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This summer, writer and globetrotter Natasha Nyanin packed for an 8-week trip with nearly a dozen stops. Her approach is equally whimsical and practical (albeit maximalist), and she has us seriously considering traveling with stationery and a wax seal.

It seems like Lauren Ho, the travel director of Wallpaper*, practically lives on the road, bouncing from one far-flung corner of the globe to another. But she does, in fact, have an address in London, where she spends just enough time to swap out the contents of her suitcase between trips to Greenland or Uzbekistan.

Nobody moves through the world quite like international man of mystery Zach Weiss, luckily, we caught him in one place long enough to share his hacks for shipping things ahead, and avoiding cowboy faux pas at the airport.

Greek-born, London-based Maria Lemos is always on the move—she shares her approach to packing, the staples that bring Greece with her wherever she goes, and her travel-by-boat uniform

Mélanie Masarin’s childhood summers in the South of France—where apéro hour is basically built into the circadian rhythm—inspired her spirited personal style (and spirit-free brand, Ghia).

The founder of Sentier Italia spends time on Pantelleria each July, and her carefree-yet-considered packing ethos is exactly the energy we’re striving for this summer.

On the road for half the year, Pippa Small has her routine down pat—even if she’s still a self-proclaimed over-packer.

Co-founder of The Perfect, Alexa Brazilian nails the laid-back preppy-cool look inspired by her childhood on Nantucket and honed over years as a fashion editor in New York and London.

The brand director of Scottish label Kestin has packing for Paris Fashion Week down to a science—and shares the pieces that work double duty, her favorite packing cubes, and the shoes that get her through the week.