You have a very nice thing going on. The shape of the territory is appealing, and I really like your hand-drawn mountains.
I also had a lot of troubles adjusting to drawing with a tablet (and, to further the issue, I was never too good with read pencils to begin), but eventually it just started to work; I guess it is practice, practice, practice. While there are still some things I don't feel quite comfortable drawing with a tablet, most map-making now feels rather natural. So give it time and I'm sure you'll get a hold of it. You certainly have a great starting point as I see here.