I could see (and hope to one day) spending an entire short summer up north --Newfoundland and farther north, Labrador and Greenland. Of course, that would mean time not spent somewhere else...all a matter of priorities --and a bit of whim, too, one hopes.
And time, and money, in liberal quantities
(Of course, one would probably want some back up northern harbors to pull the boat out at if you didn't make it back far enough south in time for fall!)