as someone with experience, emergency blankets they will reflect your body temperature and keep your from getting hyperthermia and never sleep on cold ground cover the ground with some folded down cardboard at least 2-3 layers take a lighter and matches its better too have both insulate your sleeping bag with newspaper will also keep you warm gather up a list of local organizations in the area your planing on going to that help out with free food or clothes some churches have free meals on certain days just have to look around get a ymca gym membership they have showers and lockers in most of them plus they have stuff to help pass the time go to libraries there warm and you can hangout and read books or use there computers dress with decently clean clothes trick is don't stick out and make yourself look homeless to avoid getting harassed by the police or other people stay clean whenever possible don't let anyone know where your sleeping or staying at and keep your money deep inside your shoes watch your belongings closely when staying at homeless shelters drink lots of water you can survive for 2-3 weeks without food depending on what your doing but only 3-4 days without water some other stuff that is a must have is a pocket knife compass ziplock bags to keep your phone and other important stuff dry hand sanitizer a road map or local map a good pair of lightweight comfortable waterproof boots and another regular pair of walking shoes make sure they are comfortable and fit well in order to prevent blisters on your feet from walking don't overdress this time of year you can start to sweat because you can cause hypothermia that way get a job or some kind of hustle to make some money if it ever comes down to holding a sign up on the side of the road make the sign with a sense of humor for example spaceship broke down need money for repairs stuff like that has more luck than putting stuff like homeless need help on your signs i miss being out on the streets sometimes there's A certain sense of personal freedom being able to go wherever you want whenever you want i met some great people along the way who helped my out i've also had run ins with a few sketchy people but i enjoyed it i admit the first few nights it was pretty scary me only being 16-17 years old at the time but i made it ill be 21 years old in febuary i have a very boring life right now and i have a very boring job at the moment sometimes i just want to quit everything and start over again and travel till i find a place where i belong someplace were i actually have a chance at life not stuck here a chance to make friends for once in my life i think about leaving everyday mabye one day soon i will just up and leave this place if you want to message me please feel free too ill try to message you back as soon as i get a chance please stay safe whatever you decide to do