The 6th annual Cowes Classics Day is a free community event on The Parade in Cowes on Sunday, 7th June, during the Cowes Classics Regatta.

Cowes Classics Regatta returns from 4-7 June 2026, bringing together traditional yacht racing and a programme of shoreside events. On Sunday, the Regatta welcomes classic car enthusiasts to Cowes Classics Day.

Isle of Wight residents and visitors will be able to enjoy a display of over 50 vintage cars and classic boats, meet the owners, and find out more about their history and care. Steam Pinnace No 199 from the National Museum of the Royal Navy will be returning to Trinity Landing. 

Alongside the cars and boats on display, there will be entertainment and refreshment stalls.

To find out more, visit https://www.cowesclassicsregatta.org/classicsday

Entries are now open for classic cars
Owners can apply to take part at https://www.cowesclassicsregatta.org/classicsday/classic-car-registration. Book your place for £10, which includes a voucher for a bacon roll and hot drink on arrival, and a great discount offer on ferry travel from Red Funnel.

Expect a stunning display of beautifully maintained and unique classic cars, set against the iconic backdrop of this historic sailing town.