Samsonite, best known for its sturdy rolling suitcases, isn’t a brand that makes trendy travelers dizzy with excitement. Until now. Neil Barrett, the former menswear director at Prada Sport, has designed the tired luggage manufacturer’s new high-tech clothing line, which looks more suited to Wallpaper* globe-trotters than to the blue-hair set usually spotted trundling their Samsonite carts around airport terminals. The Cordura jacket ($595) comes with an inflatable pillow in lieu of a hood for a quick snooze between flights. An alarm clock is sewn into the lining of the all-weather pea coat ($595) to ensure that jet-lagged journeymen will make their early-morning departures. And the rubber-soled shoes and waterproof wool sweaters are perfectly suited for jet-setting across various weather patterns: If it’s raining in Paris, you’ll be dry by the time you land in Milan.