Celebrities define what it means to travel in style. Their influence extends well beyond red carpets and glossy magazine covers, turning once-hidden gems into must-visit destinations for lovers of luxury travelers. Places like St. Barthélemy and Lake Como have become synonymous with celebrity glamour, due in part to their effortless mix of privacy, luxury, and jaw-dropping beauty.
From sun-soaked beaches to timeless European escapes, we’ll uncover the hottest (and most extravagant) vacation getaways, complete with must-see spots and activities to the wardrobe essentials that complement any trip. Whether you’re dreaming of island bliss, lakeside elegance, or Riviera chic, these destinations offer a true taste of star-studded sophistication.
St. Barthélemy
Where to Stay:
Without a doubt, St. Barth has some of the most luxurious hotels in the Caribbean—and arguably, the world. For the ultimate indulgence, Le Barthélemy Hotel & Spa has got it all, with beautiful accommodations, the incredible La Mer spa, an infinity pool, and gourmet dining. Eden Rock St Barths, one of the island’s most iconic properties, has a vibrant yet elegant atmosphere with incredible service, perfect for those who want to see and be seen. Pro tip: The island becomes a glamorous hot spot over New Year’s Eve, with A-list stars and high-profile figures taking over the luxury resorts, private villas, and yachts.
What to Do:
Spend your days relaxing on the island’s stunning beaches (we love Gouverneur and Anse de Colombier), known for their warm, crystal-clear waters. For an extra touch of luxury, consider chartering a yacht to really live like the rich and famous.
What to Wear:
Three words: Dress to impress. During the day, pair chic swimsuits with cool cover-ups, and as the sun sets, elevate your style with elegant resort wear.
Lake Como, Italy
Where to Stay:
Lake Como has some of Italy’s most luxurious accommodations. Villa d’Este is both historic and opulent, while Grand Hotel Tremezzo is one of the most coveted hotels in the area. Don’t be surprised if you catch George and Amal Clooney, Taylor Swift and Travis Kelce, or Jennifer Lopez and Ben Affleck enjoying the views here.
What to Do:
Lake Como is the epitome of romantic Italian charm. Take a boat tour to explore the villages like the beloved Bellagio and Varenna. Don’t miss Villa del Balbianello, where scenes of Star Wars: Episode II Attack of the Clones and Casino Royale were filmed.
What to Wear:
Lake Como has a relaxed yet sophisticated vibe. By day, go for casual chic: think light linen and stylish shoes. In the evening, dress it up with long dresses for women and tailored suits or lightweight blazers for men.
Monaco
Where to Stay:
Monaco is home to some of the most exclusive hotels in the world. Hotel de Paris Monte-Carlo is a symbol of sophistication, while the Maybourne Riviera is a bit more laidback. However, both offer chic accommodations with breathtaking views and Michelin-starred dining. If you prefer absolute privacy and exclusivity, Villa La Vigie, a private villa once owned by Karl Lagerfeld, is the way to go.
What to Do:
A visit to the legendary Casino de Monte-Carlo is a must. For something more peaceful, wander through the Princess Grace Rose Garden. To rub shoulders with the elite, don’t miss the Monaco Grand Prix, one of the most prestigious Formula 1 races.
What to Wear:
Monaco is the epitome of high-end fashion. Be sure to pack sleek attire, emphasizing silk, linen, and leather. At night, Monaco turns into a playground for the rich and famous, so it’s time to dress up. Glamorous evening gowns, sleek cocktail dresses, and fancy suits are always welcome.
Aspen, Colorado
Where to Stay:
The Little Nell is an iconic, ski-in, ski-out hotel offering unparalleled luxury with its chic, modern accommodations, renowned dining options, and direct access to Aspen Mountain. For a more secluded, rustic feel with a touch of luxury, Hotel Jerome is the place to be.
What to Do:
In winter, the Aspen Snowmass ski resort cannot be missed, with slopes catering to all levels of skiers and snowboarders. When the snow melts, explore Maroon Bells, a beautiful hiking destination famous for its wildflowers. Plus, foodies should hit the famous Matsuhisa Aspen and Casa Tua.
What to Wear:
Aspen’s style is a mix of mountain chic and high-end fashion. During the day, think of stylish ski jackets, cashmere sweaters, and sleek ski pants. After a day on the slopes, switch to something more sophisticated for après-ski—elegant yet cozy sweaters, fur-trimmed coats, and designer accessories are the way to go. In the evening, Aspen calls for more polished attire—dress in upscale winter wear.
St. Moritz, Switzerland
Where to Stay:
St. Moritz is a haven for luxury travelers. Badrutt’s Palace Hotel is one of the most renowned hotels in the world, thanks to its breathtaking views of Lake St. Moritz and the Alps. For a more intimate, yet equally opulent experience, Kulm Hotel St. Moritz is as dreamy as can be.
What to Do:
During the winter months, it’s a skier’s paradise with access to some of the best slopes in the world at Corviglia Ski Resort. In the summer, St. Moritz turns into a stunning location for hiking, mountain biking, and sailing on Lake St. Moritz.
What to Wear:
St. Moritz oozes luxury, and its dress code reflects the elegance of the Swiss Alps. During the day, ski wear should be as stylish as it is functional—think fitted ski jackets, nice pants, and trendy boots. Don’t forget to layer up with cashmere sweaters, scarves, and gloves, as the temperatures can dip low even during the day. In the evenings, St. Moritz calls for formal attire—gowns and suits are essential.
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