Prince Harry and Prince William were often dressed in matching outfits
The Duke of Sussex has since made light of his mother's twee habit. Speaking in the documentary, Diana, Our Mother: Her Life and Legacy, the father-of-two said: "I genuinely think she got satisfaction out of dressing myself and William up in the most bizarre outfits – normally matching.
"It was weird shorts and little shiny shoes with the old clip-on. Looking back at the photos it just makes me laugh and I think, 'How could you do that to us?'"
Princess Anne and her family are regulars at the Royal Windsor Horse Show.
Back in 1983, sibling duo Zara and Peter melted hearts as they attended the equestrian extravaganza wearing near-identical cord dungarees in shades of forest green and chocolate brown.
Aside from their outfits, the pair also twinned with their mops of creamy blonde hair - adorable!
Zara and Peter sweetly coordinated with their mother Princess Anne as they arrived in Scrabster, Scotland, for their annual summer holiday.
Dressed to impress, the royal trio donned vibrant tartan outfits, with Peter rocking a moss green kilt while Zara donned a taupe iteration with red and grey threads.
For an extra dose of 'matchy-matchy' the sibling duo also wore identical navy leather lace-up shoes.
Princess Anne and her two children made a strong case for the humble waxed jacket as they braved the spring chill for the Windsor Horse Trials.
While Anne nailed country chic in a navy trench coat and a paisley print headscarf, Peter and Zara twinned in short bottle green jackets and trusty Wellington boots.
As for accessories, Peter rounded off his look with a caramel tartan flat cap, while Zara opted for a waterproof bucket hat.
Zara and Mike Tindall's youngest Tindall child bore a striking resemblance to his cousin Prince Louis as he swung from railings in the royal box and showed off his playful personality
Princess Anne's daughter and her former rugby star husband welcomed 2026 with a trip to the races and took along their three children, making it the ultimate family fun day out