We're all for classic canvas kicks, especially this time of year. And Superga, an Italian company established in 1911, has been making what we consider to be a perfect pair of plimsolls for decades. Starting with a sturdy canvas upper, what sets these apart are the crepe soles at the bottom, perfect for a variety of summertime terrain. For maximum street cred, get a fresh pair of the 2750 Classics in white or navy and let your vacation days and off-duty adventures take their toll.
$65, at Zappos