The longest I've been on my CBR 125R was 2 hours stuck in traffic, the longest I've been on a motorcycle in highway conditions was an hour and 40 minutes riding to Starbucks in Squamish from home, rested for 20 minutes with a nice green tea latte, then rode another hour to work. My main problem was that my crotch eventually butts up against the fuel tank and becomes numb (we're all friends here, right?) and that's what I need a break the most from. Hopefully the Airhawk seat alleviates that.
I'll aim for 4 days but allow for 5. While I'm going to enjoy the time to myself, I don't want to be away from my family for too long. Would love to also meet members along the way although I'm likely taking the highway through Val d'Or and avoiding most of the populated areas.
I agree the right gear helps. I have a mesh jacket and a textile jacket, and just textile pants although I'm going to look into some good riding jeans. I'm from Vancouver, waterproof was the first type of gear I got. My helmet is awesome, I can wear it forever comfortably. A fog free pinlock insert would make it even better. I think grabbing a couple of pairs of comfortable touring gloves, one all weather and one summer pair -- would make a huge difference. The gloves I currently have need to be replaced.