if you haven't already checked out "the long way around" or "the long way down" you should. The two guys who made the documentary are Ewan McGregor and Charley Boorman. Its on netflix streaming. I'm sure you'll be able to pick up on some helpful hints.
Good luck & keep us posted as to your trip. I'd be willing to bet there are a couple thousand people anxiously awaiting your next big trip.
Wish my job allowed me to work form anyplace with a network connection.