I'm not sure there is all that much to be inferred simply from the fact that I am in an area I am familiar with, as each person's preferences are to some extent

I'm not sure there is all that much to be inferred simply from the fact that I am in an area I am familiar with, as each person's preferences are to some extent both idiosyncratic and mood-dependent. For example, there are places I usually avoid around sunset on a clear day, because experience has told me that, at certain times of the year, sun glare leads to bad driving in these areas. I simply might not generate enough data for this pattern to be inferred, even with complete astronomical and meteorological data for the area. I like to review the proposed route before starting out (and when on the road if I am not the driver), and if I don't like the options presented, I sometimes add an intermediate destination to influence the route-finding, even though I have no intention of stopping there.