Kim Kardashian's sunburn and Vanessa Hudgens's bikini slip top the list of iconic getaway disasters
But while they may be able to swerve the struggles of flight delays, long coach transfers and hotel mix-ups, it seems they aren't immune from the vacation fails that plague us mere mortals.
Even A-Listers such as Lauren Sanchez and Kim Kardashian have battled some serious vacay gaffes.
Kim Kardashian's nasty sunburn
Given her profile as one of the most followed women on the planet, it's no surprise that any snaps Kim K shares spark a social media frenzy.
And back in 2009, Kim sought help from her followers with a commonplace holiday problem, after falling asleep with her sunglasses on while sunbathing in Mexico.
In the viral image she shared on X, then known as Twitter, she pleaded for advice on how to reduce the redmarks, after being left with the hilarious lines on her face.
She captioned her post: 'I am so sunburned and need help! I'm in Mexico and I was sunbathing when I fell asleep with my huge Prada butterfly sunglasses on and now look at me! I'm going to have to hide from cameras for days.
'I usually never get red, I always get dark. It hurts! Do u guys have any remedies I can try to help ease the pain and get rid of the redness.'
She went onto tell US Magazine: 'My whole body is burned, but my face looks the worst because of the glasses. I will never wear sunglasses when sunbathing again!'
Kate Moss's unlikely beach accessory
Since her rise to fashion fame, Kate Moss has made headlines with her wardrobe choices, and her lavish getaway to Ibiza has been no different.
Most holiday-goers would opt for a low-budget tote for a trip to the beach, fearing damage by the sand, sun cream, or water.
But not Kate, as the supermodel opted to carry her essentials in a $46,000 Hermes Birkin bag as she headed to the beach for a spot of sunbathing.
The legendary bag was first created in 1984 in honour of the singer Jane Birkin, and last month the first ever one was sold at auction for $11.5million.
Despite her bag's huge price tag, Kate seemed unfazed by the prospect of it being damaged on the beach, as the piece was covered in sand while she headed to her lounger to top up her tan.
Lauren Sanchez's battle with her heels
Following her lavish wedding to Jeff Bezos in June, Lauren Sanchez has grown accustomed to the finer things in life.
And the couple have been enjoying an extended honeymoon of sorts, relaxing on the Amazon billionaire's $485million superyacht in Ibiza.
But Lauren was determined not to let the terrain dictate her style choices as she appeared to struggle to keep her footing on the rocky shore.
In her first outing on Sunday, Lauren didn't forgo her stiletto heels as she clung to Jeff's hand on the uneven terrain.
But it seemed the fears of a broken ankle did ring true for the former journalist, as the next evening she kicked off her shoes and went barefoot on the beach and boardwalk.
Vanessa Hudgens' bikini blunder
Stars descending on the world's most picturesque beaches are no doubt ready to show off their figures in swimwear.
But when Vanessa Hudgens jetted to Hawaii for a getaway with her then-boyfriend Austin Butler, she struggled to hang onto the top of her string two-piece.
The star had been enjoying a dip in the ocean in her colourful bikini when the top suddenly began to unravel.
Luckily, she was quick to grab her top and put it back in place, in a bid to avoid any unexpected flashes.
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