(1) Overcoat
No man likes stuffing his coat into an overhead compartment. So travel with nylon outerwear that fits into small spaces, like this tailored trench, which folds into a pouch (pictured above).
Jacket ($2,599) by Louis Vuitton.

(2) Light Button-Down
A cotton shirt is comfy and airy but still business-appropriate—and even better when it comes lined in cushy cotton jersey.
Shirt ($225) by Steven Alan.

(3) Unstructured Blazer
You should always carry a blazer, but bring an unconstructed one that doesn't wrinkle when you travel. It's a less restrictive, more versatile alternative to a traditional two-button.
Blazer ($1,690) by Adam Kimmel.

(4) Softer Jeans
Cashmere jeans, which have a little wool woven in with the cotton, are more forgiving than regular denim when you have to sit for hours. Plus, they're way classier than sweats.
Jeans ($260) by Naked & Famous.

(5) All-Purpose Sneakers
Wear all-purpose footwear, like these lightweight, unadorned black shoes. They'll anchor a professional outfit, and you can work out in them later.
Sneakers ($240) by Y-3.

(6) Technical Socks
If you like to shuck off your shoes while traveling, make sure you wear breathable socks in a pattern that still looks fashionable.
Socks ($16) by SmartWool.

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