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For WM Brown founder Matt Hranek, looking pulled together at 35,000 feet shouldn’t mean dressing like you’re headed to the gym. The perfect travel pant should survive a long-haul flight in comfort and still look respectable upon arrival.

Whether you’re in the Côte d’Azur, Mexico, or Brooklyn (all similar climates at this point!), we found a hat for every setting. From straw to canvas or cotton, they’re floppy and pack flat so you don’t need to be fussy with their shape when you’re on the move.

Versatile, chic and indispensable, the humble T-shirt may be the hardest-working item in any wardrobe—and the most elusive to get right.

There’s something about everything matching that looks super intentional and pulled together, and in summer—when lunches can be as much of an affair as dinner—coordinated shirt-and-short combos are a chic and practical solution.

We share 10 of our favorite double-duty travel organizers, with utilitarian features ideal for schlepping diapers, toiletries, wipes and other essentials in-transit, and elegant exteriors perfect for wearing as a clutch to dinner once you’ve arrived.

A key element of the preppy uniform that can be be smushed into a carry on (or your beloved Boat & Tote) without a care, and still shape up for a dockside cocktail party, acting as the ideal, versatile shoe for summer travel, and weekend jaunts from city to beach.

You’ll never catch us in leggings or a sweatsuit on a plane, but we still want comfort and the right airplane pant hits the sweet spot of ease and polish. We swear by kick flares as the best pants to wear in transit.

Leave the heels at home and pack something effortless: a pair of sandals that are easy to slip on with sandy feet and a wet swimsuit, but still feel polished enough to go with your chicest caftan.