I just get on the damned thing and go. Ended up in Labrador once with a bald set of Tourances. Not too bright but sure made it interesting. Weather determines my route usually and camp gear means i don't need reservations.
R1150 GSA, KLR650, K75s(x3), RD350, PS250 (Big Ruckus) R65
If i still had every dollar I spent on motorbikes I would be a richer man but a poorer person.