Luxury Holiday: Where the Wealthy Travel and How to Get That Experience

When people talk about a luxury holiday, a travel experience focused on exclusivity, personalized service, and high-end amenities rather than just cost. Also known as high-end vacation, it’s not about five-star hotels or private jets—it’s about having space, time, and control over every detail. Most travel sites sell you the idea of luxury as expensive rooms and champagne breakfasts. But the real thing? It’s quieter than that.

People with real money don’t flock to crowded resorts in Bali or Cancún. They go to places where they can disappear—like the Faroe Islands, the Azores, or private islands in the Seychelles. They choose destinations that offer exclusive travel spots, remote, low-traffic locations with high privacy and tailored services. Also known as private retreats, these spots often don’t even have public websites. Why? Because crowds ruin the experience. They avoid peak season. They book through personal concierges, not Booking.com. They care more about who’s running the property than how many pools it has.

And here’s the thing: you don’t need a million dollars to steal some of their habits. The real luxury isn’t the price tag—it’s the freedom. The freedom to wake up without alarms, to eat where locals eat without being stared at, to have a guide who knows the hidden cove because they grew up there. That’s what the posts below cover: how the wealthy think about travel, where they actually go, and how you can borrow their mindset—even if you’re flying economy and staying in a B&B.

You’ll find real stories here: why someone chose a remote cabin in Maine over a Dubai penthouse, how a couple saved $12,000 by skipping the all-inclusive resort and hiring a local chef instead, and why the best beach in the Caribbean isn’t on any tourist map. These aren’t fantasy trips. These are practical choices made by people who’ve learned that true luxury isn’t bought—it’s designed.

What follows isn’t a list of the most expensive places on Earth. It’s a collection of insights from people who’ve figured out how to make every trip feel like a luxury holiday—even when they’re not spending a fortune. Whether you’re planning your next getaway or just curious how the other half travels, you’ll find something here that changes how you think about vacationing.