My own personal favourites are

The Boxer
Diamonds on the Soles of Her Shoes
Look for America

Between us, (me + wife), my sister and some friends we almost managed to "Look for America"

I didn't quite go to Saginaw, though I got pretty close
My sister didn't board a Greyhound in Pittsburgh, but she nearly boarded one to Pittsburgh
Our friends actually did manage to watch the cars on the New Jersey Turnpike on their way from Newark Airport to NYC.