I have never really been able to figure out a good time to do a loaded tour. I have done several cross state tours like Bike Florida, NC Mountains to Coast and Bike Ride Across Tennessee. These are the ones where you camp but the organizers move your stuff for you. This summer I have 4 vacation days dedicated to a bike tour 6 days counting the weekend. Should I just set out from home (Central IA) by myself or do part of one of these rides, but opt to carry my own gear?

I have thought of driving up to MN or WI and touring along the MS river or to various lakes etc. also. I'd leave Friday evening and hotel the first night, then leave the car at the hotel, ride 5 days, return home the 6th.

What would you do in my position? What did you do for your first tour?