Johnny - have you come across Cap'n Bob Webb? He did a motorcycle journey across South American (from Panama to Columbia) with a couple of friends.
I used his downloadable book, Men Mud and Motorcycles as a teaching textbook when I was teaching English to older men (as most of the English-teaching stuff is written for kids or young adults). It was a great read, especially it took them 3 goes to finally achieve it! Tools to help you become a Super Achiever