I'm also from Edmonton and rode to Nicaragua 2 years ago and Argentina in 2009.
My 3 recommendations are:
1. Don't cross the Mexico/Guatemala border at La Fronterra (despite Google Maps saying it's possible); you won't get a stamp for Guatemala so you will be there illegally (unless things have changed dramatically in the last 2 years); i had to go to the Belize side to get my passport stamp (pretending I had just arrived in Guat) 
2. Go to Semuc Champey in Guatemala (the best place I visited in C. America)...it's so awesome there and definitely off the beaten-path...be careful on the gravel
3. Ruta 40 in Argentina - off the beaten path; really worth it.
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