For a first-time map, it's not half bad. Some of my biggest complaints come from disagreement in scale, as your largest mountains (which are quite frankly, approaching silliness compared to the smaller ones) impose a perceived angle of viewing on the map, making the objects to the front of the map appear as if they are closer, and therefore smaller, and the objects in the rear further away, and therefore bigger. Also, without color, it is sometimes hard to keep straight the land from the sea.

If you want to digitize this and get started with some of those "fancy programs", I can make some recommendations. Campaign Cartographer is a great (if not very powerful) option for beginners, though it has a steep learning curve and will cost some money to acquire legally. Many people move on to Photoshop or, my favorite, GIMP. GIMP is free and open source, meaning that it has tons of plugins which are made and updated by the people who use the program. It will take some learning, but both Photoshop and GIMP are very staples in every area of graphic design and can make some truly stunning maps. There is a tutorials section here too, to help you learn your way around using them,

Happy mapping!