Celebrity babies

Kylie Jenner and son Aire are the ultimate mini-me duo in matching sweatpants


Jenner is sharing some rare updates on her kids


: Kylie Jenner attends the 2026 Vanity Fair Oscar Party Hosted By Mark Guiducci at Los Angeles County Museum of Art on March 15, 2026 in Los Angeles, California. (Photo by Jamie McCarthy/WireImage)© WireImage
Maria LoretoSenior Writer
JUNE 3, 2026 10:11 AM EDT

Kylie Jenner is kicking off a business trip. In new photos shared on her Instagram, Jenner kicks off a summer trip for her cosmetics brand, accompanied by her friends, co-workers, and kids. In some rare updates of her family, Jenner is sharing a look at her son, Aire, and how the two prefer to travel. 

Kylie is going away for the summer with her friends© @kyliejenner
Kylie is going away for the summer with her friends

Jenner shared various photos of the trip, which began on a private plane, with all guests wearing matching pink outfits that had the words "Kylie's Cosmetics" printed in the back. She shared photos and videos of their stay on the plane, including her adorable kids.

One photo shows her and Aire, her 4-year-old son, as the two smiled for the cameras in a selfie. The photo shows Aire wearing grey sweatpants and holding up a peace sign.

"kylie summer trip!!!" Jenner captioned the post, tagging her own brand. 

Jenner and her son wore comfy sweatpants for the trip© @kyliejenner
Jenner and her son wore comfy sweatpants for the trip

Summer bikinis

The post also teased what Jenner was up to after arriving in some tropical destination. She shared some photos of the sand and the beach, showing a look at the drinks and amenities that had been prepared for her group, which were all labeled with her brand's name. 

Jenner shared a selfie in front of a mirror, wearing a pink bikini. She completed the look with a matching pink clip in her hair, and was seen holding on to a coconut with a straw on it. 

Jenner shared a photo of herself in a bikini, enjoying her summer getaway© @kyliejenner
Jenner shared a photo of herself in a bikini, enjoying her summer getaway

In a video shared online, Jenner shared more details about her summer trip, which is a reference to a previous trip she took with her friends. "It was the best, so I really wanted to create this trip again," she says in the clip, holding on to a small microphone with a blue wig on it, a reference to her King Kylie era, which has been a big source of inspiration over the past year. 

The clip also features Jenner's daughter, Stormi, talking into the microphone and enjoying herself with a friend. "That's my daughter," said Jenner. Every guest got custom towels, lighters, bikinis, hats, and bags, so they could take them home after the trip. 

"I'm so excited to bring you guys along for the trip!" she says at the end of the clip. 

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