Hilton Head Island is a fabulous vacation destination for all. It’s no secret that Hilton Head has a lot to offer at any time of the year, but when Fall comes, some exciting events come along with it.

Historic Bluffton Arts and Seafood Festival

Date: 10/15 – 10/23
Location: Various Locations around Bluffton, SC 29910

Come and visit the Eighteenth Annual Historic Bluffton Arts and Seafood Festival, held in Bluffton, SC’s inviting and artsy cultural district. The festival is a week-long event offering many activities, showcasing locally harvested seafood, delicious Low Country cuisine, rich history, culture, and pop-up art displays along with some of the artists themselves. Come feast your eyes on the art, the scenery, and the seafood, too, of course!

Halloween on the Harbour

Date: 10/30 from 1:30 pm to 3:30 pm
Location: Harbour Town

Experience Halloween on the Harbour with various activities and trick-or-treating around the scenic Harbour Town at the Sea Pines Resort. All ages are welcome to attend and they’re encouraging guests to come in costume.

Hilton Head Island Lantern Parade

Date: 11/12 from 5 pm to 8 pm
Location: Alder Lane Beach Access to Coligny Beach Park

The Lantern Parade is a free event created by and featuring artist Chantelle Rytter. This event is a perfect addition to your to-do list for your Hilton Head Island vacation. Come explore and celebrate the history, ecology, and people of Hilton Head Island while surrounded by beautiful lights! The whole family is sure to love this illuminating experience.

Caramel Apple Festival

Date: 11/26 from 1 pm to 3 pm
Location: Heritage Farm

Bring the whole gang out to Heritage Farm for the Caramel Apple Festival. Enjoy a delightful afternoon of fall activities, including (but not limited to): games, crafts, a bounce house, and everyone’s favorite fall treat…caramel apples!

The 12th Annual Italian Heritage Festival

Date: 10/22 from 11 am to 4pm
Location: The Coastal Discovery Museum Time: 11:00am – 4:00pm

The Italian Heritage Festival hosts numerous activities for visitors, locals, and kids! There will be copious amounts of traditional Italian eats, such as cheeses, bread, pasta, fish, meatballs, sausage, calzones, Italian ice, gelato, biscotti, and more! Come out and bid on some fabulous items, including gift certificates to Hilton Head’s famous golf courses, restaurants, boat cruises, and spas. Don’t forget to enter the grape stomping and pizza-eating contests, which is sure to be memorable.

Bob Masteller’s Jazz for All Ages Jazz Fest

Date: 10/30 and 10/31 from 12pm to 10pm
Location: The Sonesta Resort

Maybe spooky is not your thing; how ‘bout a little jazz? Bob Masteller’s Jazz for All Ages is held at the beautiful Sonesta Resort on Hilton Head Island. Treat your ears to the dazzling sounds of award-winning musicians while you take in the breathtaking sights.


No matter the season, Hilton Head always offers plenty for all ages. There are plenty of great places to stay in Hilton Head and it’s never too late to book your vacation.