Buy It Now at End Clothing, $2,129

Why it's expensive: It's been to the top of Mt. Everest, twice.

Designer Nigel Cabourn is a stickler to details. Everything must be perfect, built to last, and sturdy as hell. His collaboration with Eddie Bauer takes the outfitters' classic gear and turns it up to 300, utilizing heavy waxed cotton, hand-filled goose down padding, and high-end zippers.