Even if a thick mane of hair protects your head, you may still need a little extra coverage when exposed to the elements. The Adventure Hat from Sunday Afternoons should be an essential part of all outdoor enthusiasts’ wardrobes. Whether it’s the gusting winds of Livingston or the blazing sun of the Serengeti, this hat is practically indestructible, and the adjustable string holds it in place. When planning my trip to Tanzania, I was looking for a solid-brimmed hat that was also flexible and adjustable. The Adventure Hat was the ticket. It is flexible enough to stash in your pocket. In fact, I accidentally slept on it while camping on Kilimanjaro and it was easy to tweak back into shape. I really enjoy wearing it when I am working as photographer—I can easily adjust the brim to keep the sun out of my eyes, making images look brighter in the viewfinder. $38; sundayafternoons.com.