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I wear a Tilley Airflo pretty much any time I am outside.
I need a wide broom to protect my eyes from the sun (early cataracts). I need a hat that is useful for outdoor fun but also looks good around town. I do not want to worry about rain or have a lot of upkeep.
I wash my Tilley in the machine. I get compliments everywhere I go. It works great on the trail, and looks great paired with a sport coat for a country-boy-on-the-town sort of look. I can’t recommend that hat enough.