Michael Kors’s Winter Travel Diary

I love hotels that have a rich mix of glamorous history and modern luxury service—Hotel Jerome fits the bill. It’s classic Aspen at its finest.

I may not be one of the people who ski right in, but I love après-ski at Ajax, located at the base of the mountain. The views are incredible—as is the crowd.

Not only are Remède’s treatments great, but the lounge and Jacuzzi are divine on a cold day.

I love shops like Amen Wardy, where suddenly you need all these things you’ve never thought about before—Hermès china, distinctive napkin rings, they’ve got it all.

I like to find a good burger everywhere I go. The one at Brexi, with a side of Parmesan frites, is my favorite in Aspen.

Just like its Miami sister, Casa Tua delivers on first-class service and great Italian food. And it’s right in the middle of downtown, so you can walk over from Ajax.

A tech-cessory for the ultimate jet-setter. These help your iPhone stay plugged in, even when you’re off the grid.

Total relaxation. That’s what you feel when you step into The Breakers. Time and time again, this place lives up to expectations. It’s classic Palm Beach—elegant, laid-back, and luxe.

After a stroll on Worth Avenue, Renato’s is the ultimate place for a romantic dinner. Make sure you request a table in the courtyard.

The French onion soup, the Dover sole, the steak frites—this bistro is where you go when you want to indulge.

Give yourself enough time to browse all the jewelry (the vintage costume, the new stuff) at House of Lavande. It’s the most indulgent way to spend an afternoon.

I think Palm Beach is the only place in the world where a bathing suit and jewels is considered an everyday look. If you want a piece of fine jewelry, this is the place to go.

I like pieces that combine practicality, glamour, fashion, and versatility. In many ways, a crossbody is the perfect on-the-go piece. It does all of the above, keeps your hands free, and looks great doing it. Our Greenwich bag has a removable crossbody strap, chic top handles, and a chic contrast interior, making it the ultimate two-in-one travel bag.