If you're looking for a stylish hat that's easy to travel with, Overland's Crushable Wool Safari Hat is one of my best investments. Shop it here.

Buy Now (Courtesy Stetson) Stetson Explorer Crushable Hat ($75) Our favorite hat by a wide margin comes from an old-school company that specializes in making traditional western headwear.

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If you're looking for a stylish hat that's easy to travel with, Overland's Crushable Wool Safari Hat is one of my best investments. Shop it here.