Calabasas, California - Kourtney Kardashian supported boyfriend Travis Barker during his first flight since his nearly fatal plane crash in 2008.

In June, the musician alluded to the possibility of flying once again.

On Saturday, he conquered his fears and flew out to Cabo with the Poosh owner.

TMZ shared photos of the couple leaving Los Angeles in Kylie Jenner’s private jet. According to the outlet, Kris Jenner and her longtime beau, Corey Gamble, were also onboard.

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Many may remember the deadly plane accident that claimed the lives of Travis' security guard Charles Still, his assistant Chris Baker, and the aircraft's two pilots.

The Blink-182 member was critically injured in the crash, sustaining third-degree burns on 65% of his body and requiring 27 surgeries afterwards.

Also on board was Adam "DJ AM" Goldstein, who also survived with severe burns and helped saved the drummer's life, but tragically died a year later from an overdose.

Travis has not flown since the crash, skipping his band's tour in Australia and taking a transatlantic ship to Europe due to his fear of flying.

Earlier this year, Travis opened up about the harrowing experience with Men's Health and how it led to him quitting hard drugs and opening up his new wellness company.

"People are always like, 'Did you go to rehab?' And I [say], ‘No, I was in a plane crash.’ That was my rehab. Lose three of your friends and almost die? That was my wake-up call. If I wasn’t in a crash, I would have probably never quit," he explained.

Here's to hoping that Travis was able to have a peaceful flight, and kudos to Kourt for supporting her man!

The pair may pack on the PDA in bizarre ways, yet they continue to show that they're in this for the long haul.

Speaking of Travis' 42-year-old girlfriend: Last month, the Keeping Up with the Kardashians star let her BF chop some of her hair off.

Well, it looks like Kourt kept going and now has a brand new 'do!

On Sunday, the mom of three posted a plethora of mirror selfies on Instagram, where she showed off her fresh, sexy bob.

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The post sent social media into a frenzy, but no one's opinion matters more than Travis'.

Of course, the 45-year-old delivered, proving he is even more entranced by the reality star, as he wrote under her pics, "You're perfect."

Swoon!

Will Kourt keep up this new style? We certainly hope so!