Chelsea Rainwalker Boot

The high-end rainwear makers at Stutterheim present a completely waterproof pair of Chelsea boots that're equal parts high-style and rugged practicality. They're completely handmade from natural rubber, meaning they're soft, flexible, and will mold to your feet over time. Whether you're trudging through the most fashion-forward part of town or braving a full-on backwoods downpour, these'll keep your socks dry — and you looking good.

Not long ago, Alexander Stutterheim found his grandfather's old fisherman's raincoat in a family barn on the Swedish island of Arholma. He recreated the timeless piece using high-quality rubberized cotton, and began selling them in high-end shops like Barney's only a year later. The rest, as they say, is history — and now we've got our hands on some of the best rainwear money can buy.