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The CEO of British fashion and homewares brand Toast has a travel routine as thoughtfully down to earth as the company’s signature soulful style: rustic-meets-refined boutique hotels, wool socks on the plane, and always a Smythson notebook in hand.

If you’ve ever wanted an immersive, insider experience far from the crowds in and around the U.S. National Parks, Kevin Jackson of EXP Journeys is the fixer to hit up.

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.

Sarah Harrelson, the founder of CULTURED, is constantly traveling for art fairs, award shows, basically all the key cultural moments—somehow always with just a carry-on in tow.

Torunn Tronsvang, the founder of Up Norway, designs journeys that go far beyond the Northern Lights and fjords (though you can ofc see those, too).

The style director of Konfekt likes to think of travel as a “cultivated act”—i.e., no sweatpants—and shares her genius hack for making sure she wears everything that makes it into her suitcase.

After a month-long working holiday in Lisbon, Second Home CEO Jamie Apostolou and his young family knew they wanted to leave L.A.for Portugal. Three years of meticulous research and visa applications later, they packed up their life into a shipping container. Now, he’s sharing all he learned for anyone considering testing the waters in Lisbon.

Known for her relaxed California minimalism—the LA-based founder recently put down roots in New York’s Hudson Valley. Now that she’s lapping those 3,000 miles more frequently, her travel-wellness routine channels that same alchemy of earth mother and effortless coastal cool.

Intrepid traveler Júlia Juste is the founder of OUTLIERS, an IYKYK curation of the most singular guesthouses and hotels across the globe.