Hi Mark,
Welcome to the HUBB,
It sounds like you already want to be on the V Strom so go with that, if you have a bunch of time and want to get off the beaten track the DR is the better bike, but for a trip with tighter time constraints and sticking to pavement the V Strom is far better at eating up highway miles. If you stay off Ruta 40 you will only have to ride a few hundred kms of well packed gravel through Tierra Del Fuego down to Ushuaia, but as MountainMan mentioned with a TKC80 or similar up front the Strom can do Ruta 40 no problem.
What is your time frame ? You can ride from Canada and be in Panama city ready to ship to South America in a month with long riding days - taking 6 weeks would be less of a rush and you'd see a bit more. Alternatively you could fly the bike straight to Santiago or Buenos Aires and spend more time down there, then ride it home. You could also just buy a bike down there and save on shipping costs, do your trip and sell it on again.
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