You have nice big map (although i think you could make it eaven biger), but you dont have to place only citys in it. Make some Towns, small viliges that will make map more alive. Dont use only big citys with walls. There where lots of villiges. You can always use hidden resources to prvent those villages from growing.
The great thing about having big map of small area is that you can put lots of details in it. Go for it. It will make this map realy unike.
And now Sicily. I was never in sicily but i have big map of Italy and Sicily in front of my desk. And when i look at this map i see lots of Mountains, hills. Your sicily map is kinda flat. IMHO you should meke more hills and Mountains to make it realistic.
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