I can't help with the route or TT. We're still looking. The things I remind myself of when towing, some of which have been mentioned, is to make wide turns, don't pull into an area unless you know you can maneuver and get out ( keep going if you aren't sure), remember you have a trailer behind you when you're pulling into and maneuvering in traffic, and take your time ( towing only intensifies bad conditions). The trip sounds great and I hope you let us know how it goes. I sure wouldn't mind adopting your father-in-law!