This Keith Urban photo contains
fedora, chapeau de feutre, homburg, stetson, trilby, hombourg, chapeau de feutre trilby, plaisancier, leghorn, panama, marin, skimmer, chapeau de paille, barbeau, chapeau, écumoire, paille, canotier, livourne, chapeau panama, and sailor.
There might also be
hip boot and thigh boot.