Kylie Jenner Boards Private Jet with Kids Stormi, 8, and Aire, 4, for Lavish Turks and Caicos Vacation

Gina KalsiTue, June 2, 2026 at 3:00 PM UTC

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Kylie Jenner and her son Aire; Kylie in a bikini
Credit: Kylie Jenner/Instagram -

Kylie Jenner, 28, shared photos from a lavish Turks and Caicos vacation with her kids Stormi, 8, and Aire, 4

The trip, which was a re-creation of a 2019 brand getaway, featured Kylie Cosmetics branding throughout the resort

Stormi reunited with her friend Ayla on the private jet, with Jenner capturing the sweet moment on video

Kylie Jenner certainly likes to travel in style with her two adorable children!

The businesswoman, 28, shared pictures on Instagram on Tuesday, May 5, from her lavish summer vacation to Turks and Caicos, which she took with her two kids, Stormi Webster, 8, and Aire Webster, 4.

She posted a series of snaps showing her boarding a private jet with her friends, including Anastasia "Stassie" Karanikolaou, and family, while all wearing matching baby pink Kylie Cosmetics velour tracksuits.

Kylie Jenner posed in a pink triangle bikini
Credit: Kylie Jenner/Instagram

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Her son Aire was pictured wearing a gray hooded tracksuit top and sweetly smiled for a selfie with his mom while sitting on her lap inside the plane.

Jenner surprised her daughter, Stormi, by inviting Yris Palmer's daughter, Ayla, on the trip and filmed her precious reaction when she first saw her on the jet.

Kylie with Stormi (pictured center) and Ayla
Credit: Kylie Jenner/Instagram

Stormi is seen walking through the aisle when she spots Ayla, 9, sitting on one of the seats, before screaming with joy and rushing to hug her.

Her eldest child was filmed beaming after the cute reunion, with the proud mom capturing it on camera. Palmer is one of Jenner's closest friends.

Jenner co-parents Stormi and Aire with her ex, singer and rapper Travis Scott, 35. The pair had an on-and-off relationship since they were first linked at Coachella in April 2017.

Stormi pictured hugging Ayla after the surprise
Credit: Kylie Jenner/Instagram

After flying to the exotic location, Jenner lounged around in a tiny pink bikini in the same color as her brand's font.

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Kylie Cosmetics branded everything, from the resort mirrors down to the coconut shells they drank from—even the parasols and sunbeds. She captioned the Instagram upload: “kylie summer trip!!! @kyliecosmetics.”

Jenner's 382 million followers rushed to comment on the images, with one writing: “Stormi has the cutest smile ever 😍.” Another said: “i love that you bring your babies with you to these trips! the best mommy.”

A third commented: “The life I'm manifesting 😍,” while a fourth chimed in and added: “This is kylie's vibe 💕.”

However, this is not the first time Stormi has traveled via private jet. Jenner showed her daughter, who is 22 months old, jet-setting across the globe in 2019.

Kylie and her son, Aire
Credit: Kylie Jenner/Instagram

"cutest travel buddy 👼🏽🛩," the mom of two captioned a picture of her daughter rocking a cute puffer jacket during their flight.

In a video also uploaded on Tuesday, Jenner gave her followers an insight into the vacation with help from Stormi.

She explained that she hosted this trip in 2019 but wanted to recreate it, while giving her followers a tour of the resort they were staying in.

Kylie's friends and family in matching tracksuits
Credit: Kylie Jenner/Instagram

A natural in front of the camera, Stormi adorably stole the show and her mom's microphone before saying: “So, we're going to go and see all the rooms and we'll show you around.”

Stormi and Ayla then helped Jenner give her followers a tour of the extravagant resort, with Jenner showing that she embroidered everything with her brand's logo, from pillow sheets to bikinis, a lighter and even a disposable camera.

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Source: “AOL Entertainment”