There's a reason chinos can be found on everyone from high schoolers to golfers, dot-comers to dads. The cotton trouser offers a light and comfortable alternative to jeans, providing a slight, slouchy look of ease. But fit is key. Relaxed doesn't mean baggy. For summer, grab a pair in a light gray for a versatile, urbane look paired with a trim polo and a washed blazer or your best shirt and tie. Meaning they look as cool at cocktails as they do on the course.
$149 at ClubMonaco stores.

Brown wing-tips.
Bel Air oxford, $350 at Allen Edmonds.

Black loafers.
Calvin Klein "Neil" loafer, $120 at Macy's.

Simple
white kicks.
Jack Purcell CP, $50 at Converse.