite to eat. With so much to see and do, we recommend leaving early enough to make the most of your day.
Charleston, SC
For a longer day trip, consider making the drive to Charleston. Although it takes more planning than the closer destination on this list, this city offers enough to fill a full day with sightseeing, shopping, and memorable meals…and if you’ve traveled a long way to Hilton Head, Charleston will feel pretty close in the scheme of things, so why not make the trip?
King Street is a favorite for shopping, with a mix of independent boutiques, well-known retailers, and local dining spots. If you’re interested in history, consider visiting a historic house museum or booking a guided tour to learn more about the city’s past. Stroll through the historic district to admire the pastel-colored homes along Rainbow Row and explore The Battery by the water. And with Charleston known as the “Holy City,” thanks to its many beautiful historic churches whose steeples rise above the city’s skyline, there are countless of these architectural landmarks tucked in throughout its charming streets to discover.
