Prior to their nuptials, the pair had spent eight years together – and they've done plenty more together since tying the knot!
Scroll through this gallery (or click through if you're on desktop) to see the biggest milestones from their relationship, from 2010 present!
Photo: © Getty Images
2010
Eugenie and Jack are believed to have met in Verbier, Switzerland.
The princess and her family have long enjoyed skiing in the picturesque village and even have chalet there.
Here, the younger Princess of York takes in the nature of Verbier in 2011.
Photo: © Pxl8/WireImage
June 2011
Royal Ascot was the first major royal event Eugenie and Jack attended together. It was also one of the first times they were photographed as a couple. Eugenie and her beau attended day five of the racing event on June 18, 2011.
Photo: © Indigo/Getty Images
July 2012
The lovebirds had their first major red carpet appearance for the European premiere of The Dark Knight Rises in London.
Photo: © Stuart Wilson/Getty Images
September 2012
Eugenie and Jack were photographed with her mother, Sarah Ferguson, for the first time at the second annual "Freddie for a Day" event in memory of the late Queen frontman Freddie Mercury at The Savoy Hotel in London.
Photo: © Dave J Hogan/Getty Images
2013
The princess and her then-boyfriend attended the wedding of Lady Natasha Rufus Isaacs and Rupert Finch at St. John Baptist in Cirencester on June 8.
Photo: © Max Mumby/Indigo/Getty Images
2013
That year, Eugenie and Jack's relationship went long distance after three-and-a-half years together when the princess moved to New York to work at online auction house Paddle8.
Jack revealed they kept in touch via Skype and tried to see each other in person when possible.
Photo: © Andrew Toth/Getty Images
2015
Two years later, the younger Princess of York returned to London and reunited with Jack. The year marked five years since they first met.
The couple began spending more time together, including attending the Qatar Goodwood Festival at Goodwood Racecourse on July 30 that year in Chichester (pictured).
Photo: © Tristan Fewings/Getty Images for Qatar Goodwood Festival
2016
Jack and Eugenie showed how serious their relationship was when the former was invited for a weekend at Balmoral. Jack joined celebrations for Prince Harry's 32nd birthday at the Queen's Scottish residence.
The move fuelled rumours that the longtime couple would soon be engaged.
Photo: © David M Benett/Dave Benett/Getty Images
2017
Princess Eugenie and Jack looked so in love at the wedding of Pippa Middleton and James Matthews at St. Mark's Church on May 20 that year in Englefield Green.
Photo: © Max Mumby/Indigo/Getty Images
2018
After almost eight years together, Eugenie and Jack officially announced their engagement on Jan. 22.
It was revealed that he popped the question in Nicaragua with a coral padparadscha sapphire and diamond ring.
Buckingham Palace announced, "Her Royal Highness and Mr. Brooksbank became engaged in Nicaragua earlier this month.
"The wedding will take place in the Autumn of 2018 at St George's Chapel in Windsor, with further details to be announced in due course."
The couple posed for their official engagement photos with Eugenie choosing a dress by Erdem and Jimmy Choo shoes.
Photo: © Jonathan Brady - WPA Pool/Getty Images
2018
The newly-engaged couple made their first public appearance at Easter Service at St George's Chapel in Windsor on April 1.
It was the first time Jack had attended the Royal Family's Easter Service and it was all the more meaningful because it was at the place the pair would marry.
Photo: © Karwai Tang/WireImage
2018
Jack and Eugenie joined many members of the Royal Family, including Eugenie's elder sister, Princess Beatrice, at the royal wedding of Prince Harry and Duchess Meghan in St George's Chapel, Windsor Castle on May 19.
Photo: © JONATHAN BRADY/AFP via Getty Images
2018
Jack and Eugenie wed at St. George's Chapel at Windsor Castle on Oct. 12.
The bride wore a breathtaking gown designed by Peter Pilotto.
The bridal party included Prince George, Princess Charlotte and Mia Tindall.
Photo: © Toby Melville - WPA Pool/Getty Images
2018
The newlyweds attended Christmas Day church service at Church of St. Mary Magdalene on the Sandringham estate in King's Lynn.
It marked their first public royal engagement since their wedding.
Photo: © UK Press Pool/UK Press via Getty Images
2019
In honour of Jack and Eugenie's first wedding anniversary, the princess shared a never-before-seen video from their nuptials on Instagram.
She sweetly explained, "This was the greatest day of my life...forever and always! Happy one year anniversary, my Jack!!"
Photo: © Toby Melville - WPA Pool/Getty Images
2019
Eugenie and Jack held hands as they stepped out for Christmas Day church service at Church of St Mary Magdalene on the Sandringham estate.
It was the last public royal event the duo participated in before COVID-19 lockdown and their baby announcement.
Photo: © UK Press Pool/UK Press via Getty Images
2020
They're expecting! On Sept. 25, the couple confirmed they were expecting their first child together.
"Jack and I are so excited for early 2021....," the mom-to-be wrote on Instagram, including a baby emoji at the end.
The post featured two photos: one of their hands holding a pair of baby bear slippers and another of them grinning at the camera.
The same day, the Royal Family posted a note on social media congratulating Eugenie and Jack. It read:
"Her Royal Highness Princess Eugenie and Mr Jack Brooksbank are very pleased to announce that they are expecting a baby in early 2021.
"The Duke of York and Sarah, Duchess of York, Mr and Mrs George Brooksbank, The Queen and The Duke of Edinburgh are delighted with the news."
Photo: © Instagram/princesseugenie