I've lived in a few different cities and I've always lived downtown close to work and gotten around mostly by walking and never had a car. I find that while I can give good directions to pedestrians I can't give good directions to motorists who stop and ask. This happened all the time in the last place I lived which was a big city that had a densely packed core with lots of one way streets that curved and didn't make much sense.
When I want to get somewhere I just walk in that direction turning here and there as the lights let me. I don't notice that you can't turn left onto such and such street or even that such and such is one way or there are barriers to traffic at some point and you can't drive through.
If you're driving it's probably best to ask another motorist for directions, though that's not always possible.