way back when, my riding buddy and I would ride all day. Looking at over 400 miles a day. If you get up and running by 6-7 or so this would work. One option if you start getting tired of it or running out of time could be just swing back toward home at any time, chopping off the north end of the trip.

Have you done 4 to 500 mile days before? Make a run or two and get an idea. There is a big mix of folks that like to put a lot of miles in their ride, and those that like a lot of ride in their miles. Different strokes.