A full week soaking up the laid-back luxury of Hilton Head, South Carolina, might sound like a dream. But if all you’ve got is a quick 48-hour escape, don’t worry—you can still pack in plenty of charm and coastal flavor. After two recent trips to the area, I’ve mapped out a two-day itinerary that hits the highlights and some local gems.
Day 1: Explore the outdoors
Morning
Immerse yourself in the natural beauty of the Coastal Discovery Museum, where 68 acres of Lowcountry charm await in nearby Honey Horn. Wander through a vibrant butterfly habitat, stroll along the Oyster Alley Boardwalk with sweeping salt marsh views, and spot curious crabs scuttling at low tide. Interactive exhibits offer engaging insights into the region's ecology, while shaded paths under towering live oaks draped in Spanish moss invite a leisurely pace. On warmer days, cool off indoors with a self-guided tour inside the museum, and don’t miss chatting with the friendly docents who are eager to share their knowledge.
For an even quieter connection with nature, birders and nature lovers will find serenity at the nearby Audubon Newhall Preserve.
Afternoon
Hilton Head’s natural beauty calls for outdoor adventure, whether it’s kayaking through quiet waterways, horseback riding on coastal trails, ziplining above tree canopies, or teeing off on world-class golf courses. Rent a bike to cruise the extensive network of paved trails. Or better yet, pedal right along the hard-packed sands of Hilton Head’s iconic beaches, one of the few places in the country where beach biking is not only possible but popular.
When you’re ready to unwind, head to the wide, welcoming shores of Coligny Beach. Park for free off Pope Avenue, kick off your shoes, and enjoy the easy rhythm of island life as you watch couples riding beach cruisers side by side, little ones shoveling sand into colorful pails, and dogs splashing at the shoreline while their owners chat nearby.
Evening
Savor fresh seafood and Lowcountry favorites at Skull Creek Boathouse, a beloved island landmark since 1980. This rustic waterfront eatery pairs stunning waterfront vistas with warm hospitality and a casual vibe. Indulge in regional classics such as green tomatoes, local Sapelo Island clams, shrimp and grits, chicken and sausage gumbo, and its signature Lowcountry Boil. Grab a table on the breezy patio, where live music and sunset views make for a wonderful end to your first day. Tip: Check sunset times before your visit, and make reservations to match the golden-hour glow.
Day 2: Discover cultural and culinary delights
Morning
Discover the roots of freedom at Historic Mitchelville Freedom Park, which honors the site of the first self-governed community of formerly enslaved people in the US. Established in 1862 during the Civil War, Mitchelville was a groundbreaking experiment that predated the Emancipation Proclamation and today celebrates the resilience and heritage of those who founded this once-thriving community.
Explore the park—which blends history, culture, and natural beauty—through self-guided or private tours, and be sure to check the calendar for historical exhibitions and special events ahead of your visit. You’ll gain a deeper understanding of the Gullah people, the native African American community of the Lowcountry, and how this important historical landmark tells the story of our nation’s past while continuing to shape its present and future. Admission is free, though donations are welcome.
Afternoon
Head to Harbour Town, a lively waterfront area inside The Sea Pines Resort. If you’re not staying on the property, you can enter the resort for $9 per vehicle—a small fee that grants access to a world of fun that includes live entertainment, shopping, dining, watersports, and even sightseeing cruises where you could spot dolphins or catch a stunning sunset.
For a nominal fee, you can climb to the top of the iconic red-and-white Harbour Town Lighthouse. At the top, soak in spectacular panoramic views of the Yacht Basin and Calibogue Sound. On the way back down, take time to learn about fascinating maritime history through exhibits and displays throughout the stairwell and small landing areas. Then, stroll along the picturesque pier, watching the bustling marina activity.
Evening
Don’t leave Harbour Town without first indulging in a gourmet dining experience at Quarterdeck, a seafood restaurant famous for its fresh-catch specialties. Make reservations for this popular restaurant well in advance, and request a waterfront table on its lovely wraparound deck with 270-degree harbor views.
End your evening with a nightcap at a local craft brewery—such as Hilton Head Brewing Co., the island’s very first. This laid-back spot always has something fresh on tap, such as the crisp and smoky Smokin'—a German-style amber lager with a twist.
Beyond 48 hours
If you can squeeze in more time, consider these experiences:
Hilton Head Health
For an immersive wellness experience, check into the award-winning Hilton Head Health. This renowned resort offers a comprehensive experience that blends fitness, nutrition, and mindfulness to promote transformative life changes. Activities include yoga, Pilates, TRX suspension training, pool aerobics and beach walks, personalized coaching, educational workshops, and healthy gourmet meals—including cooking demonstrations. (Curious what it’s like? Read a firsthand account of what to expect at this wellness resort.)
Daufuskie Island
Take a step back in time with a day trip to Daufuskie Island, accessible only by ferry. Join a guided tour or venture out on your own, exploring the island’s rich history and unique Gullah culture at art galleries, heritage museums, local shops, and cultural and spiritual landmarks such as the First Union African Baptist Church.