Marked by its iconic red and white lighthouse, Hilton Head Island is situated along the Atlantic Coast with lush greenery and thriving wildlife. Home to only 40,000 residents, this Lowcountry resort town is known for upscale resorts, golf courses, pristine beaches, and rich Gullah history. As crowds wane and temperatures begin to dip, this month is the perfect time to experience Hilton Head in South Carolina.
How to Get There
Getting to Hilton Head Island is easier than ever with your Jet It fractionally-owned jet. Skip this year’s commercial airline chaos and the long drive from Savannah or Charleston and Jet It to this incomparable getaway. Enjoy stress-free transfer to your accommodations with personalized coordination via our 24/7 complimentary concierge service.

Experiences Not to Be Missed
While Hilton Head is less than 12 miles long and five miles wide, it brings in over two and a half million visitors a year—and with good reason! There is something for everyone on this semi-tropical island.
Tee Time at The Sea Pines Resort
As one of the world’s most renowned golf destinations, its 24 championship courses are can’t-miss experiences. From the international junior golf academy to the classic PGA Tournament and RBC Heritage (Arnold Palmer in 1969, anyone?), over one million rounds of golf are played here annually. No matter your age or skill level, you can experience true golf culture at one of The Sea Pines’ three ocean-front courses.
Harbour Town: History, Stars & Stripes
While visiting Hilton Head Island, Harbour Town is a must-visit. The red and white stripes of the town’s lighthouse, which was built in 1970 to aid private sea navigation, provide a welcoming and celebratory beacon. The famed lighthouse is now a museum, with each level dedicated to a different period in Hilton Head’s history. Climb the 104 steps to the top to enjoy panoramic views of the Lowcountry.
After exploring the lighthouse, head to the nearby yacht basin to experience a true America’s Cup Yacht, the Stars & Stripes. Once skippered by Dennis Conner, this 12-meter vessel is an incredible piece of American culture. Choose from a 90-minute afternoon or sunset sail along the Atlantic. If the timing is right, you may spot bottle-nosed dolphins.

Picnic at Burkes Beach
The entire length of Hilton Head is lined with white-sanded beaches, providing fantastic views of the Atlantic Ocean and incredible sunsets. However, some beaches can get overcrowded, as they are surrounded by resorts and restaurants. Considered a “local’s beach,” Burkes offers the privacy to enjoy a picnic with your partner, fly kites with the family, or (depending on the tide) take a dip in the ocean. If you’d like to get in some exercise, there is a little-known hiking trail located at the entrance.
Tastings at Hilton Head Distillery
Vacation wouldn’t be nearly as relaxing without some craft spirits. The island’s first-ever distillery offers an authentic taste of South Carolina, with libations ranging from locally sourced rum, whiskey, and bourbon. At Hilton Head Distillery, you can take a guided tour of the premises, enjoy a tasting flight in the lounge, or attend a hands-on mixology class.
Gullah Heritage
Ready to delve into Gullah history in the Lowlands? You’re in the right place. From sightseeing boat tours across the Calibogue Sound to walking tours with Gullah descendants to Daufuskie Island trips, there is no shortage of heritage excursions. By visiting these historic sites from eras spanning the civil war to the plantation era, you’ll gain fascinating insight into Gullah’s rich culture and influential heritage.
Southern Hospitality at Palmetto Bluff
Stay where the likes of Reese Witherspoon and Justin Bieber have rested their heads. Luxury accommodations abound in Hilton Head, but Palmetto Bluff exceeds even the high expectations of Southern hospitality. Set upon 20,000 acres, this opulent community is located along the May River in the heart of nature. Choose from suites, cottages, and vacation homes with unique details such as vaulted ceilings and entrancing fireplaces. When you’re not resting, you can participate in The Art Initiative at Flow Gallery, go paddle boarding and kayaking along the river, or dine at Cole’s—known for its farm-to-table cuisine and fantastic views of the marsh.
