Having worked in fashion for over 15 years, I have really been able to see the world — from the high level like Paris and Milan to the far-flung like Dongguan, China. There is something very inspirational to me about Denmark and Scandinavia in general. It feels so isolated and thoughtful. I also really enjoy Greece – there are such amazing things happening in Athens these days — art, music, etc — it’s always fantastic visiting Athens and experiencing the mix of the very ancient with the very aggressively modern. I usually spend a few days in Athens over the summer at the New Hotel, which draws a cool Greek crowd and is quite central.

My top three favorite hotels in the world, include:

Villa San Michele (Fiesole, Italy)
Via Doccia 4, 50014 Fiesole, Florence, Italy
+39 055 5678 200

A heavenly converted monastery in the hills above Florence that has some of the most dazzling views of sunsets over Florence below that I’ve seen in this lifetime. And tuxedoed poolside waitstaff to boot. I think this is where Liz Taylor and Richard Burton honeymooned, too.  It’s beyond.

Hotel Belvedere (Mykonos, Greece)
School of Fine Arts District, 84600, Mykonos
+30 2289 025122

I’ve been staying here for years – from when it first started as a sleepy village boutique hotel through to now where it’s an international destination.  Some of my best friends I’ve met over the years have been poolside here.

Shutters (Santa Monica, CA)
1 Pico Blvd, Santa Monica
+1 310 458 0030

Having grown up in Seattle, vacation to me meant California. Shutters embodies everything great and grand about beachside life and I have tremendous childhood memories from this hotel.

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When traveling I always have my iPad mini loaded up with about 5x as many shows and movies as I could watch just to be safe. I’ve figured out a system of carry-on that I’ve leveraged even for two-week trips to China. I have the Rimowa International Cabin Trolley (filled with stickers, of course), and the Monocle/Porter travel tote (many pockets and pouches to keep my Virgo organizational anxiety at bay); and I top off whatever I am wearing with a Patagonia down vest (iPhone right pocket, wallet left pocket, passport inside pocket). Wheels up.

I’ve tried all methods of packing – what works best for me is the roll-and-shove method.  Everything comes out wrinkled no matter how careful you are, so it’s usually just best to take the scorched earth approach of making it fit however you can. I would inevitably have much more on the returns from Tokyo than when I arrived, so often I’ll try to leave one side of the suitcase empty just for the opportunity.

When it comes to destinations on my bucket list, I’d love to see more of Southeast Asia (especially watching Below Deck: Tahiti every week these days!). Asia always seems to be the draw for me – I feel the most “away” when travelling in Asia which I love.