Recommendations for rides out of Santiago, Chile
I am currently working in Palmer Station, Antarctica. My KLR will arrive in the port of San Antonio, Chile, around 1 October, 2013.
I will have a female companion as a riding partner for about three weeks. She's completely new to motorcycle travel, so our days will be short, with more of a focus on off-bike activities and walking tours when not moving place to place. We will be renting gear for her to be properly kitted out for safety and comfort.
We are currently thinking of some coastal town exploration north of Santiago, then turn east toward Maipu and wine country. If possible to comfortably cross the Andes toward Mendoza, Argentina in October, I think that would be a fun destination. We're into wine and food exploration.  
What other high-points does the community remember from 1000km radius of Santiago?
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