$74 by TOMS
As the warmer days of summer's sockless season approach, one thing is abundantly clear. While you can obviously sport your leather lace-ups sans socks, canvas—in all its breezy, casual comfort—is your best bet. And TOMS, the philanthropic shoemaker that's built a business out of canvas slip-ons, is now offering a new hybrid model, ideal for today's guy. Dubbed the Sabados, the simple canvas kicks have the easygoing comfort of a low-top sneaker, the high vamp and style of a loafer and are finished with the traditional rope sidewall of an espadrille. They're practically guaranteed to incorporate an effortless cool into whatever you wear with them. The canvas, along with some perforated suede side panels, make for shoes that are incredibly lightweight, while a rubber sole ensures a steady but soft step on almost any terrain, be it a beach-side boardwalk, pool deck or city sidewalk.
Pairs of shoes TOMS has given to children in need in more than 60 countries around the world since their launch in 2007.