“Would love to see a post on what you wear and carry with you when you travel and what you pack for your stay/how you organize things,” writes a reader named MP. So let’s start with the one item that always goes in my carry-on no matter where I’m traveling: a silk-and-cashmere scarf from Chan Luu, because—and we can all say this together because I’ve said it so many times—it’s the perfect weight (nicely light), and airplanes can be temperature torture chambers and I chill easily.
I am committed being a carry-on person, even if I’m going to be away for a while, because it is my philosophy that we always wear the same few things on vacation, and it’s just a question of accurately predicting what those items are going to be. Right now I’m liking this suitcase from Away, which I got before my Miami trip over the winter. It’s relatively lightweight and you can cram an awful lot into it.
A brand-new acquisition:this tote from my pal Fabiana Trosman of Not Rational. I like how the camo print is nice and dark—it doesn’t clash if I’m wearing a print. And it was Fabiana’s idea to place a star next to my monogram, which I think it’s aces.
I can’t read anything too serious on vacation, and definitely not on the plane: Samantha Irby is stupidly hilarious, a little dark, and very smart. And her essays go down easy.
If the weather is warm where I’m headed, I always take along at least one of my Maria Cornejo silk jersey dresses. They are eminently cool and flattering and just so easy. Here’s my most recent acquisition.
If I’m going to be somebody’s houseguest or, will be seeing people first thing in the morning before coffee (as was the case in Italy), I bring my Emerson Fry caftan, because it’s super-comfortable for sleeping and suitably modest.
As far as what I wear on the plane goes, I play it simple: for the trip to Italy I wore these Nili Lotan trousers.
And a sized-up striped button-down.
And clogs, because they’re so easy on, easy off at security (you do have to walk barefoot for a few feet, which is a little unsanitary-seeming, but I’ve gotten used to it).