This I love Chris Massoglia photo contains
fedora, felt hat, homburg, stetson, trilby, snap brim hat, boater, leghorn, panama, panama hat, sailor, skimmer, and straw hat.
There might also be
dress hat, high hat, opera hat, silk hat, stovepipe, top hat, topper, beaver, horse wrangler, wrangler, pith hat, pith helmet, sun helmet, topee, and topi.