Held every year on the first Saturday of May, the Kentucky Derby horse race remains the elaborate opening extravaganza of hat season. But you can’t wear the same lavish lid for every sun-drenched occasion. Here, three options (pictured above, left to right) to keep you cool, cute, and covered this summer.

Janessa Leoné Bernt Panama straw bolero hat, $180 at Goldyn, 720-489-0580

Derby partying
Inverni Iris straw hat with grosgrain bow and netting, $645 at Neiman Marcus, 303-329-2600

Walking In The Park
Susan Carrolan Millinery Marci fedora, $175 at Perch Denver, 720-381-0290