This Michael Jackson photo contains
fedora, felt hat, homburg, stetson, trilby, street, city scene, urban setting, boater, leghorn, panama, panama hat, sailor, skimmer, and straw hat.
There might also be
diner, pith hat, pith helmet, sun helmet, topee, topi, dress hat, high hat, opera hat, silk hat, stovepipe, top hat, topper, and beaver.