Alright, at the risk of having to actually do homework I came up with a query: What would be your ultimate roadtrip? The only rules are that you can't put your vehicle on a ferry or anything to transport it, and you must complete the entire trip in the same vehicle. What you drive is more or less beside the point unless you plan on mud bogging.
================================MY PLAN===================================
Starting point: My house (Boston area)
Ending point: Rio de f*cking Janeiro
Overall plan: Fly by the seat of my pants while in the U.S.. Limited gas stations in other countries would need a solid plan. However, while in the U.S. I would stick to my usual roadtrip rules. One of them being that if you don't have to be anywhere at a certain time and have a small reason to drive 100+ miles out of the way, you have to. Local road trips include going to Buffalo for Buffalo wings (not that far off of the course) to going to Schenectedy in NY because it has name thats fun to say. On the big road trip I'd stop for things like the world's largest ______ and whatnot. Eating a grinder, hoagie and a sub would be a goal as well. I'd also have to go to Valencia (Venezuela) to get some Valencia oranges. You get the idea.
Is it likely to happen? Yes...but not for a long time.
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Submitted for the approval of the Midnight Society