hi, sounds like a good trip. my brother and i are currently doing 6 months on a similar route to you but stopping in canada. Procurcuit are definitely a place you can pick up a Honda Falcon 400. we have one each now, and so far recommend them. We found 3 procircuit places in santiago. The one in the chinese district have 0 english. but the other two (ave Vitacura or manquehue) both have english speaking. they will do a falcon for 5000USD new in cash. Just be aware of the new paperwork needed for the RUT. Just got to the last few pages of the previously mentioned thread for info on that.
As for route advice, you are on motorbikes, go wherever! On a serious note the best way we have found it research places of interest and then weave your way between them. biggest recommendation is get the App Maps.me. its maps can be downloaded for offline use and have not let us down yet. we have been following ever backroad we can and it has lead us some amazing places
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