Hilton Head Island Live Music Schedule for the Week of December 1 - 7, 2025!

Lean Ensemble Theater presents “The Roommate” Oct. 31–Nov. 9 at the HHPS Main Street Theater, exploring friendship, identity and reinvention in a performance for grown‑ups with heart.

Experience Hilton Head’s holiday tradition as Hilton Head Dance Theatre presents The Nutcracker at the Seahawk Cultural Center.

The Hilton Head Lantern Parade is a free, family-friendly event that marks the finale of the Crescendo Celebration and brings the community together with lanterns, music and magic along South Forest Beach.

The stories, voices, and creative legacies of Black culture will take center stage when the Annual Film Series  returns to Hilton Head Island on October 22 and 23, 2025 . Hosted by Historic Mitchelville Freedom Park , the two-night event will be held at the University of South Carolina Beaufort’s Hilton Head campus and promises a dynamic mix of film, conversation, and community. This year’s theme, The Labor of Culture Keeping , focuses on the artists, chefs, scholars, and sto

Join us on Hilton Head Island for the Italian Heritage Festival at the Coastal Discovery Museum on Oct. 18. Enjoy Italian classics, grape stomping, pizza eating, live music and family fun. Free parking and great food for all ages.

Join the 9th Annual Gullah Food Festival in Hilton Head Island for a day of authentic Gullah cooking, cultural stories, and Lowcountry community. Presented by the Gullah Museum of Hilton Head Island, this festival offers more than food — it connects you to heritage.

Plan out your fun on Hilton Head for the month of October!

Hilton Head Island’s Coastal Discovery Museum is showcasing the unexpected this fall with “Deliberately Unpredictable: Art Beyond...

The Arts Center of Coastal Carolina is bringing Broadway to Hilton Head this month with the critically acclaimed production of Come From...

Hilton Head Island’s month-long celebration of arts and culture begins with a favorite tradition: the Kick-Off Party in the Park , set for Tuesday, October 14 from 4:30 to 7:00 PM at Shelter Cove Community Park . Admission is free, and the event promises live music, art, food, and a strong sense of community. The evening brings together dozens of booths showcasing original artwork, hands-on activities, and information from local cultural and arts organizations. Families can w

Bob Masteller’s Jazz For All Ages Festival returns to Hilton Head Oct. 12–13 at the Sonesta Resort. Enjoy tributes to Duke Ellington and Harry Belafonte, plus brunch performances by Brittany Turnipseed and Edwin G. Hamilton. Sponsored by the Junior Jazz Foundation, this annual event is a must for music lovers.

Our Spooktacular Halloween on Hilton Head Events Guide has something for everyone!

Harbour Town turns into a working tasting room when Hilton Head Island Shrimp Festival returns to Sea Pines for the 7th year this September!

Hilton Head Rhythm & Brews returns in 2025 bringing a main-stage show and 100+ offerings of unlimited drink tastings (including wine & spirits) to the waterfront greenspace at Shelter Cove!

The 2025 Fall Music & Taste outdoor concert series blends live local music, signature bites, and cold drinks.

August 30, 2025 - Crescendo, Hilton Head Island's annual celebration of art, culture & history is coming this October!

August 31, 2025 - From food festivals to free concerts, this guide covers the best September events and things to do on Hilton Head!

As part of this year’s Crescendo celebration, these free concerts offer the perfect opportunity to immerse yourself in Hilton Head Island’s

Take an artsy adventure on Hilton Head Island with this laid-back list of galleries that are sure to amp up your creative vibes. Gallery...