Here's my final product. I believe the original artist did everything by hand (or at least it looks like it) thus the textures of the strokes in my version are clean compared to his uneven ones. I tried different brushes I found online but nothing gave it the right look so I kept it with the pen tool.
Fonts aren't the same AND I cheated just a bit when it came to the map portion. I'm not new at all to illustrator and I've done maps for work and other projects before and found a premade vector. When it comes to maps I'm a bit anal about the boundaries so I just used that instead of drawing a new one. But either than that everything was done by me!
I think it turned out okay! Thanks for all the tips and shortcuts and tools that I kinda knew existed but never really used them until now!