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.

The best time to visit the Hamptons is during the fall. Known for its pristine beaches, sprawling oceanfront estates, and bustling celebrity-studded summer scene, the Hamptons offer an even more and compelling charm during the fall season. As the summer crowds dissipate and the landscape transforms with colorful autumn hues, the Hamptons become a serene and picturesque retreat.