Become a MacRumors Supporter for $50/year with no ads, ability to filter front page stories, and private forums.
There used to be a program called Route 66 Route USA 2004. As you can see from the year on the name, it hasn't been update in awhile. I bought a copy three years ago, but never really like its UI and was slow. I ended up installing Street & Trip in a Windows/Parallels configuration.
 
There used to be a program called Route 66 Route USA 2004. As you can see from the year on the name, it hasn't been update in awhile. I bought a copy three years ago, but never really like its UI and was slow. I ended up installing Street & Trip in a Windows/Parallels configuration.

Probably what I'll end up doing as well.
 
Register on MacRumors! This sidebar will go away, and you'll see fewer ads.