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Kent Island Yacht Club will host two prestigious events this year – the 8th annual


A brilliant 1912 Hudson Mile A Minute works its way onto the beautiful Chesapeake Bay Motoring Festival show field at the Kent Island Yacht Club, seen with the Kent Narrows Bridge in the background. This year’s festival takes place June 8 and 9, with registrant applications and early bird discounted tickets at www.chesapeakebaymotoringfestival.org.

Ken Visser

Kent Island, MD – Chesapeake Bay Motoring Festival and St. Michaels Concours d’Elegance set 2024 dates. Kent Island Yacht Club will host two prestigious events this year – the 8th annual Chesapeake Bay Motoring Festival on June 8-9, and the 17th annual St. Michaels Concours d’Elegance on Chesapeake Bay on September 27-29. Both events are presented by St. Michaels Concours d’Elegance on Chesapeake Bay.

The Chesapeake Bay Motoring Festival, presented by Bentley and in collaboration with the Chesapeake Bay Chapter of the Antique & Classic Boat Society, promises a spectacular showcase of antique, classic, hot rod, and sports cars alongside a collection of classic boats and yachts. The festival takes place on the yacht club’s picturesque waterfront lawn.

Saturday and Sunday, June 8 & 9 bring antique and classic speed boats, yachts, and more along with antique, classic, hot rod, and sportscars to the waterfront Kent Island Yacht Club in Chester, Md. for the 8th Annual Chesapeake Bay Motoring Festival. Entrant registration, early bird discounted tickets, and more information are at www.chesapeakebaymotoringfestival.org

Ken Visser

The festival kicks off with a Cars and Coffee meet-up on Saturday, June 8, featuring car clubs, hot rods, muscle cars, and elegant motorcars from bygone days. The event concludes on Sunday afternoon with a delightful waterside awards ceremony, featuring unique categories such as “best car to take your momma to church” and “car most inclined to stop for gas.”

The Chesapeake Bay Motoring Festival’s People’s Choice award winner will be showcased at the St. Michaels Concours d’Elegance on Chesapeake Bay.

The 17th annual St. Michaels Concours d’Elegance of Chesapeake Bay will be presented by Bentley and sponsored by Cunningham Automotive. The event features a special invitational class of racing Corvettes sponsored by Cunningham Automotive to celebrate Corvette’s 71st anniversary, a do-over from last year’s event which was hindered by Tropical Storm Ophelia.

The Chesapeake Bay Motoring Festival, presented on June 8-9 at the Kent Island Yacht Club by Bentley and in collaboration with the Chesapeake Bay Chapter of the Antique & Classic Boat Society, promises a spectacular showcase of antique, classic, hot rod, and sports cars alongside a collection of classic boats and yachts. The festival takes place on the yacht club’s picturesque waterfront lawn. Early bird discounted tickets and more is at www.chesapeakebaymotoringfestival.org. 

Ken Visser

The Grand Marque of the show is the sleek and elegant Delahaye, with a spotlight on Chesapeake Bay yachting. Entrant registration is free, with an application process for Concours, both available online.

St. Michaels Concours d’Elegance Chair Luke L. Phipps expressed excitement about the Kent Island Yacht Club’s ideal location, making both events grand celebrations of motoring excellence on Maryland’s Eastern Shore. Phipps highlighted the inclusion of locally sourced cuisine, craft libations, vendor tents, live music, and awards ceremonies throughout the weekend events.

This year’s Sept. 27-29 St. Michaels Concours d’Elegance on Chesapeake Bay includes an invitational class of Corvettes known on the racetracks at Le Mans, Sebring, and Daytona. The 2023 event included this 1960 Corvette Briggs Cunningham Le Mans Racer #3—the first Corvette to win 1st Class at the famous 24 Hours of Le Mans in 1960, a title held for more than 40 years. The invitational is sponsored by Cunningham Automotive, with more about the event at www.smcde.org.

St. Michaels Concours d’Elegance

Both events are open to the public, and attendees are encouraged to arrive by boat, with dockage available at the Kent Island Yacht Club and Hyatt Place Marina. Limited slips are available, and advanced reservations can be made by contacting info@smcde.org.

Event sponsorships and entrant applications are currently being accepted online, with early-bird discounted tickets and more information about both events at www.chesapeakebaymotoringfestival.org or www.smcde.org.

About Chesapeake Bay Motoring Festival

The Chesapeake Bay Motoring Festival is an annual celebration of classic automobiles, tractors and boats, held at the Kent Island Yacht Club. The event brings together car enthusiasts and maritime aficionados for a weekend of elegance and motoring excellence. www.chesapeakebaymotoringfestival.org

About St. Michaels Concours d’Elegance on Chesapeake Bay

The St. Michaels Concours d’Elegance on Chesapeake Bay is a prestigious automotive event taking place at the Kent Island Yacht Club. Now in its 17th year, the Concours showcases a curated collection of classic boats and elegant motorcars, creating a memorable experience for participants and spectators alike. www.smcde.org

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