Thunder Bay is great, Old Fort William is a good stop for site seeing, the ride down the the North Shore is awesome.
It is looking pretty good for me at this point, I may be able to meet you on the "Sioux" side of the UP(Sault Ste. Marie, and Upper Peninsulas of Michigan) I'll shoot across the route you'll be taking on the way back and connect for your ride into the Canada side. I'll only need the day you cross and about 8 hours headway to rendezvous with you 400 miles for me to get to that point.
eddy