Hilton Head Island continues to shine as a family getaway spot, offering the perfect mix of coastal beauty, outdoor fun, and kid-friendly experiences. From scenic beaches and winding trails to wildlife encounters and cultural events, it’s a destination where families can slow down, discover, and connect.

In addition to its natural appeal, turtle spotting, and easy-to-navigate bike paths, the island features a variety of seasonal events that cater especially to children and families. Here are a few highlights for fall:

The Sandbox Children’s Museum
Curiosity comes to life at The Sandbox, Hilton Head’s hands-on children’s museum. Kids can build, imagine, and learn through play with exhibits like STEM Alley, a shrimp boat replica, a mini flight deck, and kinetic sand stations. Special programming includes puppet shows, science experiments, interactive stories, and even live animal visits.

Gregg Russell’s Harbour Town Concerts
For decades, Gregg Russell’s shows beneath the Liberty Oak have been a cherished tradition. His interactive performances combine sing-alongs, humor, and heartfelt tunes that captivate both kids and adults. Be sure to catch one of his fall appearances for an evening of music and memory-making that the whole family will enjoy.

Pirates of Hilton Head Cruise
Step aboard the Black Sparrow for a lively pirate adventure on the water. Children join the crew with tattoos and costumes, fire water cannons in a playful battle, and hunt for hidden treasure. Led by Stinky Pete and friends, this high-energy cruise delivers plenty of excitement and the perfect pirate tale to take home.

Crescendo: A Colorful Celebration of Art, Culture & History
If you’re looking for an event that’s both inspiring and kid-friendly, Crescendo on Hilton Head Island is a must. This lively arts and culture festival, held each fall in honor of National Arts & Humanities Month, offers more than 100 different programs across the island — many of them specially designed to delight younger visitors.