What do you get when you combine the urban styling of the chukka with the rugged, lugged outsole of a Sperry Boatyard? Well, the Sperry Boatyard Chukka [$140] of course. We really dig this new offering from Sperry. I mean, just look at it. It has all the quality and style you have come to expect from Sperry. Adaptive Wave-Siping in the outsole disperses water for stable footing on decks, docks or rocky coastlines or where else you feet take you. The waterproof leather and mesh on the uppers keeps your feet dry and comfy. And speaking of comfort, it features a removable compression molded EVA foot bed. That stuff is amazing and I’m convinced it’s alien technology. So tailgating, hiking, or general butt-kicking, these bad-boys have what it takes to get the job done and make you look good doing it.

Buy: Sperry