Realistically, and much as Sue already said, if you're aiming for a hand-done pen and wash style illustration, it should look like a watercolour painting, where the wash sometimes covers the line, sometimes runs short of it. There isn't a voting option for that, and I really don't see this as an "either or" choice. So sometimes that'd be "A", sometimes "B", but more often a mix of both, with some additional overlap too.

The cloud symbols Sue mentioned are in the Alyssa Faden Overland style in the 2014 November Annual. Been using it myself recently!

Something that might be worth thinking about is an alternative way of drawing the grid to avoid having it in areas that can't be accessed (which would help make the rooms, etc., stand out a little more). Perhaps a mask covering the areas that don't need a grid, but drawing the grid by hand for small areas would be an option too, as not too onerous.

There may be another minor glitch with this Fantasy Town Annual. I've been mapping with it on and off for a couple of weeks, and I've found that if I load a map in the style (just use one of the two samples that come with the issue to test), and then use any of the Zoom view commands, like Zoom Window or Zoom Extent, the entire Symbol Catalogue pane (left-hand column of symbol images) goes completely blank. If I then try to reopen the catalogue, it goes into the Program Files (x86) directory as default, not ProgramData. If I try to use the catalogue's left-hand button to view all the symbols in the map, the program crashes and closes down.

However, if on opening said file, and before doing anything else, I save the file, it's fine. I've got into the habit of doing this with my own files, as I've been using it so regularly lately, but Jim's post here reminded me that it could be something else about this issue that needs tweaking, in case it's not just me that's finding this.

Fine-looking map!

It's a little difficult to advise much with it, without knowing how like Japan it's intended to be though, beyond what you've already created here. For instance, is it at a similar latitude, as that might affect features such as vegetation? The frozen (?) islands towards the north suggest it may be further north than Japan now, for instance. Hokkaido is cold, but not glacial, by contrast.

Similarly, the sea to Japan's west is relatively shallow and very enclosed (obviously not the case here), while to the east in places, it drops away very rapidly, such as into the Japan Trench. That may only be of significance if you intend to make use of the seabed, however, though it could also have weather-pattern/climate implications for the land areas.