Amarcord by Fellini
Fellini tosses up the memories of a small town in Fascist Italy, where the women are all buxom, and the people are (all?) caricatures of themselves. It seems less a meditation on memory, and more a stroll down Memory Lane which gives Fellini license to throw images at us. Since most (all?) are light-heartedly depicted, you will most likely be filled with horror at some moment, as the years have only white-washed the sins of the past.
One scene has the populace taking to the sea to watch Italy's greatest ship pass the town in the night. Aside from the trenchant metaphor, it'd be fun to get a bunch of people out on the water some night, so that we could actually see the stars.