8 of Princess Anne's most iconic looks from the 1990s, when season 5 of 'The Crown' is set

Princess Anne is known for her quirky sense of style, and some of her most iconic looks were worn in the 1990s, the decade in which season five of "The Crown" takes place.

The start of the 1990s wasn't exactly the best period of time for the royal family, many of whom were dealing with break-ups and bad luck.

Negatives aside, Anne kicked off the decade with a royal tour of Russia – one of her best ensembles was a checkered yellow-and-white coat that she wore on a visit to the city of Zagorsk. In typical Anne fashion, she put her own spin on the look with gold jewelry, including a dragonfly-shaped brooch.

1992 was the Queen's infamous "annus horribilis" – a phrase she used to describe the turbulence the royals faced in 1992 with the collapse of several marriages and the Windsor Castle fire.

Among the royals who went through breakups was Anne, who divorced Mark Phillips after 15 years of marriage. Months later, she tied the knot with her second husband Sir Timothy Laurence. Prior to the divorce, speculation that Anne was having an extramarital affair with Laurence sparked after The Sun published private letters exchanged by the pair, People reported in 1989.

The year ended up being tumultuous, to say the least, but Anne looked radiant in an ivory-white gown as she attended a British Clothing Council fashion show.

By 1993, Anne appeared happily married to her new husband. The couple had met while Laurence was employed as the Queen's equerry, meaning one of her personal attendants.

Photos from the 1990s show Laurence and Anne were rarely far from each other's side. On one such occasion in 1993, they were pictured leaving a movie premiere in London where Anne wore a vintage drop-skirt style dress.

The gown consisted of a sleek cream-color bodice and pink polka-dot skirt, which oozed femininity.

In 1993, Anne and Laurence were photographed touring the grasslands of Mongolia.

Though born and raised in a life of luxury, Anne appeared to lean into her adventurous side on the trip and wore an outfit to match. Her look consisted of a checkered button-up tucked into taupe high-waisted khakis. Her accessories included a sunhat, a bandana, and sunglasses.

Anne is a regular at the Royal Ascot, one of the most prestigious events on the social calendar in the UK. As Insider previously reported, the five-day annual horse race takes place in Berkshire, England, and dates all the way back to the 1700s.

Anne arrived at the 1995 extravaganza wearing a puffed-sleeved summer dress with graphic lemons printed throughout.

The look proved that Anne knows a memorable outfit when she sees one.

Trends come and go, but Anne was never one to go with the flow.

Her love of stripes, color, and modest hemlines is perfectly encapsulated in a look she wore to an auction in London in 1996.

Her dedication to her personal style is something she stuck with throughout the 1990s when grunge and darker tones were everywhere in the fashion world.

The 1990s saw Anne's children, Zara and Peter Phillips, become teenagers. She shares both with her ex-husband, Mark Phillips.

Zara would go on to become yet another royal to enjoy a love for eclectic and daring styles in the early 2000s, according to Tatler, but she looked relatively demure next to her mother at the royal's annual Christmas Day outing in 1998.

While Zara went for an all-gray look, Anne's tartan ensemble perfectly channeled the holiday spirit.

During the Queen's funeral processions in September, Anne was seen taking part in special ceremonies and vigils for the late monarch alongside her brothers wearing military regalia.

According to the royal family website, Anne holds the rank of the Chief Commandant of Women in the Royal Navy.

But 1999 also marked a special moment for Anne, who got to participate in a Trooping of the Color procession in her military regalia for the first time.