We all know the skincare benefits of wearing a hat in the sun, but there are serious sartorial benefits, as demonstrated here by the world’s best-dressed women. In her heyday, Audrey Hepburn favoured wide-brimmed straw styles fastened with sweet details and bows, while modern-day stars – including Jennifer Aniston, Victoria Beckham and Janet Jackson – all understand the laid-back allure of a sporty baseball cap.
Here, 26 millinery moments to take inspiration from this summer, and beyond.
Audrey Hepburn, 1955
Audrey’s look couldn’t get more ’50s, but it would translate seamlessly into summer 2020 wardrobes.
© Silver Screen Collection
Brigitte Bardot, 1955
The bigger the better for BB and her straw hats. Very Jacquemus.
© Express
Zsa Zsa Gabor, 1955
The Hungarian actor might have been known for her exuberant lifestyle and glamorous wardrobe, yet this straw hat hints at a simpler style.
© Keystone
Cher, 1974
We might not be jetting anywhere anytime soon, but that’s not to say we can’t emulate celeb airport style. Let’s start with Cher.
© Ron Galella
Bianca Jagger, 1972
From her iconic white wedding hat to this bowler style, Bianca truly understands how to wear a hat well.
© Central Press
Jane Seymour, 1972
The Bond girl was en route to Jamaica to film Live And Let Die when she boarded a flight wearing a woven hat. We’d be smiling this brightly if an island retreat was awaiting us, too.
© Hulton Deutsch
Marianne Faithfull, 1970
Still not quite ready to go bare legged? Pair your sweet summer dresses and boaters with white tights, like Marianne.
© Lynn Goldsmith
Catherine Deneuve and Françoise Dorléac, 1967
These IRL French sisters played on-screen siblings in 1967 movie The Young Girls of Rochefort and wore fabulous berets in the process.
© ullstein bild Dtl.
Grace Kelly, 1960
Who knew bucket hats could be so chic? Grace Kelly, obvs.
© Pictorial Parade
Jane Birkin, 1975
Everything gets better with a floral corsage, right Jane?
© Keystone
Sophia Loren, 1957
Why on earth did we stop wearing such pretty hats?
© Leonard McCombe
Françoise Hardy, 1969
If we had a fringe as perfect as Hardy’s, then we’d sit our hat at the back of our head, too.
© Mirrorpix
Diana, Princess of Wales, 1989
We’ve already seen how her on-duty hats work, but Lady Diana’s laid-back approach is also worth noting.
© Mirrorpix
Janet Jackson, 1994
If a baseball cap and round sunglasses are good enough for Janet to wear to an Academy Awards event, then we think we’ll try a similar look.
© Steve Granitz
Jennifer Lopez, 1998
A look we should all try once.
© Jeff Kravitz
Tyra Banks, 1997
Go for a real ’90s throwback and emulate Tyra by spinning your baseball cap 180 degrees.
© Jeff Kravitz
Jennifer Aniston, 1996
A lesson in how to do the off-duty baseball hat look.
© Mitchell Gerber
Cameron Diaz, 1994
Monochrome outfits befit bold hat hues.
© Time Life Pictures
Catherine Zeta-Jones, 1992
The Welsh actor proved that sweet summer style doesn’t have to mean pastel florals, by teaming a straw boater with a black camisole and long beige skirt.
© Dave Benett
Diana, Princess of Wales, 1989
Like most royals, Diana, Princess of Wales had an excellent hat collection. Don’t be scared of going for it and matching yours to your outfit.
© Anwar Hussein
Victoria Beckham, 1998
Still loyal to the baseball cap today, we anticipate that Victoria’s hat collection could rival her Birkin bag haul.
© Mirrorpix
Alexa Chung, 2008
A fedora style adds instant rock-chick credentials à la Alexa.
© Danny Martindale
Kate Moss, 2011
As with everything Moss wears, wide-brim hats just get cooler on Kate.
© Neil Mockford
Emma Watson, 2018
A ribbon-bowed hat proved to be the perfect finishing touch for Emma’s smashing Wimbledon look.
© Karwai Tang
Neneh Cherry, 1996
Even in summer beanies can add a touch of grunge to ensembles.
© Brian Rasic
Devon Aoki, 2006
The baker-boy style hat is an enduring model-off-duty favourite.
© Andy Paradise
From British Vogue