Princess Diana will forever be one of the most stylish royals in history. From her glorious ’80s wedding dress to her chic black “revenge” dress, take a look back at some of her most fashionable moments of all time.
1981
In her engagement photos, a fresh-faced Lady Diana Spencer wore sapphire blue to match her engagement ring, and the photos were an instant hit.
1981
No one wears wellies like Princess Di wore wellies. Although not one of her most famous looks, this outfit from before her wedding inspired women across the world to haul out their rainboots.
1981
Diana’s wedding gown, in all its 1980s glory, was instantly iconic after her nuptials aired to an estimated TV audience of 750 million.
1981
In phase one of the Diana and Charles honeymoon, this dress made waves. Who says florals have to be boring?
1981
When your honeymoon includes hunting and fishing at a Scottish estate, it’s best to try to do it in style, like in this two-piece tweed set.
1982
If this dress that Diana wore during her first pregnancy looks familiar, it may be because Kate Middleton wore a very similar outfit when she left the hospital with Prince George.
1983
A princess wearing pink doesn’t seem like anything revolutionary, but this outfit just further solidified Diana’s reputation as an icon. Many royals wear gloves at formal events, but Diana never did because she felt it made her closer to the people.
1985
This Victorian-inspired gown became almost as famous as Diana’s dance partner in this photo, a young John Travolta.
1985
For the royal family, wearing a bathing suit this skimpy is downright scandalous. For fashion fans around the world? Just right.
1985
It’s hard to stand next to Nancy Reagan, one of the chicest first ladies in US history, and look this great. Diana pulls it off with ease in a white jacket and skirt.
1985
Leave it to Princess Diana to take what was supposed to a choker and wear it as a headband.
1985
In an outfit that was a little more on the conservative side, Diana seemed to be giving a nod to Jackie Kennedy.
1986
Princess Diana had her daring style moments, but she knew how to be regal when the situation demanded.
1986
Not one of her most memorable red carpet moments or anything, but who looks this good while skiing? Seriously.
1987
This dress may seem simple, but it’s a classic formula: Cinderella style, baby blue. Princess Di wore it in Cannes. This dress sold at auction in 2011 for £80k.
1987
Some say Princess Diana overdid it in this tartan Escada coat and Philip Somerville hat. In her defense, it was the ’80s!
1988
Princess Diana attended the Remembrance Day ceremonies in a more somber look — but the birdcage veil still makes it stand out.
1988
Only Princess Diana could wear cowboy boots, a sweatshirt, and a blazer in a totally unconventional but effortlessly cool ensemble.
1988
Diana channels military-chic in this white and gold set.
1988
Polka dots can often look overwhelming, but Princess Diana pulled them off in a stylish way.
