I have lived on Long Island in New York for about 12 years since my family moved here in the early 2000's. I have long wanted to find a new place to live in another state, but have no idea where to look. My intuition guides me to the southwest. My parents want to move as well, but they would like to stay somewhere in the northeast. I work as a freelance web developer, so could potentially live anywhere as long as I have this type of job, but I'm also looking to potentially change the type of work that I do to something simpler and more social even if it pays less. One of the places that I wanted to look at is Colorado. However, if I go by airplane, it is both expensive and I won't see any of the states in between. It may be a crazy idea, but I thought about just packing all my belongings (I'm a minimalist, so would try to keep everything to one or two bags max) and getting out on the road in the direction of Colorado, stopping in various places along the route. I would want to talk to strangers as much as possible, making friends, and finding out information about the places I stop at to get a better feel of them. I would be happy to stay in hostels, couch surf, wwoof, or even sleep in a sleeping bag if I have to. I have not done any road trips before, so I don't know how to plan this beyond picking places to stay overnight. I also can't decide between going solo or finding a companion. If I go solo, I would have more freedom to move around as I please. I am aiming to go sometime in July. Any tips or suggestions would be welcome. Thanks a lot in advance.