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From sun-kissed Caribbean beaches to snow-laden alpine slopes, discover where billionaires and celebrities spend their holidays in unparalleled luxury. As the festive
From sun-kissed Caribbean beaches to snow-laden alpine slopes, discover where billionaires and celebrities spend their holidays in unparalleled luxury.
As the festive season unfolds, the world’s elite retreat to exclusive destinations, trading the everyday hustle for bespoke escapes. This year, billionaires and celebrities alike continue to embrace opulence, from tropical getaways aboard superyachts to snowy alpine sanctuaries.
Sailing the Caribbean Seas: Yachts and Paradise
The Caribbean remains a quintessential destination for the ultra-wealthy during the holidays. Superyachts like Jeff Bezos’ Koru, Barry Diller’s Eos, Eric Schmidt’s Whisper, and Len Blavatnik’s Odessa II grace its turquoise waters. St. Barts, with its Parisian charm and pristine beaches, stands out as the epicenter of luxury.
“Elisabeth Brown from Knightsbridge Circle describes St. Barts as a perfect fusion of high-end living and laid-back beach vibes, where Michelin-starred cuisine meets sandy toes.”
A magnet for affluent families for decades, St. Barts continues to attract the likes of Jeff Bezos, Lauren Sánchez, Michael Jordan, and David Geffen. Luxury accommodations such as Eden Rock and Cheval Blanc cater to discerning guests, with nightly rates soaring past $5,000 during peak season. Even modest stays rarely dip below $3,000, preserving the island’s exclusivity.
Alpine Elegance: The Allure of Snow-Capped Retreats
For those who prefer a frosty holiday, the snow-covered mountains of Europe offer unrivaled allure. Iconic destinations like Gstaad, St. Moritz, Courchevel, and Val-d’Isère remain favorites. Yet, quieter towns such as Crans-Montana and Kitzbühel are emerging as havens for privacy-seeking elites.
“With luxury chalets in Gstaad fetching over $43,000 per square meter, these alpine homes symbolize exclusivity. Modern resort condos, like those at Courchevel’s Six Senses, enhance the experience with private spas, ski valets, and tailored concierge services.”
Across the Atlantic, Aspen reigns supreme for America’s wealthy skiers. Attracting moguls like Steve Wynn and Terry Taylor, along with celebrities such as Rihanna and Kylie Jenner, the town is known for its upscale après-ski culture. Lavish stays at properties like the St. Regis and Little Nell add to Aspen’s grandeur, while exclusive dining and private clubs complete the experience.
Luxury with a Twist: Unconventional Escapades
While most gravitate toward typical luxury escapes, some billionaires opt for unique adventures. One affluent family reportedly spent the holidays at Disney World, yet their version—a $75,000 experience for eight—was far from ordinary.
From warm Caribbean breezes to the crisp alpine air, the ultra-wealthy redefine holidaying with unmatched exclusivity. Whether aboard a superyacht or nestled in a mountaintop chalet, these retreats embody a level of luxury reserved for the world’s elite.
As Winston Chesterfield aptly notes, “For the wealthy, the holidays are not just about relaxation—they’re about preserving exclusivity, creating unforgettable experiences, and staying far removed from the crowds.”
