If you can believe it, it has been over two decades since the Sisterhood of the Traveling Pants premiered in theatres.
The beloved movie premiered on May 31, 2005, earning $42 million worldwide against a $25 million production budget, and later spawned a sequel that grossed $44 million.
In honor of its 21st anniversary, Michael Rady, arguably the movie's best romantic interest (that of Alexis Bledel's character), took to Instagram and shared a slew of photos of him on set in Santorini, Greece.
"21 years ago today in Oia, Santorini. (If you've never been, add it to your bucket list. Pictures can't do it justice)," he wrote, adding: "So many things I want to tell that 26 year old kid. I remember how he couldn't believe this was his life. Honestly, 45-year-old me still can't believe it."
Scroll below for some epic then-and-now photos of the cast, including Michael as well as Blake Lively, America Ferrera and more, and what they have been up to in the years since.
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© Getty ImagesBlake Lively
Two years after the Sisterhood of the Traveling Pants premiered, the world was introduced to Blake's even more iconic character, that of Serena van der Woodsen in Gossip Girl, who she played for six legendary seasons. Blake is also known for her roles in The Town, Green Lantern, The Age of Adaline, and A Simple Favor, among others.
She has been married to Ryan Reynolds since 2012 and they share four children, three daughters and a son.
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© Getty ImagesAmerica Ferrera
Shortly after Sisterhood, America similarly went on to become the lead of another beloved show, Ugly Betty, in which she starred as the titular character for four seasons. In 2024, she was nominated for an Oscar for her role in Barbie, in which she starred as Gloria.
She has been married to Ryan Piers Williams since 2011 and they share two kids, a son and a daughter.
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© Getty ImagesAlexis Bledel
While filming Sisterhood, Alexis was already in the middle of filming her own beloved show, Gilmore Girls, in which she starred as lead character Rory Gilmore, opposite co-lead Lauren Graham, who played her mom Lorelai Gilmore. After the series came to an end in 2007, she went on to star on The Handmaid's Tale, for its first four seasons.
She was previously married to Mad Men actor Vincent Kartheiser from 2014 to 2022, and they share one son.
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© Getty ImagesAmber Tamblyn
Amber's post-Sisterhood film credits are largely comprised of TV movies and guest appearances on a variety of TV shows, among them 24 episodes of Two and a Half Men. Her last credit is the 2023 film You Hurt My Feelings starring Julia Louis-Dreyfus.
She has been married to comedian David Cross since 2012, and they share one daughter.
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© Getty ImagesJenna Boyd
Jenna was only 12 years old when she featured in Sisterhood as the 12-year-old girl with leukemia who befriends Tibby, Amber's character. Though she had a series of appearances on a handful of TV movies and shows throughout the late aughts and 2010s, she last acted in 2022.
She is now based in Tulsa, and shares a son with husband Andrew Robert Bowers, who she married in 2024.
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© Getty ImagesMichael Rady
Sisterhood was Michael's screen debut, and he has since become a TV veteran, appearing on episodes of CSI: NY, Grey's Anatomy, Melrose Place, Castle, Emily Owens M.D., Chicago Med, and Tracker, among others.
He has been married to Rachel Kemery since 2010, and they share four children.
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© Getty ImagesMiek Vogel
Mike has had a consistent movie and later TV career, appearing in The Help as well as episodes of Pan Am, Under the Dome, Sex/Life, Scarpetta, and most recently the Blue Bloods spin-off Boston Blue. He has been married to Courtney Vogel since 2003 and they share three children, two daughters and a son. They are based in Nashville, Tennessee.
