So, looking ahead to the 2021 riding season, it seems unlikely to me that international travel (at least such trips involving a long airplane ride) will be an available or sensible choice. As I've been wanting to re-visit the New England and Nova Scotia area for a number of years, now might be the time. Hopefully international land travel to Canada will be possible by then.
The basic route is included below as a starting idea. Given the weather in the far north, I expect leaving around the second week of July and returning in August might work. In total this is a four week route.