In Pictures: All the fun of the fair for Regatta Monday

Youngsters enjoy the rides during the Regatta Monday celebrations. Whitby Regatta 2026 Picture: Ceri Oakes

A carnival atmosphere has kicked off Regatta Monday with action all over the town.

The traditional fancy dress and walking parade this morning was led by pupils and families from Colebrooke Productions, in a Harry Potter themed wardrobe, along with children’s floats. The parade was led along St Ann’s Staith, Pier Road and the Khyber Pass by a parade of vintage tractors and floats.

I’m A Celebrity was the theme for this float. Picture: Ceri Oakes

As the procession passed by, the fun fair on the West Pier opened up for rides, games and fun and earlier this afternoon, paddleboarders took to the River Esk for the SUP event.

Fancy dress didn’t disappoint during the traditional Regatta Monday parade. Picture: Ceri Oakes.

Boats were also away down at the rowing clubs as Friendship, Fisherman’s and Scarborough crews took on the last six races of the Regatta.

It has been a great weekend for rowing with the weather holding out each day for the races to get out.

Rowing races at Whitby Regatta 2026. Picture: Ceri Oakes

Rowers, their friends and family will carry on the party tonight at Abbey Wharf for the prize-giving and to find out who has won the coveted Wilson Challenge Cup.

See more Monday pictures below…

Regatta Monday saw Stand Up Paddle boarders take to the harbour for a race. Picture: Ceri Oakes
Whitby RNLI’s inshore lifeboat was launched on Regatta Monday to someone cut off by the tide at Robin Hood’s Bay. Picture: Ceri Oakes
Youngsters enjoy the rides during the Regatta Monday celebrations. Whitby Regatta 2026 Picture: Ceri Oakes
The area’s farmers were onboard with the parade again this year. Picture: Ceri Oakes
Students from Colebrooke Productions were also in the parade. Picture: Ceri Oakes
Rowing races at Whitby Regatta 2026. Picture: Ceri Oakes
Andrew Wilson on board the parade. Picture: Ceri Oakes
Pulling out all the stops for the parade. Picture: Submitted
Friends, families and crews have been supporting rowers all weekend. Picture: Ceri Oakes
The Toy Story float in the parade. Picture: Ceri Oakes






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