-Pack gear for 0F to 110F. You'll likely see them all.
-Take how far you think you can ride in a day, cut about two hours from that, and plan your daily trips accordingly.
-Separate your gross wet stuff from your clean stuff. I'd put them in different bags even. Right saddle dirty, left saddle clean.
-Your clean clothes should go in a trash bag or something truly waterproof. Cause, your waterproof bag will leak.
-Plan your days to avoid major metro centers during rush hours (6-9 and 3-6). Cages get stupid then...
That's all I got off the top of my head.