Why not do America or London to Istanbul for something similar if you don't like the idea of riding across the plain of Saskatchewan
I can highly reccomend London to Istanbul. Lots of fun. I followed the Rhine, then the Danube (roughly) then the Black Sea coast, took two months, only training I did was the daily commute and a few weekend rides and didn't really find the ride particularly demanding physically. Was much harder mentally as I was on my own for the second month. Higlights were Serbia and Bulgaria.
I can highly reccomend London to Istanbul. Lots of fun. I followed the Rhine, then the Danube (roughly) then the Black Sea coast, took two months, only training I did was the daily commute and a few weekend rides and didn't really find the ride particularly demanding physically. Was much harder mentally as I was on my own for the second month. Higlights were Serbia and Bulgaria.