well, first of all - hope you live near a cheap pub
If adventure is what you're after, let me suggest two routes (one real, one rather fantasy).
a) the real one: if you have very long range / ferry tanks you could do the following:
Base - northern Spain (A Coruna) - Azores - Newfoundland - anywhere in US. Suggested equipment would include a dinghy and a few good books to read. On a more serious note, I know a chap who has done just this (maybe coming from the US however, not sure).
b) Fantasy/adventure: The Long Way Round
Base - St. Petersburg - Moscow - whatever there is in Siberia - Alaska - northern Canada - US
A Jet-A burning engine would probably help on this one, fluent Russian, metric altimeter, etc. I've recently read somewhere (think it was on AvWeb) that there has been a VFR route opened between Alaska and Siberia. Bring your thermal undies
Have fun convincing your man
