Mev really hit some of it better. You would be far from the first person to attempt the feat, there were plenty of decades in which bikes only had one or two gears and the roads would have been worse but they attempted similar. The question is if you can handle it and the biggest thing in the way of doing it is if your ass can handle it; quite literally you really need to know if your butt can handle hours on the saddle and finding out on the first 50 miles will be the worst. Trying to ride on saddle sores after will be a whole new pain. You need to get a couple of 30 mile days in before the ride to see if you can even handle that.
Tossing a rack on and loading it with your equipment and trying out a few 30-40 mile days will give you an idea of how it will work.