Jeep Island 2025

Contact organizers for additional details about event times.

Prepare for a weekend of adventure, flavor, and community spirit at the Jeep Island and Chili Cookoff Extravaganza. This vibrant event, set against the stunning backdrop of Hilton Head Island, promises Jeep enthusiasts and food lovers an unforgettable experience.

From October 10th to 11th, 2025, Jeep Island will host a series of events, kicking off with an Oktoberfest-themed Meet & Greet on Friday evening at Lincoln and South. Participants will receive a goody bag brimming with exciting swag and have the opportunity to mingle with fellow. The event is not only pet-friendly but also offers food and drinks for purchase.

The main event on Saturday, October 11th, from 12:00 pm to 3:00 pm at the Lowcountry Celebration Park, invites attendees to indulge in the island's best chili while enjoying live music provided by RetroRoxx, a Show and Shine competition, and various family-friendly activities. Categories such as Classic, Best Decorated, and Best MODS will be judged by a panel of esteemed experts, ensuring a showcase of the finest Jeeps.

Jeep Island is also raffling off a one-of-a-kind 2002 Jeep Wrangler TJ - rugged, reliable, and ready for adventure. $50/ticket. Jeep Raffle winner will be announced at 2:30pm at the main event.

"We are excited to bring together Jeep enthusiasts and food lovers for a weekend of fun and connection," said Joe Cain, Special Event Director. "Jeep Island is not just about the vehicles; it's about the community that comes together to celebrate their shared passions."

After the main event, the festivities continue with an Afterparty at The Bank, from 3:00 pm to 7:00 pm. This lively gathering will feature live music, chill vibes, and the announcement of the 50/50 Raffle winner.

Spectator tickets are $10/adults for the main event. Jeep entries are $50. Those interested in joining this incredible event can find more information and purchase tickets at jeepisland.org.
Join us for a weekend where the excitement of Jeep culture meets the culinary delight of chili tasting - you won't want to miss out!