Fall Activities In Hilton Head

As summer fades away and the crisp autumn breeze fills the air, Hilton Head Island transforms into a haven for fall enthusiasts. With its breathtaking scenery, mild temperatures, and many exciting fall activities, this charming coastal town offers an array of events that will make your fall getaway unforgettable! And when it comes to finding the perfect vacation rental, Beachside Hilton Head is the go-to choice, providing comfortable accommodations that will make you feel right at home. Let’s dive into the top fall activities and events in Hilton Head!

Catch Fall Festivals

Hilton Head Island comes alive during the fall season with various festivals and events that celebrate the island’s vibrant culture and traditions. Whether you’re a foodie, music lover, or art enthusiast, there’s something for everyone to enjoy.

Hilton Head Italian Heritage Festival

Indulge in the rich flavors of Italy at the Hilton Head Italian Heritage Festival. This annual event takes place in September and features live entertainment, delicious Italian cuisine, and cultural displays. From pasta and pizza to gelato and cannoli, you’ll have the opportunity to savor authentic Italian dishes while enjoying live music and dancing! Who would’ve thought you could be in two places at once?

Hilton Head Island Shrimp Festival

Seafood lovers must catch the Hilton Head Island Shrimp Festival. This festival celebrates the local shrimp industry with various shrimp dishes prepared by renowned chefs. Enjoy shrimp boils, shrimp tacos, and shrimp-inspired delicacies while enjoying live music and participating in fun activities for the whole family. A designated kids’ area can also keep the little ones entertained!

Harbour Town Fall Fest

Immerse yourself in the vibrant atmosphere of the Harbour Town Fall Fest. This family-friendly event features live music, arts and crafts vendors, and delicious food offerings. Stroll along the scenic harbor, browse the unique creations of local artists, and enjoy mouthwatering treats from food vendors. Harbour Town also transforms into a Halloween wonderland on the Sunday before Halloween!

Latin Food Festival

Satisfy your taste buds with the flavors of Latin America at the Hilton Head Latin Food Festival. This annual event showcases the diverse culinary traditions of Latin American countries, featuring delicious dishes, refreshing beverages, and live entertainment. Dance to salsa, merengue, and bachata rhythms while experiencing the region’s vibrant culture.

Jazz for All Ages Festival

The Jazz for All Ages Festival is a must-attend event for jazz enthusiasts. Held every October, Bob Masteller of The Jazz Corner produces this unique celebration of jazz, featuring a variety of performers and activities. It’s a fundraiser for the Junior Jazz Foundation, bringing together talented musicians nationwide to perform soulful jazz melodies.

Concours d’Elegance & Motoring Festival

Experience the elegance of classic cars and luxury vehicles at the Concours d’Elegance & Motoring Festival. This multi-day event showcases a stunning collection of vintage automobiles, attracting car enthusiasts from near and far. Admire meticulously restored vehicles, participate in car parades, and enjoy live entertainment throughout the festival. If you’re a collector, this is one event you surely won’t want to miss!

Caramel Apple Festival

Indulge your sweet tooth at the Caramel Apple Festival, a delightful fall celebration at the Heritage Farm at Sea Pines. This family-friendly event features an array of caramel apple creations, from traditional caramel-dipped apples to innovative and decadent apple-inspired treats. Enjoy live entertainment, participate in apple-themed games, and create lasting memories with your loved ones.

Go on Outdoor Adventures

Aside from the festivals, Hilton Head Island offers a wealth of outdoor activities that allow you to immerse yourself in the island’s natural beauty and enjoy the mild fall weather. Nature is extra breathtaking this time of year, making the following fall activities perfect for enjoying the season:


Take to the waters and explore Hilton Head’s picturesque coastline by paddleboarding. Glide along the calm waters of the island’s creeks and marshes, marvel at the abundant wildlife, and soak in the stunning views of the surrounding nature.


Embark on a dolphin-watching tour and witness these majestic creatures in their natural habitat. Hilton Head’s waters are home to a thriving dolphin population, and a guided boat tour provides the perfect opportunity to observe these playful creatures up close.

Sunbathing and Swimming

Though fall brings cool temperatures, Hilton Head’s beaches remain inviting for sunbathing and swimming. Stroll along the sandy shores, bask in the sun’s warm rays, or dip your toes in the refreshing Atlantic Ocean. The iconic Coligny Beach Park is one of the best beaches for this fall activity.


Discover Hilton Head’s natural wonders by exploring its numerous hiking trails. From the pristine maritime forests to the lush wetlands, these trails offer breathtaking views and opportunities to encounter the island’s diverse wildlife.


Rent a bike and explore Hilton Head’s scenic landscapes at your own pace. The island is known for its extensive network of bike paths, providing a safe and enjoyable way to navigate the island while taking in its natural beauty.


Hilton Head is a golfer’s paradise, and fall is the perfect time to enjoy a round of golf on one of the island’s world-class courses. With its stunning views and challenging fairways, Hilton Head offers a memorable golfing experience for players of all skill levels. Some of the best golfing spots include the Robert Trent Jones Course at Palmetto Dunes and the Old South Golf Links.

Historical and Nature Tours

Join guided tours to immerse yourself in the island’s history and natural wonders. Explore historic landmarks, learn about the island’s Gullah heritage, or embark on an eco-tour to discover Hilton Head’s unique ecosystem and wildlife!

Beachside Hilton Head Says Fall in Love With Fall on the Island!

As you plan your fall getaway to Hilton Head Island, let Beachside Hilton Head be your trusted vacation rental provider. With a wide selection of beachfront properties and exceptional service, Beachside Hilton Head ensures that your stay on the island is comfortable and memorable.

From catching fall festivals celebrating the island’s culture and culinary delights to embarking on thrilling outdoor adventures, Hilton Head offers something to suit every interest. So, pack your bags, embrace the fall spirit, and get ready to create lasting memories on Hilton Head Island!