Nomadic for sure, but I'd head to the western USA first. Nevada, Utah, Arizona, Cali, Colorado... Plenty to see and do, and keep warm in those places. I'd head up north and travel Montana Oregon Idaho and Washington at some point.
Big Island, Kauai, Molokai- any island but Oahu and Maui Lived there before with a bike- perfect climate, lots of free fruit to forage. There are many opportunities to help on farms for pay, free food and/or a place to stay. It rains for a bit and the sun comes out, quickly drying everything off. Many spiritual, generous, kind people, easy to hitchhike. All you need: backpack with twist on stove, a green propane bottle, rice, oatmeal, tea, veggies and pick up fruit. A jug of drinkable water costs less than $1 to fill up for drinking and cooking. A journal, book, hammock, some incense, bag of ganja, even had a tent. It was fun avoiding the rangers and finding stealthy spots to camp
Oh I too would be nomadic. Just get a high quality bike and a little lightweight trailer to haul behind me like the one in this video because it is fucking sweet as hell just could stand to be slightly bigger. and I would travel across the USA first and then Canada.
i'd scrape together some money and buy an old school GMC motorhome... i'd probably park that shit on a main street in mountain view or sunnyvale right next to other motorhome dwellers who can't afford to rent an apartment, and i can pretend to work for google or some shit
Muskoka, Ontario, Canada (that's a general area, I know, but any little town in and around this area is pure heaven)
Cold as hell in the winter. I have a cottage 1 hour away from Muskoka. -40 most nights in the winter. Sent from my E6560T using Grasscity Forum mobile app
Super nice out there. God's country. I'm heading there next weekend ice fishing. Sent from my E6560T using Grasscity Forum mobile app
Probably head to the city that the homeless made out in the middle of nowhere or become a wondering druid growing tomatoes with my excrement and sleeping in the trees...