Annual Chesapeake Bay Motoring Festival, a premier celebration of motoring and maritime excellence on Maryland’s Eastern Shore. Taking place on Saturday, June 7th, and Sunday, June 8th, 2025, this unforgettable event will be hosted at the scenic Kent Island Yacht Club in Chester, Maryland.

A Nostalgic Celebration

Join us for a weekend of camaraderie and motoring excellence, where an eclectic display of muscle cars, hot rods, and classic motorcars will meet antique yachts and speed boats to create a truly timeless atmosphere. Against the stunning waterfront backdrop of the Kent Island Yacht Club, this event is the perfect way to enjoy the beauty and history of classic automobiles and boats.

Event Highlights: 

- Sunday, June 8th:

- Award Ceremony: Celebrate outstanding vehicles and their owners with categories including Grand Classic, Pre-War, Post-War, Touring, and European Sports Cars.

Throughout the Weekend:

- Antique and Classic Boats: Enjoy stunning watercraft alongside the motorcar displays.

- Regional Fare and Libations: The Kent Island Yacht Club will offer delicious local food and drinks for purchase.

- Notable Automobile Clubs: View exceptional vehicles presented by members of prestigious automobile clubs from the Chesapeake region and beyond.

Schedule of Events 

Sunday, June 8th, 2025

- 8:00 AM – 10:00 AM: Cars and Coffee

- Another chance to enjoy morning conversations and marvel at a fresh day of motoring excellence.

- 8:00 AM – 9:30 AM: Automobiles Take the Field

- Final preparations as cars are arranged for Sunday’s festivities.

- 10:00 AM – 3:30 PM: Gates Open to Attendees

- Continue exploring the exceptional collection of classic cars and boats, enjoying food, drinks, and engaging exhibits.

- 2:00 PM: Awards Ceremony Begins

- Celebrate the outstanding vehicles and their owners with awards in various categories.

- 4:00 PM: Event Concludes

2025 Ticket Options

2025 Early Bird Ticket Price - $25.00

General Admission Ticket Price - $30.00

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