USA
Boston runs East Coast prep and Ivy League heritage — Brooks Brothers (founded 1818, originally a Boston-adjacent New York brand but the prep style runs deep here), L.L. Bean, the Cambridge tweed-and-blazer register. Summer dressing leans tailored-casual: chinos, button-down, boat shoes or loafers for daytime; light blazer added for evening at recognized Italian, French, or seafood restaurants. Cobblestones in Beacon Hill and the North End test heels. The harbor wind cools evenings 4-6°C / 39-43°F below midday. Cambridge (Harvard, MIT) runs a distinct intellectual-casual register — well-cut basics, leather messenger or briefcase, no logos.