2000

Prince William cooks up some chicken paella while attending boarding school at Eton College.

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1998 

Prince William and Prince Harry enjoy a skiing trip with their father and cousin, Zara Phillips. Their annual trip to Switzerland was a time for fun and family bonding.

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1997

A young Princess Beatrice and Princess Eugenie carry their gear in matching ski suits. The sisters were on vacation in Verbier, Switzerland—the same place where Eugenie met her husband over a decade later.

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1997

Prince Charles, Prince Harry, and Prince William enjoy a father-son trip to Balmoral Castle in Scotland.

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1997

In one of her final outings before her passing, Princess Diana embarks on a cruise through St. Tropez with Prince William and her boyfriend, Dodi Al Fayed.

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1993

Princess Diana looks radiant in a bright orange swimsuit during a holiday on the island of Nevis.

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1991

With her sons by her side, Princess Diana rides the ski lift in Lech, Austria.

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1991

Princess Diana takes part in a race amongst the mothers during a sports day at Prince Harry’s school. She didn’t win, but she had a good laugh.

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1990

A young Prince William and Prince Harry team up to bury their mom in the sand. They were vacationing on Sir Richard Branson’s private island in the British Virgin Islands.

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1987

Zara Phillips reads a pamphlet alongside her grandmother, Queen Elizabeth, at the Royal Windsor Horse Show.

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1986

Princess Diana plays with her sons on the playground at Highgrove House. The boys are dressed in their uniforms for the 1st Battalion of the Parachute Regiment, the group for which their father served as Colonel-in-Chief.

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1985

Kids drive Prince Charles and Princess Diana around at the Careful Cobber children’s driving program, during a trip to Australia.

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1985

At the Windsor Horse Show, it’s clear Princess Anne has passed her love for denim (and undying passion for all things equestrian) down to her daughter, Zara Phillips.

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1985

Even with her busy schedule, Princess Diana always made time for her sons. Here, she completes a puzzle with a 3-year-old Prince William.

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1985

A young Prince Harry plays the piano, while Prince William has a case of the giggles during a private photoshoot in Kensington Palace.

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1983

At a costume barbecue in Canada, Charles and Diana give people an idea of what they might have looked like in another era.

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1982

The Princess of Wales gets a ride in a cherry picker alongside the archeological director of the Mary Rose Trust.

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1981

Princess Margaret (second left), Princess Diana (center left), and the Queen Mother (center right) enjoy a laugh together ahead of a wedding, while Prince Charles trails behind.

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1974

Lady Diana Spencer laughs while posing with Soufflé, her Shetland pony, at her mother’s home in Scotland.

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1969

Prince Charles looks over the shoulder of his mother during a trip to Sandringham Estate. The family was spending time together in the Drawing Room.

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1969

Princess Margaret holds her two children, Viscount Linley and Lady Sarah Armstrong-Jones, at Windsor Castle during the filming of the BBC’s famous, rarely-viewed documentary, The Royal Family.

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1969

Princess Anne takes center stage in a family photo with a boat aboard the royal yacht Britannia during a visit to Norway. (This photograph ended up being used on the Queen’s personal Christmas card.)

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1968

Princess Anne goes all-in for a demonstration at the Benenden Church Fete, wearing the outfit of an 18th century aristocrat.

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1968

The Queen Mother, Prince Charles, Princess Anne, Viscount Linley, and Princess Margaret attend the annual Braemar Highland Games.

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1967

A 6-year-old Lady Diana Spencer pushes her little brother, Charles Edward Maurice, on the swing at Park House on the Sandringham Estate.

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1965

Charles and Anne enjoy some good old-fashioned sledding.

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1959

Queen Elizabeth and Princess Anne prepare for a boat ride on Frogmore Lake at Windsor Castle. One of the family’s corgis helps.

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1959

Queen Elizabeth and Princess Anne prepare for a boat ride on Frogmore Lake at Windsor Castle. One of the family’s corgis helps.

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1958

Queen Elizabeth (second right), with Prince Charles (second left) and Princess Anne (center), watches a sporting event at Smith’s Lawn in Windsor Great Park.

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1957

Queen Elizabeth drives her elder two children through an event, much to the delight of the crowd.

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1956

The royal family enjoys a horseback ride. (A right-sized horse has been provided for the younger Windsors.)

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1955

Prince Philip pushes Prince Charles and Princess Anne on a swing at Balmoral, while the Queen and a dog watch on.

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1952

Just months after taking the throne, Queen Elizabeth plays with Prince Charles outside Balmoral Castle in Scotland.

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1946

King George VI and the Queen Mother relax in the gardens of the Royal Lodge at Windsor Castle with their daughters.

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1944

Princesses Elizabeth and Princess Margaret enjoy the sunshine in the garden of Windsor Castle with their mother.

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1942

Elizabeth practices placing her sister’s arm in a swing, as a part of Girl Guides training (the British equivalent of Girl Scouts).

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1942

Princess Elizabeth and Princess Margaret spend time outside at the Royal Lodge at Windsor Castle with their dog.

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1938

Princess Elizabeth (second left) and her sister Princess Margaret (second right) enjoy the penguins at the London Zoo.

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