Small-town charm and high-end luxury? It might sound like an odd combo, but some of the most luxurious experiences can be found in the most unexpected places. Think cobblestone streets and boutique hotels hidden away in quaint towns where world-class spas and gourmet dining await. Here are 15 towns to visit if you want a taste of an elite vacation experience.
The Hamptons, USA
Long Island’s playground for the rich and famous, the Hamptons, blends coastal vibes with high-end indulgence. Pristine beaches and teeming vineyards set the scene for superstar spotting at chic clubs and shops. High-profile art exhibits and charity galas abound over the warmer months. Don’t pass up the opportunity to browse at East Hampton’s designer outlets!
Aspen, USA
This Rocky Mountain gem has acclaimed skiing and ultra-luxe amenities. Come summer, Aspen’s hills turn into hiking and biking paradises. Its downtown also has premium stores and gourmet eateries. Catch a glimpse of Hollywood A-listers during the annual Aspen Food & Wine Classic or the celebrity-filled Aspen Film Festival.
Marbella, Spain
Marbella’s sun-soaked beaches and glitzy marina attract jet-setters year-round. The Golden Mile has posh resorts and Michelin-starred restaurants, while Puerto Banús marina showcases luxury yachts and designer shops. Spring’s Marbella Luxury Weekend celebrates the finer things in life, from supercars to haute couture.
Cannes, France
Home to the world-famous film festival, Cannes is synonymous with Riviera charisma. La Croisette promenade dazzles with luxury hotels, couture shops, and celeb-favorite beach clubs. Beyond the glitz, discover the charming old town of Le Suquet or take a boat to the tranquil Lérins Islands.
Zermatt, Switzerland
Zermatt provides a luxurious, car-free Alpine sanctuary at the base of the prominent Matterhorn. In winter, top-rated skiing and heli-skiing adventures beckon, while hiking tours and high-altitude golf are available in summer. The Zermatt Unplugged music festival in April attracts both celebrities and music lovers.
Cortina d’Ampezzo, Italy
Sometimes referred to as the “Queen of the Dolomites,” this town combines Italian style with rugged Alpine charm. Olympic-grade ski runs and designer boutiques line the town’s elegant Corso Italia. Summer offers world-class hiking and rock climbing. In December, the Cortina Fashion Weekend starts the winter season with style.
Nantucket, USA
The picturesque New England island has gorgeous beaches, storybook cottages, and discreet affluence. Cobblestone streets lead to pricey boutiques and farm-to-table grills. Celebrities flock here for the annual Nantucket Film Festival in June. Indulge in ritzy yacht charters or unwind at the lavish White Elephant resort overlooking the harbor.
Lenzerheide, Switzerland
This lesser-known Swiss gem brags understated grandeur amid breathtaking mountain scenery. Prime ski slopes change into green hiking trails in summertime, and the town’s wellness resorts, like the lush Waldhotel, provide year-round pampering. Don’t miss the January International Polo Tournament, which draws top players and fans.
Vail, Colorado, USA
Vail’s vast ski terrain and Swiss-inspired village appeal lure snow enthusiasts and luxury seekers alike. The pedestrian-friendly town features heated cobblestone roads with sophisticated shops and fancy food establishments. You get to attend the Vail Dance Festival and access upscale golf courses.
Courchevel, France
Part of the world’s largest ski area, Courchevel 1850 is a winter recreation place for the ultra-wealthy. Expect Michelin-starred mountain diners, designer boutiques, and palatial ski-in/ski-out chalets. This resort’s airport welcomes private jets, where helicopter transfers are the norm. Notably, the International Fireworks Festival in February has spectacular displays.
St. Moritz, Switzerland
Twice an Olympic host, St. Moritz pioneered winter tourism and remained a beacon of Alpine splendor. Beyond its legendary ski slopes, the town offers polo on frozen lakes, gourmet festivals, and the thrilling Cresta Run toboggan course. Every February, worldwide high society and thrill-seekers converge on the frozen lake for the White Turf horse races.
Capri, Italy
Capri is a sun-drenched island in the Bay of Naples that has long been a retreat for the upper class. Large yachts dot the Marina Grande, and you can take a private boat tour of the mesmerizing Blue Grotto. The Capri Hollywood International Film Festival in December draws A-list celebrities.
Portofino, Italy
This pocket-sized fishing village turned opulent haven captivates with its pastel-hued homes and a yacht-filled harbor. Top-notch retail and trattorias cluster around the Piazzetta, with surrounding hilltop castles offering stunning views. One of the festivals that features is the Portofino International Film Festival in April, which attracts cinema fans and stars.
Monaco
As the world’s second-smallest country, it packs unparalleled glamour into its 2 square kilometers. The Monte Carlo Casino and deluxe Hôtel de Paris set the tone for luxury. Meanwhile, the harbor teems with superyachts. Catch the action-packed Monaco Grand Prix in May or the star-studded Monaco Yacht Show in September.
Mykonos, Greece
Windmill-dotted hills give way to crystal-clear beaches lined with exclusive beach clubs. Its maze-like streets have designer houses and celebrated restaurants. During the summer peak, big-name DJs spin at esteemed nightclubs. For a cultural fix, visit the nearby UNESCO-listed island of Delos, the mythical birthplace of Apollo.
