When mapping large areas like this, it's important to decide exactly how much detail is worth showing, and what the map is going to be used for (both of which go hand-in-hand).

A settlement will always require farmlands of some kind nearby, so any settlement means there will be such areas around it, even where the map doesn't show them. Then you can use the actual farmland areas to show those places that are particularly important farming areas - key places that the whole country/nation may rely upon, for instance. There, you wouldn't need to show any but the larger or most significant settlements (e.g. like the hamlet the party will be starting from!); all the other hamlets and villages can be assumed as present scattered among the farmland region without you needing to show each one.

For the non-cliff coastlines, I'd be inclined to soften the edges somewhat, maybe with a small Edge Fade effect, or reintroduce the "coastline" blue line for them. Softening the land edges on the cliff coasts wouldn't go amiss either, perhaps.

The aerial floating island looks interesting. Depending on how your floating lands like this work, you might also consider adding some crystal symbols (e.g. from one of the Dungeon sets, suitably enlarged of course!), or by using varicolor mountain symbols. With the settlement on top, it may be worth placing that directly onto the rocky mountain symbols, or with only a much smaller area of grassland fill texture behind the settlement image, then using just the mountain symbols (probably on their own, new Sheet) to cast a suitable drop-shadow. If the grass needs to definitely run right to the very edge of the stony platform, maybe make that more ragged, to closely match the symbol lines underneath indicating where that edge is.

For the Church, the pillar shadows could use some adjustment, as right now, they're passing over and through the walls, which is confusing.

On the upper floor (which might benefit from labelling as such), the stained-glass window patterns thrown on the floor need adjusting, so they cover only where the wooden flooring is - where they shine into the air beyond, there should be nothing.

Additionally, not all the windows should be showing these at all on either floor, only where the light will be shining directly through them, and that should match with where the floor shadows lie as well.

It might be helpful to add dashed or transparent lines on the lower floor image to indicate where the upper balconies are on the lower map view.

Sorry I wasn't around last week to help with this, as the technique of using mountain symbols for cliffs like this is very similar to what I used for my "The Cliff" map, Errynor Map One, in the Community Atlas some time ago.

Glad you managed to get everything resolved to your satisfaction though, as it's quite a tricky problem to get the covering clifftop polygon to always look right especially.

Of course, next you'll be wanting to differentiate between pebble and sandy beaches in the shoreline coves 😉

Why thank you Sue! Just getting into practice for the livestream...

Not sure what's happening with your scrolling crash problems, as I'm not finding that. Hopefully someone more technically adept can comment usefully about it, however.

The Island Chains rely not simply on drawing tools, but on a whole host of Sheet Effects. You can find those by looking at the LAND Sheet when you have either the Outer Hebrides or Shining Pearls example maps open. Pages 5 and 6 of the PDF mapping guide explain how you can import those correctly into a different style, and although the Jon Roberts style is used as the example, it should be similar in other overland mapping styles, like the Mike Schley ones, although you'll probably need to adjust things in somewhat different ways than for the Jon Roberts style.

Oh, and a minor aside for @Ralf - I just noticed that the BITMAP Sheet is still present in the Outer Hebrides example map; just gives a big red "X", of course, but maybe best removed if the Annual issue's being updated for the installer?