From Amal Clooney's Fred Flintstone-inspired look to Lauren Sánchez Bezos' hot pink mini dress featuring eyebrow raising cut-outs, even the most fashionable of celebrities don't always get it right whilst on holiday.This week, George Clooney's wife Amal - known for her stunning sartorial wins - sparked comparisons to cartoon caveman as she joined her husband in Capri.The character famously favours a ragged orange tunic with black spots, and a blue tie - and the look was seemingly echoed in Amal's vintage suede Mugler skirt and matching halterneck top in earthy orange and turquoise tones, with fringe detailing.The human rights lawyer, 48, who regularly appears in best-dressed lists, paired them with an Aquazzura handbag and oversized sunglasses.Speaking to the Daily Mail on why even the most stylish of stars make fashion mishaps whilst holiday dressing, stylist Lisa Talbot explained that celebrities untethered by the expectations of full glam can become 'experimental'.'People often assume celebrities are effortlessly stylish 24/7, but holiday dressing is a completely different mindset,' she shared.'On the red carpet or during press tours, many stars have a stylist carefully curating every look. On holiday, they're often left to make those decisions themselves, and that's when things can become a little more experimental.'Lisa said there is also a 'psychological shift'. Just this week, George Clooney's wife Amal - known for her stunning sartorial wins - sparked comparisons to Fred Flinstone as she joined her husband in Capri In 2013, the typically stylish Nicole Richie stepped out in a very loud frock which combined both tiger and zebra print while out in Portofino. Lauren Sanchez pictured in a hot pink mini dress last year In 2023, Rita Ora was decked out in an all-neon outfit in Ibiza'Holidays are one of the few times celebrities can step away from their public image, so they often use fashion as a way to have fun, take risks or wear pieces they'd never choose for work,' she added.'The problem is that "holiday" can quickly become synonymous with "anything goes", louder prints, excessive cut-outs, unusual silhouettes and trend-led pieces that can end up wearing the person rather than the other way around.'The celebrities who consistently get holiday style right understand that simplicity always looks luxurious.'Think Rosie Huntington-Whiteley, Jennifer Aniston or Sofia Richie Grainge. Their wardrobes rely on beautiful fabrics, clean lines, relaxed tailoring and timeless accessories, which means they still look effortlessly chic whether they're walking through an airport or having lunch by the beach.'On the other hand, holiday style can go wrong when outfits feel overcomplicated or try too hard to make a statement.'We've all seen celebrity looks featuring clashing tropical prints, awkward cut-outs or exaggerated shapes that photograph well for social media but don't necessarily flatter the wearer.'Great holiday style shouldn't be about attracting attention; it should reflect confidence, comfort and authenticity. Often, the most memorable looks are the understated ones.Amal is not the only celebrity to have fallen victim to holiday fashion mishaps.Leaning into bright patterns when you're abroad and basking in the sun feels intuitive - and many can steer just one bright outfit too far.In 2013, the typically stylish Nicole Richie stepped out in a very loud frock which combined both tiger and zebra print while out in Portofino.Meanwhile, that same year model Miranda Kerr - known for her striking runway looks - donned a bright orange dress with birds drawn on it in Japan.Elsewhere, last January, while holidaying in St Barts, Lauren Sanchez - whose phone book includes fashion industry heavyweights such as Oscar de la Renta and Anna Wintour - was spotted in a hot pink mini dress with eye-brow raising cutouts at the sides. The year prior, Kate Moss - also typically known for her chic style - donned a cream smock dress that was perhaps a touch too big, as she enjoyed the South of France.In 2023, Adele - perhaps equally as known for her incredible voice as she is for her very glamorous on stage looks - was spotted near Sardinia’s glamorous Costa Smeralda.There, she sported a very flowy yellow and blue print dress featuring a number of elusive designs. The same year, Rita Ora was in Ibiza - wearing an all-neon, hot pink netted dress. The ever stylish and bold Florence Pugh was also in 2021 sporting mismatched bright hues as she posted on Instagram about getting into 'summer colours'. Miranda Kerr was wearing some very colourful prints in 2013 In 2024, Kate Moss wore a very flowy cream dress in the South of France Adele wore a very colourful frock in 2022, as she enjoyed an Italian getaway Kylie Jenner raised eyebrows with her swimsuit design in St Tropez last year In 2021, Florence Pugh wrote about leaning into bright 'summer colours' on InstagramIt's not just dresses which can raise eyebrows.Last year, Kylie Jenner joined her sister Kendall in St Tropez - and opted for a white swimsuit dress with a very experimental silhouette. However, there are also a number of A-listers who nail holiday dressing - among them is designer Victoria Beckham. Ever since she burst onto the scene as a Spice Girl, she has been the undisputed poster girl for chic fashion. Having successfully transitioned from Posh Spice to the head of a serious, high-end fashion label, she continues to leave the public in awe of her sleek style, a trait that has officially been inherited by her teenage daughter, Harper.Their recent luxury getaway to Ibiza was no different, sending fans into a frenzy to source the family's iconic holiday wardrobe. Whether she was lounging on a superyacht in a sheer black dress and bucket hat or strolling the beach in a lacy number, Victoria and her family brought her signature fashion A-game.The Daily Mail has now tracked down the exact pieces, plus a matching lineup of budget-friendly lookalikes, so you can channel your inner Beckham this summer.The fashion designer wore a stylish black strappy sundress, which displayed her gym-honed physique - and you can see where to shop the looks here.
Why do celebs struggle with holiday dressing?
From Amal Clooney's Fred Flintstone-inspired look to Lauren Sánchez Bezos' hot pink mini dress featuring eyebrow raising cut-outs, even the most fashionable of celebrities don't always get it right.












