Eugene Tong / Style Director / Destination: San Francisco
Go-To Bag: "A Rimowa roller. With a hard top, I know my things are safe, and when you move around the airports during the holidays, it's nice to have wheels."
Take What You Know: "I always bring my favorite basics—Common Projects sneakers, Dior Homme jeans, and Bread & Boxers tees—because I know I'll be comfortable. And sticking to a color palette of navy, white, gray, and black makes getting dressed pretty easy."
Travel Like There's No Tomorrow: "I kind of pack as if I'm running away—I start the night before I leave, and I never close my case until right before I have to go. I look at it as a Tetris puzzle—I fold everything into squares or rectangles and just start building layers. My goal is always to be able to close my suitcase and, whenever I get to my destination, open it up and everything is in the same place."
Keep It Clean: "I hate having dirty clothes touch clean ones, so I bring a nice laundry bag—I swiped mine from a hotel in Japan years ago. And I slip a Bounce sheet into my Rimowa—it's nice to open my suitcase and have a fresh-laundry smell."
Matthew Marden / Fashion Director / Destination: The Bahamas
Get On Board With A Suit: "When I was little, my father always had me wear a jacket and tie on the plane. It just stuck with me, and now I fly in my navy two-button single-breasted Calvin Klein suit. It's made with a three-season wool, meaning it's not too heavy or too light. Plus, I save room not packing it, and then I have a navy jacket and navy pants to break up and wear with T-shirts and button-downs from J. Crew."
Forget The Dopp Kit: "I have a neon-orange neoprene bag by Coach that pulls double duty—it has an outside pocket where I always keep my camera and charger, and then I throw my toiletries inside because it's lined with nylon, so if anything spills, you can just wipe it out. It comes with me to the beach, too, so I have something to protect my phone from the water and sand."
Just Add Ocean: "I don't shampoo on a short vacation, but I do use Bumble and bumble Sumowax. I put a lot in my hair before I leave—it combines with the salt water from swimming, and I don't need anything else."
Justin Berkowitz / Market Editor / Destination: Marfa, Texas
Less Is More: "I feel like people tend to overpack. You don't need to bring a perfect shirt for every occasion. I'm all about having a few simple good things—like in life. I always take an unstructured blazer in a lightweight wool to wear with a navy Alexander Wang T-shirt, and it's a uniform that gets me through most situations."
Flat Pack: "Uniqlo's Heattech line is great for traveling if you're going to be outdoors. I love the running tights and long-sleeve pullovers—they pack down to almost nothing. I also always bring my Nike Free running shoes, which are thin and durable enough that I can stuff them in my luggage, but I often just tie them on the outside of my Want Les Essentiels de la Vie backpack."
Take What You Know: "As a general rule, I don't shop for new clothes before a trip. I'm more comfortable in a few of my favorite things, like a Lanvin sweater and Simon Miller jeans, and I already know how they look, which alleviates trying on a thousand things every morning."