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Taylor Swift, Katy Perry, Reese Witherspoon and More Celebrities on Vacation 2025 

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Aug 12, 2025 11:39 PM
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Reese Witherspoon attends the Tate Modern 25th Anniversary Fundraising Gala
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Reese Witherspoon & Oliver Haarmann

Nearly one year after confirming romance rumors, the couple had a PDA-filled outing on a yacht in St Tropez. Reese—who shares children Ava Phillippe and Deacon Phillippe with ex Ryan Phillippe as well as Tennessee Toth with Jim Toth—sported a strappy white one piece while her businessman boyfriend opted for blue trunks. 


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Brooke Shields & Chris Henchy 

The couple took a family vacation with daughter Grier and dog Tuzi by the water. Brooke—who also shares daughter Rowan with Chris—shared several highlights from the trip in her carousel, captioning the July 9 post, “Summer Lovin.”


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Gwyneth Paltrow

The Marvel actress soaked up the summer sunshine with her husband Brad Falchuk and Edward Norton on a yacht in Capri on June 4. 

What’s more, she also explored the streets of Italy hand in hand with her mini-me, daughter Apple Martin who she shares with ex Chris Martin.   


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Jennifer Anniston

The Friends alum and pals Jason Bateman, Amanda Anka and Amy Schumer left the US for the beaches of Mallorca, on July 12, where they were joined by Aniston’s rumored boyfriend, Jim Curtis. 


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Dakota Johnson 

The Materialists actor and her long-time friend, Kate Hudson, enjoyed some time away on a cruise off the coast of Ibiza, Spain, on July 1 following her breakup with Coldplay frontman Chris Martin.  


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Meghan Markle/Instagram

Meghan Markle & Prince Harry 

Princess Lillibet Diana’s 4th birthday called for a magical family trip to Disneyland, California. Indeed, the Suits alum and Prince Harry—who also share son Prince Archie—explored the theme park, sharing photos of themselves enjoying Star Wars: Galaxy’s Edge and Space Mountain.

What’s more, the celebrations also featured a Little Mermaid birthday cake and a riverboat adventure with Meghan captioning the moments in a July 6 Instagram post, “Thank you @disneyland for giving our family two days of pure joy.”


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Orlando Bloom & Katy Perry

A week after their breakup was confirmed, the Pirates of the Caribbean actor and “Roar” singer reunited on July 9 for a family vacation on a yacht off the Amalfi coast with their daughter Daisy Dove and Orlando’s son, Flynn, who he shares with ex-wife Miranda Kerr.


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8/13
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Brian Austin Green & Sharna Burgess

The duo—who share son, Zane—escaped the January cold for tropical weather at the Sandals Dunn’s River resort in Ocho Rios, Jamacia. 

Surrounded by the clear waters, the engaged couple posed adorably with their arms wrapped around each other. “Never better. Our first vacation without kids in three years, we’ve had little trips to Vegas for events but nothing just us for this long and with no work to do,” Sharna wrote in a joint January 5 Instagram post. “It felt right to get some us time in and focus on connection, making new memories with each other, quality time and grown-up time.” 


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Instagram / Kylie Jenner

Kylie Jenner

The reality star spent the summer exploring the beaches of St Tropez, France, with Timotheé Chalamet. “Isabel Marant made this little outfit,” she said in a July 6 Instagram video. “When in France!”

Earlier this year Kylie—who shares kids Stormi and Aire with ex Travis Scott—shared a glimpse into her tropical vacation in a March 24 Instagram post featuring bikini selfies and some exciting excursions, including an ATV ride. 


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10/13
(Photo by Patrick Smith/Getty Images)

Taylor Swift & Travis Kelce

The couple enjoyed the off season with a trip to West Palm Beach, Florida where they were spotted enjoying dinner in a cozy restaurant booth. The “Guilty as Sin” singer sported an off-shoulder dress while the tight end opted for a black and white button down and baseball cap. 

The news comes after their friend and basketball star Caitlin Clark confirmed to USA Today that the couple was “in vacation mode.” 

Indeed, the Florida trip isn’t their only getaway. In fact, eagle eyed fans speculated that Travis’s shirt on the July 9 New Heights podcast could be a souvenir from the pair’s trip to Montana. Swifties were quick to point out that the shirt featured the logo of Yellowstone Club, a ski and golf resort in Montana. 


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Jessica Alba

The actress and her fantastic four family—including daughters Honor, Haven, and son Hayes who she shares with ex Cash Warren—vacationed to Hawaii for a tropical spring break. She shared photos of the sweet moments with her kids, including a video of her kissing Hayes in an April 4 Instagram post, with a simple caption, “Vacay vibes.” 

Another set of photos, posted a day prior, featured some inspirational quotes and snaps of her friends with Jessica writing, “Spring Break with mi gente.”


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12/13
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Kate Hudson 

The How to Lose a Guy in 10 Days star and fiancé Danny Fujikawa turned their couple’s trip to Greece into a family affair they were joined by their daughter Rani, her son Bingham, whom she shares with ex Matt Belamy, and brothers Wyatt Russell and Oliver Hudson. 

“Family summer,” she captioned the July 3 post. “We love you Greece.”

But the fun didn’t end there as Kate later accompanied Dakota Johnson on a cruise off the coast of Ibiza, Spain. She documented the adventure in a July 12 Instagram post, with a simple caption, “Girl Trip.” 


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Trinity Rodman/Instagram

Trinity Rodman & Ben Shelton

Just days after Ben’s quarterfinals loss at Wimbledon, Trinity shared glimpses of the couple’s romantic getaway to the European coast in a July 14 Instagram post, including a pic of the pair kissing by the water and footage of her soccer training. 

“Not the summer that I had in mind but still loved every moment,” the USWNT player—who is currently out due to an injury—wrote. “Can’t wait to be back on the field.” 


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