Princess Anne's bootcut jeans and sailboat sweater combo is the vintage look of dreams

Princess Anne's style is always on point!

princess anne looking pensive
(Image credit: Getty Images)

Yes, you read that correctly. Princess Anne once sported a pair of bootcut jeans, and a sailboat sweater while out with her kids - and we are beyond infatuated with the look.

On Princess Anne's 73rd birthday, it's only appropriate that we take a proper look back at her best style moments, and we think we found one specific outfit that really takes the cake. 

Obviously, all of the royals have enviable style, always highlighting the most popular, high-end designers and setting trends with their many inspirational looks. But we especially love looking back at how the royals' senses of personal style has developed over the years, and the photo we just unearthed goes to show just how strong Princess Anne's fashion chops are. 

princess anne

(Image credit: Getty Images)

While at the West Kirby Yacht Club in October 1988, Princess Anne was out with her kids, Zara and Peter - and we can't get over how chic and on-trend her outfit is. 

She started off with an adorable navy sweater that had a sailboat print on it, as well as some small white birds - and that in itself was a bit of a rare style moment for Anne, seeing as she rarely wears anything heavily printed. Underneath the sweater, she wore a white turtleneck shirt to help provide an extra layer of warmth on what was likely a chilly October day. 

For pants, Anne wore a pair of dark blue denim bootcut jeans - which still hold up as being incredibly stylish today, with skinny jeans pretty much obsolete in the sartorial universe for 2023. Footwear-wise, she sported a pair of black Western-inspired shoes that featured a pointed-toe and a slight heel that totally gave off cowboy boot energy - which, coincidentally, Princess Catherine has worn multiple times in the past. 

Get Princess Anne's vintage look

Overall, this is an outfit that definitely holds up to today's fashion standards. and we're trying to get our hands on similar items as soon as possible. Luckily, we found some dupes that fit the bill for the right price.

Après Sail Sweater, $128 (£100) | Kiel James Patrick

Après Sail Sweater, $128 (£100) | Kiel James Patrick

This laid-back linen pullover is made for those who love the wind in their sails and a fizzy drink in their hand.

High-Waisted Wow Flare Jeans, $24 (£18) | Old Navy

High-Waisted Wow Flare Jeans, $24 (£18) | Old Navy

Snug from hip to thigh, with a flare above the ankle, these jeans match with any top you own and are super flattering for any age.

Madeline Merinuk
US Lifestyle News Writer

Madeline Merinuk is woman&home's US lifestyle news writer, covering celebrity, entertainment, fashion, and beauty news.

She graduated in 2021 with a B.A. in Journalism from Hofstra University, winning multiple student journalism awards, including a National Hearst Award, during her time there. After graduating, she worked at, the digital site for the Today Show, where she wrote pop culture news and interviewed big-name personalities like Emily Ratajkowski, Haley Lu Richardson, Emma Corrin, and more.

Her personal interests, in no particular order, are: cheese, Joni Mitchell, reading, hot yoga, traveling, having multiple chapsticks in every handbag at all times, and dancing to ABBA songs as if she were in the Mamma Mia movies.