This Dean Martin foto contains
schipper, leghorn, panama, hoed, zeeman, skimmer, strooien hoed, livorno, panama hoed, matroos, stro hoed, snap rand hoed, module rand hoed, vierdeukenhoed, and campagne hoed.
There might also be
porkpie, porkpie hat, porkpie hoed, bever, castor, and sombrero.