Spring & Summer 2025 Family Events on Hilton Head Island
To help you plan your next family adventure, here's the scoop on some fantastic events happening this spring and summer.

·2 min read
Visiting Hilton Head during the quieter fall and winter months offers a relaxed vibe, lovely weather, fewer visitors, and discounted rental rates. It’s a perfect time for family trips, girls' weekends, tennis excursions, boys' getaways, or romantic escapes.
Our family especially enjoys September and October for discovering everything Hilton Head has to offer! The beach and pool are still warm, and the cooler weather is ideal for exploring the island.
Be sure to check out these upcoming events on the island that you might want to include in your travel plans:
Every Thursday thru October 17 - Music & Taste on the Harbour
September 15 - Harbour Town Fall Fest
September 18-22 - Hilton Head Island Jam Songwriter Festival
September 21 - Hilton Head Island Shrimp Festival
October 5 - Fish and Grits Music Festival
October 7 - Hilton Head Chili Cookoff & Jeep Island
October 12 - Move Your Mind 5K Run and 1M Walk
October 18 - Pumpkin Patch
October 19 - Bluffton Street Fest
October 19 - Halloween Wagon Ride
November 1-3 - Hilton Head Island Concours d’Elegance & Motoring Festival
November 3 - Hilton Head Half & Quarter Marathon & 5K
November 29 - January 1 - Harbour Town Lights
December 6 - Winter Wonderland Festival
December 21 - Polar Pines Express Holiday Wagon Ride
December 23 - Gregg Russell Christmas Family Concert
December 27 - Sandy Sledding
December 27 - Holiday Fun in Harbour Town
December 30 - Polar Bear Swim
December 31 - New Year's Eve Celebration at Harbour Town
HHI Tide 21 is an independently managed vacation rental at oceanfront Hilton Head Beach and Tennis Resort. This family friendly villa has 2 bedrooms, 2 bathrooms, a full kitchen, dining table, and living area. When guests book direct with the owner on www.hhitide21.com, they pay no third-party booking fees.
To help you plan your next family adventure, here's the scoop on some fantastic events happening this spring and summer.
·2 min read
Although spring and summer are the most popular times for beach vacations, you're missing out on a wonderful experience if you haven't visited Hilton Head Island during the off-season.
·2 min read
Even in paradise, the weather doesn’t always cooperate. If you happen to find yourself on Hilton Head during a rainy day, don’t worry! There are still plenty fun things to do. Here are several ideas to get you started.
·3 min read
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