There’s a lot to celebrate once September rolls around. School is back in session, and the first day of school jitters are giving way to new friends and excitement for the year ahead. The summer heat is starting to break, and the first signs of the fall season are starting to appear. And to kick it all off, we celebrate Labor Day with that glorious three-day weekend. The summer’s last hurrah for most, Labor Day Weekend is popular for travel. If you’re headed to Hilton Head Island, here is a list of events and live music during the holiday weekend:
Hilton Head End of Summer 5K Run/Walk
Saturday, September 5th at 9am
Coligny Beach
Join Palmetto Running Company with a beautiful run on the beach. Proceeds go to Heritage Academy Scholarship Fund. Register online here.
Last Weekend of HarbourFest
Saturday, September 5th & Sunday, September 6th
Shelter Cove Harbour & Marina
All summer-long, visitors and locals on Hilton Head Island have gathered together for live entertainment and children’s activities at Shelter Cove Harbour & Marina. Labor Day Weekend will be the last chance to join in on the fun in 2026, so don’t miss this free event.
Cappy the Clown
Fun children’s activities like face painting, balloon animals, and more!
6:00-9:00pm
Parrot Palooza
Sing and dance along with Shannon Tanner & The Oyster Reefers.
7:00pm
