This Hilary Duff photo contains
street, city scene, urban setting, boater, leghorn, panama, panama hat, sailor, skimmer, straw hat, fedora, felt hat, homburg, stetson, and trilby.
There might also be
carriageway, dress hat, high hat, opera hat, silk hat, stovepipe, top hat, topper, beaver, automobile, car, auto, suv, and truck.