Hi, and Welcome to the Great American Roadtrip Forum.

First thing you should really to do is get yourself some good maps which show you your whole trip,m and the land it traverses. These would be available from AAA (free to members. For a trip of this scope a AAA membership would be well advised. Then you might like to follow the advice in this paragraph:

Quote Originally Posted by AZBuck
Start with maps. Not GPS, not software, not Google, but real honest-to-god paper maps that show you your entire route, that you can mark up (and erase), that you can stick pins in, and that show something about the land you'll be driving through. Those are your essential tool in any RoadTrip planning process. Start by marking all the places you know you want to visit. Then connect the dots. Then look for more places of interest and scenic routes along the lines connecting the dots. Repeat until you've got as many sites and roads as you think you want.
You have all the cities you would like to visit so you can check what interests you along the routes in between. It's all marked on the maps. Maps are invaluable for planning, and essential when on the road. Never a good idea to rely only on your electronics.

As a couchsurfing member of many years, I have never regarded it as a 'free' night's accommodation. You either do something for your host, or bring them a gift, or perhaps take them out to dinner (my preferred reward). Do something to express your appreciation for your host(s). Having hosted lots and stayed with many as well, it is one of the safest ways to travel. Just make sure you leave a reference for every person you meet, host or stay with.

Since this trip is still some time off, why not use this time to host couchsurfers. It is such a rewarding experience. Or even just show people around your little part of the globe.

As for travelling solo, to my way of thinking it is the best way to travel. You are in control of everything, stop when you see something interesting and many more opportunities to meet the locals - in shops, at rest areas, etc. (Just make sure you leave your gadgets in your pocket and greet those you meet.)

Have a great trip

Lifey