Sendero No Luck hat, $32/$16 at Huckberry

Club Unstructured Futura Wash cap, $26/$16.97 at Nike

Burgundy 'D Duck' cotton twill Baseball cap, $115 at Drake's

Embroidered Guinness Peak cap, $72 at Percival Menswear

Prince Street cap, $70 at The Stoop Club

Los Rios Corduroy Hat, $38/$19 at Huckberry

Saint George corduroy hat, $90 at Aimé Leon Dore

Washed logo cap, $29.95/$17 at Gap

Polo Ralph Lauren The Iconic Cotton Chino Ball Cap Caps Pacific Royal: One Size, $55 at Zappos

Noyer Le Poisson cap, $115 at Drake's

Katin Roadside cap, $29.99/$14.95 at Urban Outfitters

Waxed Canvas 6-Panel Hat, $45 at Huckberry

Navy Duck Emblem Cotton Baseball Cap, $115 at Drake's

Nike Futura cap, $26/$9.99 at Urban Outfitters

Washed denim cap, $45/$13.99 at Banana Republic

Cashmere ball cap, $125 at Vince

Corduroy negroni hat, $29.99 at Gator Hats

Embroidered cap, $148 at FRAME

Polo Ralph Lauren Cotton cap, $59.50/$49.99 at Ralph Lauren