Notable Regulars: Red Bull co-owner Chalerm Yoovidhya, miscellaneous Singaporean billionaires

Après-Ski Hot Spot: Bar Gyu+

Sceney Hotel: Ritz Carlton Reserve and reportedly, come 2027, both an Aman and Six Senses

Adrenaline-Rush Activity: The elusive North Face of Hanazono

$3,000 Sweater of Choice: Chanel, purchased at Isetan Shinjuku in Tokyo

In-Demand Reservation: The three-Michelin-starred Sushi Shin by Miyakawa

Your Money Came From… The Nikkei 225

Beloved Old-School Haunt: Ebisutei for oden

Status Ski Jacket: Moncler Grenoble, bought just last week

Can You Actually Ski? Yes

Ski Portillo

Notable Regulars: The Purcell family, who have owned and operated the ski area since 1961

Après-Ski Hot Spot: Tío Bob’s, where you can drink a pisco sour overlooking the Andes

Sceney Hotel: The canary yellow Hotel Portillo, which looks like a Wes Anderson movie set come to life

Adrenaline-Rush Activity: Roca Jack, only accessible by a va-et-vient lift

$3,000 Sweater of Choice: Vicuña over cashmere any day

In-Demand Reservation: No Bagatelle here: Portillo is an all-inclusive resort where you’ll have breakfast, lunch, and dinner all on the mountain.

Your Money Came From… Forestry and mining

Beloved Old-School Haunt: The stone and leather room of Portillo Bar

Status Ski Jacket: Patagonia

Can You Actually Ski? Yes

Jenner: Backgrid. Gordon Gekko: Everett Collection. Million Dollar Cowboy Bar, Painting, Apple logo: Alamy. All others: Getty Images. Ski Portillo, Gstaad, Gstaad and Aspen posters: Alamy. The Alpina, Paradiso, The Dracula Club, Bar Gyu+: Courtesy of the venues. Brunello Cucinelli, Bogner, Moncler Grenoble: Courtesy of the brands. All others: Getty Images. For details go to VF.com/credits.