It’s peak travel season, which means frozen margaritas, overcrowded flights, and of course, the tedious but mandatory task of packing. No matter how seasoned a flyer you are or how chic your airport look, we all eventually have to answer the same pressing question: What do I really need in my carry-on?
To find out, we asked four stylish frequent flyers—a meticulous stylist who packs a suitcase like he’s playing Tetris, a brand creative director who treats the plane ride as a personal reset pod, a musician with crime shows queued up, and an actor and podcast host who swears by Sudoku and theplas—to unpack their in-transit habits.
From the practical (portable skincare kits, AirTags, lint rollers) to the deeply personal (Vicks VapoRub, signature luggage ties, and trauma from rawdogging a flight), their answers are equal parts entertaining and enlightening. Below, a voyeuristic guide to how fashionable flyers really pack—and the surprisingly human habits they carry with them at 30,000 feet.