probably already done your trip, though I had planned to do the same this summer, crashed on the way, never made it. Health insurance is a must, I got it, came in handy, however I went with allianz and don't recommend them, they had a $5k vehicle recovery option, I chose it in coverage, when it came to claiming it they told me to go through my own moto insurance, hung up on them, rested in a hotel for 3 days to recover, rode the bike back home as i was still in Tennessee. I have CAA, didn't consider it much. Next time i'll go with
World Nomads - Explore Your Boundaries insurance.
I carried camping gear, used it once in a week and a half, walk in rates for hotels were pretty cheap, wasn't a huge deal. One point got a Marriott when I rode late in the night, reception lady gave me a suite with a hot tub, for $70.