- - Timothée Chalamet Was Seen Looking ‘Smitten’ With Kylie Jenner on a Cabo Getaway

Alyssa BaileyJanuary 28, 2026 at 12:11 AM

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Kylie Jenner and Timothée Chalamet were photographed having dinner in Cabo San Lucas, Mexico.

An eyewitness spoke about their dynamic, saying Chalamet looked “smitten” with his girlfriend.

They have since been seen shopping together.

Kylie Jenner and Timothée Chalamet were photographed boarding a private jet on Wednesday—and their destination, it appears, was Cabo San Lucas, Mexico. TMZ ran photos of the couple having dinner at Flora Farms on Thursday, January 22. An eyewitness told the outlet that Chalamet “was snapping photos of Kylie with a digital camera” at one point and appeared “smitten” with his girlfriend of three years during the meal.

The source added that they were “totally into each other, smiling, laughing and chatting all night.”

On January 26, footage surfaced on X of Chalamet helping Jenner shop for a swimsuit on the trip.

Jenner and Chalamet were last seen out together at the Golden Globes earlier this month. The Marty Supreme star won Best Performance by a Male Actor in a Motion Picture—Musical or Comedy and thanked Jenner in his acceptance speech. “For my parents, for my partner, I love you,” he said at the end of his remarks.

Kylie Jenner and Timothée Chalamet at the 2026 Golden Globes Christopher Polk/2026GG - Getty Images

Just a week earlier, Chalamet won Best Actor at the Critics Choice Awards and also gave Jenner a shout-out in his speech there. “And lastly, I’ll just say thank you to my partner of three years,” he said. “Thank you for our foundation. I love you. I couldn’t do this without you. Thank you from the bottom of my heart.”

The couple’s Cabo getaway comes a few weeks after People reported on December 31 that Chalamet and Jenner had a “trip planned” for the holiday. It’s unclear whether the Cabo trip is indeed that vacation, but the pair has had a busy start to 2026 amid awards season. They attended the Palm Springs International Film Festival on January 3, the Critics Choice Awards on January 4, and the Golden Globes on January 11.

Chalamet is also nominated for a Grammy, so they could also attend the ceremony this weekend as well.

On January 21, a source gave Us Weekly an update on the couple’s dynamic three years into dating, revealing that they “basically live together.”

“Kylie has never dated someone like him, and it’s been refreshing because they have a very easy chill relationship,” the source said. “They basically live together at this point. Kylie will stay at his house when she doesn’t have the kids, or when she wants to be in the city, and he spends a lot of time at her house in Hidden Hills.”

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Source: “AOL Entertainment”