I think this is mostly on driving directions. Walking directions are fairly good cuz you get to point at tall buildings and then talk really slowly. I haven't had a problem with that. (I had to give directions recently from Boston Commons to Mass General to a walker. I think they got there and probably appreciated my reference to a great bar near there as well. Joy Street, get to Joy Street.)
Hey, on the other hand you can always just give it a shot. Who knows, you might just find a better place to be than the place you originally intended to go to. It happens.
(Besides, there is the secret handshake and special test that marks you as a 'native.' If you get native status, then we teach you the secret code for how to drive around Boston without getting lost and how to read the secret invisible street signs. If we let those secrets out, then anybody could do it. It's a Boston thing.)
BTW, we do know that 'you can't get there from here.' We're sort of working on it. I mean really, this is from a really good visitor's guide to Boston:
"One of America's oldest cities (founded in 1630), Boston remains one of its most European in feel. Like many European cities, Boston is best explored on foot. Make sure to bring some comfortable shoes to explore the Freedom Trail (which links key historic sites downtown by way of a red line painted on the sidewalk), the Public Garden, the book shops and other stores of Harvard Square.
In fact, driving is NOT recommended - our drivers and roads are insane, and the local public-transit system offers convenient and safe access to major tourist attractions."
http://www.boston-online.com/visitors/