To your point, Logan Airport in Boston is a pain to drive to, except there is a freeway that goes directly there. However, Google Maps directions starting north

To your point, Logan Airport in Boston is a pain to drive to, except there is a freeway that goes directly there. However, Google Maps directions starting north of Boston (Bedford area, for example) will drive you through the industrial port area where roads are not well paved, painted, or marked, all to save 1m of travel time. Apple Maps puts you on the freeway as expected (this was my experience pre-pandemic). On the flip side, Apple Maps has led me to closed roads and routes that don't actually exist, while Google Maps has never done that. No one solution will be perfect, as they don't have exactly the same goals.