$259, by Swims
If you're looking for a stylish pair of shoes that can withstand wet conditions (but doesn't look like you're wearing rain boots), we've found 'em. Their made by Swims, a Norwegian company that first generated a splash with their rubber galoshes that easily slipped over leather-bottomed brogues. Now, they've entered the footwear game with weatherproof takes on classic silhouettes. The Helmut model takes a familiar desert boot and mixes it with pops of orange at the heel and eyelets, and a 3M Scotchgard nylon to provide maximum protection against the elements. A breathable upper ensures moisture will move away from the skin, while keeping your dogs bone dry from the weather and puddles. Add to that a sturdy, rugged sole, and you've got a hybrid that'll weather more than just a couple of storms—it'll also withstand a few seasons of trends, at least.