Here's what the map currently looks like in the Tiled editor. I'm pretty satisfied with the size/scope of this map, and the map/image data is 98.2% full -- though there's plenty of physical map space I could expand into, and I could dial back the dithering on the title/cutscene images to reduce the compressed size. It feels like a fairly complete end-to-end experience now.
~400 tokens saved so far -- and after fleshing out the dialog trees I've hit the compressed code limit too, so I've had to cut back on comments significantly. Who needs 'em?