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End of Summer Itinerary: 5 Ways to Make the Most of Your Summer Vacation

By Hilton Head Insider

The sun is starting to set on summer, and there’s no better place to savor its final rays than on Hilton Head Island. From pristine beaches to world-class golf courses and outdoor adventures by land or sea, discover five unforgettable ways to make the most of your end-of-season escape on America’s Favorite Island®.

Golden Hour Golf

There’s something special about teeing off late in the afternoon, knowing you can enjoy a leisurely pace without rushing to finish before dark. While Hilton Head Island's golf season extends far beyond the summer months, there’s still plenty of time to sneak in a few more sun-soaked rounds before trading your polo for a sweater.

Hilton Head Island's 23 exceptional courses provide the perfect backdrop for your golf trip. The Sea Pines Resort is home to three championship courses, including Harbour Town Golf Links — one of the world’s most renowned golf destinations and home of the PGA TOUR’s RBC Heritage Presented by Boeing. Palmetto Dunes Oceanfront Resort boasts another three world-class, legend-built courses featuring sweeping ocean views and some of South Carolina’s most unique layouts. Designed by the golf icon Rees Jones, Oyster Reef Golf Club offers a blend of challenge and beauty with its clever layout, winding lagoons, and lush Lowcountry landscape. 

aerial shot of golf course

Beach Day Bliss

Give summer the sendoff it deserves on one of Hilton Head Island's iconic stretches of sand. Coligny Beach is a perennial favorite, offering a lively atmosphere with shops, restaurants, and plenty of family-friendly activities. For a more secluded experience, head to Folly Field Beach, known for its calm waters and abundant wildlife. For those who crave a bit of adventure, Driessen Beach is a must-visit. This unspoiled stretch of coastline is perfect for shelling, fishing, or simply soaking up the sun.

Beyond sunbathing and swimming, Hilton Head Island offers an array of oceanic activities in some of the warmest waters on the Eastern Seaboard. Paddleboarding, kayaking, and jet skiing are crowd-pleasing choices for those seeking an adrenaline rush. For a more relaxed experience, try fishing or renting a boat for a day of exploring the surrounding waters. And don't forget about dolphin-watching tours — a bucket-list experience for any visitor.

coastal discovery museum boardwalk

Historical Exploration

Looking for something other than golden sands and pristine greens? Hilton Head Island offers an engaging array of outdoor experiences that showcase its rich history. Discover the Lowcountry's past with a visit to the Coastal Discovery Museum at Honey Horn, a 68-acre preserve offering a glimpse into Hilton Head Island’s natural and cultural heritage. Explore interactive exhibits, wander through vibrant gardens, and discover the stories of the people who shaped this place.

For a deeper dive into the island's African American history, a visit to Mitchelville Freedom Park is a must. As America's first self-governed black community, Mitchelville holds a significant place in the nation's history. At its height, Mitchelville was home to an estimated 3,000 new citizens — a powerful symbol of freedom, self-determination, and the inspiring resilience of its resident Gullah people.
 

Bicycle Adventures

Swap the confines of a car for the open road. Cycling is one of the best ways to discover Hilton Head Island at your own pace and soak up every moment of summer sunshine. With over 60 miles of leisure pathways to follow and 30 bicycle rental shops, it’s easy to spend an entire afternoon cycling through lush forests, hard-packed beaches, or lively parks.

Wondering which pathway to ride first? Shelter Cove Community Park is a community hub buzzing with year-round festivals and peaceful picnics. Take a ride through the pathways along Broad Creek, stop at the observation deck to take in panoramic views of the salt marsh, and finish up with lunch at one of the many restaurants near the Shelter Cove Towne Centre. If you’re looking for one of the most spectacular sunrises on Hilton Head Island, look no further than the Barker Field Observation Deck — boasting sweeping views across Port Royal Sound and the Atlantic Ocean to the East.

Open-Air Eats

Cap off summer with an al fresco culinary adventure starring some of summer’s finest delicacies. Dine on fresh, local dishes at Hudson’s Seafood House on The Docks, serving seasonal seafood directly on the pier overlooking postcard-perfect views of the Intracoastal Waterway. For a legendary dining experience, The Quarterdeck at The Sea Pines Resort is a must-visit. Located on the waterfront at the base of the Harbour Town Lighthouse, its wraparound deck provides panoramic views while you savor a seafood-centric menu. For a family-friendly destination, Carolina Crab Company offers a dedicated kids’ menu and options for the pickiest of palates.

Craving a laid-back dining experience? Fishcamp on Broad Creek is hard to beat. Their expansive deck overlooking Broad Creek offers a front-row seat to stunning sunsets — and even potential dolphin sightings! At Red Fish, choose from a selection of Lowcountry specialties created with the freshest tropical fruits, local vegetables, and housemade spices. In addition to an extensive wine list, Red Fish is connected to its award-winning on-site wine shop boasting over 1000 bottles.

hudsons

Summer’s Not Over Yet

Thanks to warm weather that lingers long past the season’s end, there’s still plenty of time to soak up the sun on Hilton Head Island — whether you’re teeing off on a golf getaway or gearing up for a cycling adventure. Pack your bags, grab your sunscreen, and explore our special offers to make the most of your end-of-summer escape.


 

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