Where America’s Elite Vacation — and How You Can Experience the Luxe Life Too

This is where wealthy Americans vacation in the United States

When it comes to vacations, the ultra-wealthy in the U.S. don’t just take trips—they craft exclusive, indulgent escapes. From Aspen’s snow-draped slopes to the Hamptons’ oceanside opulence, these destinations offer a glimpse into the lifestyles of the rich and famous. But here’s the good news: you don’t need millions to get a taste of these luxe getaways.

Where Rich Americans Vacation

Where America’s Elite Vacation — and How You Can Experience the Luxe Life Too

By timing your visits, exploring alternative accommodations, and planning wisely, you can enjoy a slice of these elite vacation spots without breaking the bank. Start planning your luxe-inspired getaway today.

1. Palm Beach, Florida: Gilded Glamour

With its historic estates, luxury boutiques, and exclusive clubs, Palm Beach embodies American high society.

How to join in: Stay at more affordable boutique hotels or Airbnbs in West Palm Beach. Enjoy free activities like walking Worth Avenue or exploring the Flagler Museum for a taste of the area’s history, filming locations, and of course, elegance.

Where Rich Americans Vacation

Image: Palm Beach, Florida

2. Jackson Hole, Wyoming: Rustic Luxury

For wealthy travelers craving nature, Jackson Hole offers high-end ranches and world-class skiing. Resorts like Amangani feature private lodges and wellness retreats.

How to join in: Book budget-friendly lodges in nearby Teton Village and take advantage of the area’s abundant free activities, like hiking and wildlife spotting in Grand Teton National Park.

Where Rich Americans Vacation

Image: Jackson Hole, Wyoming

3. The Hamptons, New York: Coastal Elegance

Long the summer retreat for Wall Street moguls and Hollywood stars, the Hamptons are famed for their white-sand beaches, private mansions, and chic restaurants.

How to join in: Instead of a pricey rental, stay in nearby Montauk or Riverhead, and visit public beaches like Coopers Beach. Plan a day trip to explore the area’s wineries or art galleries.

Where Rich Americans Vacation

Image: The Hamptons, New York

 

4. Napa Valley, California: A Wine Lover’s Paradise

Napa Valley’s rolling vineyards and Michelin-starred restaurants attract some of the country’s wealthiest wine aficionados. Resorts like Four Seasons Napa Valley boast private villas and personal wine tastings.

How to join in: Visit during the winter “Cabernet Season,” when crowds thin, and deals on tastings and luxurious Napa accommodations become more plentiful. Smaller, family-run wineries offer intimate experiences at a fraction of the cost.

Where Rich Americans Vacation

Image: Napa Valley, California

5. Aspen, Colorado: Skiing Meets Sophistication

Aspen is synonymous with luxury skiing, attracting A-listers and billionaires to its pristine runs and high-end après-ski spots. Resorts like The Little Nell offer ski-in, ski-out access, fine dining, and five-star service.

How to join in: Book during off-peak months like early December or April, when deals on lodging and lift tickets are more accessible. For budget-conscious travelers, opt for nearby Snowmass, which shares Aspen’s stunning scenery without the hefty price tag.

Where Rich Americans Vacation

Image: Aspen, Colorado

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