planning a major trip across country. and i have a 28' class c, and the toad consists of a dolly and a vibe to be put on the dolly. in traveling so far mainly for extended stays at one spot the toa...
We have always pulled our toad with our 28' Class C. We don't use a dolly though. You do have to choose your gas stops, but it hasn't been a big problem.
As far as planning goes, we have a rough idea of where we are going but it constantly gets modified as we travel and learn about more things that we want to see.
Sounds like you have a great trip planned. Don't overthink it, just go and have a great time.