Simone Biles' Italian Winter Olympics Experience: From Travel Chaos to Romantic Surprises
Fashion

Simone Biles' Italian Winter Olympics Experience: From Travel Chaos to Romantic Surprises

authorBy Tim Gunn
DateFeb 20, 2026
Read time4 min

Simone Biles, the renowned Olympic gymnast, recently embarked on an Italian adventure for the Winter Olympics, accompanied by her husband, Jonathan Owens. This journey offered a different perspective on the Olympic experience for Biles, moving from competitor to spectator, allowing her to savor the event and the vibrant Italian culture. Their trip was a blend of unexpected travel challenges, culinary delights, and personal moments, including a touching Valentine's Day surprise orchestrated by Owens.

Beyond the glamour, Biles shared insights into the mental fortitude required of Olympians and the unique challenges they face. Her experience highlights the blend of excitement and intense pressure that defines the Olympic Games, whether as a participant or an observer. The trip culminated in a special spa treatment, playfully named after her gold-medal winning routine, signifying a well-deserved moment of relaxation and a perfect end to her Italian sojourn.

Simone Biles' Italian Olympic Journey: Culinary Delights and Travel Adventures

Simone Biles' journey to Milan for the Winter Olympics with her husband, Jonathan Owens, was a tapestry of delightful experiences and minor travel hiccups. Upon their arrival at the opulent Mandarin Oriental in Milan, Biles was greeted with fresh flowers and personalized hand towels, setting a tone of luxurious comfort. Despite meticulous packing, their trip was not without its challenges, including a 10-hour flight delay in Germany due to an airline strike. Biles, a seasoned traveler, maintained her calm, attributing it to her ability to sleep through flights, a skill honed over years of international competitions. She embraced the local cuisine, indulging in pasta al ragù and lemon pasta, dispelling myths about restrictive athlete diets by emphasizing food as fuel. This delightful culinary exploration formed a significant part of her memorable Italian getaway.

After settling into their suite at the Mandarin Oriental, Biles immediately organized her belongings, creating a designated space for her husband's clothes, playfully noting his less tidy habits. Their first evening was a relaxed affair with room service, Owens opting for sea bass while Biles savored a comforting pasta dish, proclaiming it "fire." She revealed her long-standing practice of not adhering to strict diets during training, instead focusing on what best fueled her body, allowing her to enjoy Italian staples like pasta, pizza, and desserts without guilt. The next morning, as Mandarin Oriental's wellness ambassador, Biles embarked on a photoshoot at the hotel's charming spa, followed by attending the figure skating competition where she empathized with the athletes' intense pressures and emotional rollercoasters, particularly after a competitor's performance fell short of expectations.

Behind the Scenes: Olympic Empathy and Romantic Surprises in Milan

Simone Biles' role as a spectator at the Winter Olympics offered her a unique perspective, fostering deep empathy for the competing athletes. Having experienced the highs of Olympic triumph and the lows of intense pressure herself, she understood the immense mental and physical demands placed upon them. This empathy was palpable when she witnessed a figure skater's performance fall short of expectations, reflecting on the difficulty of maintaining peak performance under global scrutiny. Her journey also showcased a tender side of her personal life, highlighted by a romantic Valentine's Day surprise meticulously planned by her husband, Jonathan Owens, demonstrating thoughtful gestures that added an unforgettable touch to their Italian escapade, creating lasting memories beyond the Olympic spectacle.

Following the emotional intensity of the figure skating competition, Biles and her team sought solace in a delightful dinner at Bacaro Montenapoleone, where she savored lemon pasta and lasagna, returning the next day to try the classic Milanese risotto. The highlight of their trip was a heartwarming Valentine's Day surprise orchestrated by Owens with the Mandarin Oriental staff. Initially believing they were returning to their room for warmer clothes, Biles was met with a room adorned with flowers, balloons, and a heart-shaped pizza, leaving her genuinely touched. Despite a minor incident where Owens' newly acquired Bottega Veneta bag was nearly snatched, Biles remained undeterred, continuing her exploration of Milan through another photoshoot and a vibrant dinner at La Bullona. Her Italian journey, filled with personal touches and romantic surprises, concluded with the anticipation of a spa treatment named after her iconic routine, symbolizing a well-deserved moment of relaxation and a potential hint at future Olympic aspirations in LA 2028.

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