Technomading?
il: Read 4 hour workweek if you haven't already, it describes this exact lifestyle.As for funding the lifestyle, check out affiliate marketing, it's a great business. I'm now at the point where I have enough campaigns(and SEO traffic) running on autopilot where I only have to work 1-2 hours a day online to maintain an income in the low six figures.
I've been thinking of doing the travel thing myself. I'm at the point now with my work where I can work from anywhere in the world(or an internet cafe), or even not work at all and still generate decent revenue, I think traveling the world while I'm young and free from commitment is a great idea. 
For cheap travel destinations with good Internet I've heard good things about S.E Asia, especially Thailand.