Kylie Jenner and Timothée Chalamet went on a romantic trip to Cabo San Lucas, Mexico, immediately following his first-ever Oscar nomination.
The couple, known for keeping to themselves, appeared deeply in love while relaxing at a private beach house. They later joined a small group on a luxurious boat, chatting and enjoying each other’s company.
Kendall Jenner, 28, looked fit and stylish in a black bikini top and loose black pants while relaxing by the pool. She had a sweatshirt tied around her waist and was seen checking her phone.
She had her dark hair pulled back, and was wearing no makeup. She relaxed on comfortable outdoor furniture with a view of the water.
Timothée Chalamet, 30, dressed down for the outing in a black long-sleeved shirt, dark pants, and a camouflage hat. He walked closely behind Kendall Jenner, frequently with his hands tucked into his pockets.
Photographers captured several moments of the actor looking relaxed and engaged, as she chatted with her companion and remained close by her side.
They were later spotted strolling along the dock and then boarded a fancy boat. They seemed relaxed and well-acquainted with the people working on it.
Jenner was seen wearing a black face mask and carrying a large tan bag, while she and Chalamet had a close, private conversation.
The couple shared a quiet, intimate moment, facing each other and speaking softly as if they didn’t notice anything else around them.
After a while, Jenner seemed preoccupied with her phone, answering messages while her boyfriend quietly spent time writing in his journal.
This sighting happened shortly after Timothée Chalamet found out he’d been nominated for his third Oscar. It followed a rare public date night for the couple at the popular restaurant Flora Farms, as reported by TMZ.
Let me tell you, after the nominations were announced, I heard from a little bird that the couple headed straight to their favorite spot in Cabo for a long, leisurely dinner. Apparently, they were totally lost in conversation, laughing and really connecting with each other the entire time. It was so lovely to hear – they seemed completely at ease and enjoying each other’s company!
Even though they didn’t show much affection in public, a source said the couple seemed deeply connected all night. The source described Chalamet as clearly head over heels for his partner.
During dinner, Chalamet was seen taking pictures of Jenner with a digital camera, looking at them afterward. Jenner was on her phone next to him at the time.
The restaurant was very busy, but most of the customers were older and didn’t seem to notice the famous couple dining with them.
Flora Farms is a popular destination, especially with celebrities. Adam Levine and Behati Prinsloo chose it for their wedding in 2014, and Busy Philipps is also a fan.
The couple’s romantic trip happened just a few days after the Daily Mail first reported they had secretly flown off together before he was nominated for an award.
According to a Page Six source, the couple has been living together in Los Angeles for over a year and seem very much like a married couple.
According to a source, Timothée Chalamet and Kylie Jenner are inseparable and spend all their time together. Chalamet has also gotten close to Jenner’s two children, Stormi, age seven, and Aire, age three, who she shares with her former partner, Travis Scott.
This trip to Cabo came after Timothée Chalamet openly acknowledged his relationship with Kendall Jenner during awards season. While accepting an award at the Golden Globes, he called her his ‘partner,’ saying, ‘To my parents and partner, I love you.’
Some weeks later, Chalamet publicly thanked Jenner again while accepting the Best Actor award at the Critics Choice Awards.
He finished by thanking his partner of three years, saying, “Thank you for everything we’ve built together. I love you, and I wouldn’t have been able to do this without your support.”
Jenner was seen mouthing back, ‘I love you too,’ as the couple shared a kiss after his win.
Their recent public displays of affection were a surprising change, especially considering reports from late last year that suggested they had secretly broken up.
According to a source who spoke with Daily Mail in November, the couple was going through a rough patch, with their relationship described as fluctuating between being together and apart, but not completely finished.
‘They cool down and they heat up,’ the insider said at the time.
According to psychologist Darren Stanton, the couple’s recent public displays of affection clearly signal something to everyone.
He explained that their connection seems genuine, strong, and deliberate, and that their public appearances look planned, especially given all the media coverage.
Relationship expert Dr. Kathy Nickerson agreed, pointing out that famous couples aren’t just individuals – they’re also public images and brands.
Seeing a celebrity couple that seems happy and committed gives fans and those in relationships a sense of comfort. The more we see of their affection, the more it feels like a positive signal.
Even though Jenner and Chalamet have been getting a lot of attention recently, they’ve mostly kept their relationship private, avoiding posts on social media and discussions in interviews.
Both Chalamet and Jenner have made it clear they value their privacy. Chalamet has said he won’t discuss their relationship, and Jenner has repeatedly stressed how important privacy is to her.
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2026-01-26 20:24