The Italian brand Isaia was brought into the limelight by plenty of in-the-know gents from the #menswear scene who swore by the brand's meticulous tailoring and a knack for melding Italian tradition with a forward-looking, global perspective. Unfortunately, that quality and attention to detail means many of their suits and sport coats—with that trademark red coral lapel pin—get automatically shelved into our "aspirational buying" category. These lightweight suede chukkas however, definitely made a few shoppers here take pause. A refined take on the classic desert boot, Isaia's version is handmade in a versatile yet uncommon navy blue with leather lining and a cushioned insole. At full price, they'd be a worthy investment piece—but at half-off, they're an absolute steal.
$625 / $313, at Park & Bond