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Chesapeake Motoring Festival

June 5, 2021 @ 8:00 am - 7:30 pm


The 5th Annual Chesapeake Bay Motoring Festival, a celebration of Motoring Excellence on Maryland’s Eastern Shore returns to the Kent Island Yacht Club June 5th & 6th! Volunteers are diligently working to provide an eclectic grouping of Motorcars enhanced by Classic Yachts and Antique Speed Boats to set a mood of going back in time.

You are invited you to enjoy antique – classic – cars – boats, along the Yacht Club’s picturesque waterfront lawn on Sunday, June 6th. Leading up to and as a preview to Sunday’s Show, the celebration begins on Saturday, June 5th with Cars and Coffee at 8:30 am for registered entrants and ticket holders. Also pre-registered tour participants will begin lining up their automobiles for our Annual Motoring Tour which shall depart at 10:30 am for a historic site and gourmet lunch.

On Sunday along the magnificent waters of the Kent Narrows, Kent Island Yacht Club will feature Antique Yachts and Classic Boats, many notable and prestigious automobile clubs from the Chesapeake Region and beyond will exhibit member’s American Classic, Muscle and Special Interest Cars along-side a unique gathering of previous Award-Winning Motorcars to include Grand Classic, Pre-War, Post-War, Touring, and European Sports Cars, concluding with an Award Ceremony.

The Yacht Club shall offer local fare and libation for purchase throughout the day.

Motoring Festival Tickets are now available for purchase online. Early bird ticket pricing is $ 25.00 while they last and   $30.00 at regular pricing after May 24th. In efforts to provide a safe and healthy environment for attendance, a pre-purchased ticket must be displayed to maintain and gain entry.  Purchase your ticket today!


Schedule of Events

Saturday, June 5th: Kent Island Yacht Club
8:00 am – 10:00 am: Cars and Coffee
09:30 am – 2:30 pm: Motoring Tour ( limited to pre-registration first come first served )
6:00pm -7:30 Cocktail Party Welcome Reception – location TBD

Sunday, June 6th: Kent Island Yacht Club
8:00 am – 9:30 am: Automobiles take the field
10:00 am – 3:30 pm: Gates open to attendees
2:00 pm:  Awards Ceremony Begins
3:00 pm: Event Concludes


Kent Island Yacht Club
117 Yacht Club Drive
Chester, MD 21619 United States
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(410) 643-4101