Don’t Miss These Ten September 2025 Events on Hilton Head!
- Admin
- Aug 30
- 3 min read
Updated: Sep 2
From food festivals to free concerts, this guide covers the best September events and things to do on Hilton Head!
Hilton Head in September is packed with music, festivals, outdoor fun, and local favorites. From shrimp feasts and free concerts to paddle races and beer-fueled challenges, this guide covers the best September events and things to do on Hilton Head. Whether you’re planning a weekend visit or living the island life, these are the can’t-miss highlights.
Hilton Head Island Jam – Four Days of Live Music
Four days. Multiple stages. Nonstop sound. The Hilton Head Island Jam is one of the island’s biggest music weekends, featuring local favorites and special performances you won’t want to miss.
Hilton Head Island Shrimp Fest – Seafood, Music & More
Hilton Head Shrimp Fest is a Lowcountry staple, serving up fresh seafood, cold drinks, live music, and family-friendly fun. Come hungry — the local chefs always bring their A-game.
Beer Mile – Run, Sip, Repeat
The 2025 Octoberfest Beer Mile combines racing and revelry: one mile, four beers, endless bragging rights. Whether you’re running or cheering, it’s pure island entertainment.
Rhythm & Brews – Music Meets Tasting Event
Get ready for Rhythm & Brews! Enjoy an unforgettable live performance by headliner Kaylee Rose while sampling over 100 unlimited beer, spirit, and wine tastings. Now in its third year, this annual event is presented by the Hilton Head Island Wine & Food Festival and proudly supports ALES for ALS. Every ticket purchased helps fund their vital research efforts.
Harbour Town Fall Fest – Shopping, Dining & Live Music
Harbour Town Fall Fest in Sea Pines features a lively sidewalk sale, a performance by local favorite Deas-Guyz with their signature mix of music, and plenty of nautical activities, including watersports, tours, and boat rides. Enjoy waterfront dining, family-friendly children’s activities, and a display of classic cars presented by the Carolina Dreamers Car Club.
Lowcountry Paddle Fest – Adventure on the Water
Get ready to trade dry land for creek currents at the Lowcountry Paddle Fest. Kayakers, paddleboarders, and nature lovers gather for a day on the water, surrounded by Lowcountry beauty. Rentals are available, so even beginners can join the fun. Paddle Fest blends the excitement of competitive paddle racing with family-friendly fun, all set along the scenic tidal salt marshes of Hilton Head Island!
Jazz in the Park – Free Outdoor Concerts
One of Hilton Head’s favorite summer traditions wraps up this month with the final Jazz in the Park concert. Grab a chair or blanket, pack a picnic, and enjoy smooth live jazz under the stars — the perfect way to ease into September.
9/11 Commemorative Ceremony – Honoring & Remembering
A meaningful pause amid the month’s festivities, the 9/11 Commemorative Ceremony invites the community to gather and remember. Expect a heartfelt program honoring lives lost, first responders, and the resilience that connects us all.
Fall Music & Taste – Live Music + Waterfront Dining
Every Thursday night, Shelter Cove Harbour comes alive with Fall Music & Taste. Local restaurants set up along the water, serving bites and drinks while live bands keep the energy high. It’s casual, fun, and the perfect excuse to stay out past sunset.
Oktoberfest – Save the Date
SAVE THE DATE! September wraps up with Oktoberfest, Hilton Head’s annual celebration of all things autumn. Expect bratwursts, pretzels, live music, and plenty of beer steins — a proper welcome to fall, island-style.
Hilton Head September FAQ
Is Hilton Head busy in September?
September is one of Hilton Head’s sweet spots — fewer crowds than peak summer but still lively with festivals, concerts, and outdoor activities. It’s a perfect time to visit.
What’s the weather like on Hilton Head in September?
Expect warm, beach-friendly weather with highs in the low 80s and evenings in the 70s. It’s still summer, but with a lighter breeze and fewer afternoon storms than July or August.
What are the best family-friendly events on Hilton Head in September?
Great picks include Shrimp Fest, Harbour Town Fall Fest, and Jazz in the Park. All feature live entertainment, food, and activities perfect for kids and adults.
Are there live music events on Hilton Head in September?
Yes! Hilton Head Island Jam, Rhythm & Brews, Jazz in the Park, and Fall Music & Taste all feature incredible performances from local and regional artists.
Are there food festivals on Hilton Head in September?
Absolutely. Shrimp Fest, Rhythm & Brews, and Oktoberfest showcase Lowcountry flavors, craft brews, and local chefs. Perfect for foodies.
What are the best outdoor activities in September on Hilton Head?
In addition to festivals, enjoy biking, kayaking, paddleboarding, and beach days. Events like the Lowcountry Paddle Fest combine outdoor adventure with community fun.