Are you Roxanne's brother?
Why do you want to start in Caracas? I am not sure it's the easiest place to get your bike sent to taking into account the actual political situation in Venezuela.
I think it would be way easier to start in Argentina or Brazil.
you first go down then up until Mexico if you want and we catch up on the road...
Sending the bike from France, Guyane might also be an option you want to check, maybe importation issues will be easier to go through.
Columbia and Bolivia are really nice countries worth seeing, but depending on the people, you'll listen the best and the worst regarding security issues.
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