This Natalie Wood photo contains
fedora, felt hat, homburg, stetson, trilby, boater, leghorn, panama, panama hat, sailor, skimmer, straw hat, street, city scene, and urban setting.
There might also be
dress blues, dress whites, pith hat, pith helmet, sun helmet, topee, topi, porkpie, and porkpie hat.
mywaygirl1994, Jenjen_bunny and 2 others like this