Memetic Mappage

Here’s a fun way to waste your day on Google Maps: try to find (1) the farthest possible destination from your hometown, and (2) the absolute longest possible trip you can make through the US. Both my linked attempts are limited to within the USA, but Canadian destinations are also a possibility. Can you go farther?

(Yes, you can do this with MapQuest or Yahoo Maps, I suppose, but Google Maps is easier and more fun to use; just type in your To and From cities and away you go.)