2000 miles in 20 days is doable but maybe it's not the best plan. Personally, I like averaging a little less (maybe 60-80 miles a day) but that is a matter of personal preference. You have nothing built in your schedule though for mechanicals or other things that might slow you down. If you want to go minimalist, how about a small tarp and bag; it's nice having something over your head if it rains. Talk to someone local about roads but I'd stay off a busy road like the plague. You want to enjoy your ride, right?