Personally your style of travel would be hell for me - I can't imagine fitting your stuff onto a motorcycle or into a dugout canoe
I have actually even managed it sitting on the back of a little scooter being driven into Chiang Mai by a friend who was living there. Was admittedly somewhat precarious, but we both survived. *g*
But yeah, overall my travel style relies more on regular bus / rail / car connections for local transport, and on the few occasions I go for multiple days into untrodden parts, I'll leave the big bag in luggage storage at accommodation somewhere, and do just that part with only the daypack.