Princess Anne's bootcut jeans and sailboat sweater combo is the vintage look of dreams
Princess Anne's style is always on point!

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.
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.
Sign up for the woman&home newsletter
Sign up to our free daily email for the latest royal and entertainment news, interesting opinion, expert advice on styling and beauty trends, and no-nonsense guides to the health and wellness questions you want answered.
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
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 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 today.com, 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.
-
How to watch Towards Zero from anywhere - stream the Agatha Christie series online
Tennis, scandal and murder come together deliciously in this slick adaptation of an Agatha Christie classic
By Lucy Wigley Published
-
Primark launches an intriguing 'quiet luxury' homeware collection inspired by Pinterest trends
The fabulous new range is the essence of affordable on-trend style, perfectly timed for new season spring updates
By Tamara Kelly Published
-
Pattern and colour? Princess Anne's checked handbag and spring green coat pulled it off
Princess Anne just delivered a masterclass in how to make styling prints and bright colours together not at all scary
By Emma Shacklock Published
-
Princess Anne is classic in white and gold skirt suit that oozes the elegance of a Chanel ensemble
The Princess Royal loves going for timeless styles and her skirt suit for a royal reception reminds us of stunning Chanel co-ords
By Emma Shacklock Published
-
Princess Anne wraps up warm in royal fashion staple loved by Kate and Camilla
The Princess Royal re-wore her beautiful camel coat for an engagement and this staple is a must-have for her fellow royals too
By Emma Shacklock Published
-
Princess Anne’s navy pea coat and scarf at the rugby are the perfect combination when being cold isn’t an option
The Princess Royal never compromises on warmth in the winter and her rugby-watching ensemble was practical and classic
By Emma Shacklock Published
-
Carole Middleton's hilarious quip in her first ever interview was so Princess Anne
Carole Middleton gave her first interview in 2018 and she asked a brilliant question that showcased her strong work ethic
By Emma Shacklock Published
-
Princess Anne just wore her signature snazzy sunnies in South Africa for special visit
The Princess Royal is on a solo visit to South Africa and she wore a practical outfit and her iconic sunglasses on the first day
By Emma Shacklock Published
-
All the times the royals wore denim with aplomb, from Meghan Markle to Princess Diana
Looking for a fresh way to style your jeans? Here are the times the royals wore denim and nailed laidback chic...
By Lauren Clark Published
-
Princess Anne was the epitome of vibrant elegance in cherry red coat and tartan skirt for grand opening
The Princess Royal re-wore her scarlet coat from Christmas Day with a similar outfit, showing her winning style formula
By Emma Shacklock Published