My girlfriend and I just completed a journey from Cartagena Colombia down to Ushuaia and all the way back to AZ. Honestly the only weather we planned around was the Ushauia. We rode down to Buenos Aires, staged the bikes and then set off to tag the end of the world on Oct 1st. We went against some recommendations as we had our own schedules to maintain. We took plenty of cold weather gear and it worked out great!!
Best time of my life (literally)
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