Finding some roads I haven't ridden before: this ride involves circumnavigating Georgian Bay (which I did in 2015 on the old Concours C10), but then going north onto roads I haven't ridden before. This time around I'd do it on the C14 if Alanna wanted to come along or on the TIger if I were solo.
Three nights four days on the road breaks it up into manageable chunks that would allow for frequent stops and off piste explorations. If I did it in August the temperatures shouldn't be too mad.
ONTARIO MOTORCYCLE TOURING RESOURCES
Ride The North: https://www.northeasternontario.com/ride-the-north/
Northern Ontario Travel Motorcycle Routes: https://www.northernontario.travel/motorcycle-touring/top-10-motorcycle-routes-for-2020
Ontario Motorcycle Tour Routes: https://www.destinationontario.com/en-ca/motorcycle-tour-routes-ontario
Haliburton Highlands: https://www.ridethehighlands.ca/
Destination Northern Ontario: https://destinationnorthernontario.ca/
Northern Ontario Road Trip: https://ivebeenbit.ca/northern-ontario-road-trip/
What to see and do in Northern Ontario: https://us-keepexploring.canada.travel/things-to-do/what-see-and-do-northern-ontario