Quite the founder of hipster cool, Band of Outsiders, had been working with heritage shoe company, Sperry Top-Sider, famed for its boat shoes, for a few seasons now. While the idea of boat shoes seems to be quite seasonally dependent, equating it to summer, lake houses and lounging on decks, Band of Outsiders has decided to challenge that concept and make it relevant even for the colder fall and winter months.

Is that even possible? If boat shoes have managed to leave boats and have enjoyed quite a prevalent presence in the city, there is no reason why they won’t work in the winter. The key is, using the right material, and Band of Outsiders nailed it with a puffer inspired nylon upper. This time around, the boat shoes are married with the Chukkah boot to give an warmer, enveloping presence. The shoes are covered in nylon, lined with warm oxford, and given the classic boat shoe leather laces to keep the Sperry Top-Sider shoes true to its roots. Oh, let’s not forget the patented Sperry deck soles.

Don’t want to give up boat shoes for winter? These are now available at the Tres Bien Shop.