Shown: Barbour Sylkoil Bedale Jacket
Buy It Now At J.Crew, $379

Waxed canvas jackets don't come cheap but they are well-made and functional. Barbour jackets, for instance, are designed to protect you from all elements and look better after several years of wear. And if you value function over a sick patina, rewaxing them is a breeze. There are also plenty of ways to customize popular waxed jackets—accessories like detachable hoods and quilted down layers that double as vests make this one of the most versatile pieces of outerwear.