alright, this is my first real look at this map, so I'll try to make my post a comprehensive one.
Geography: I can't say I've been to San Marino, but I've been through Italy a few times and the individual elements on the map don't give a proper sense of scale. San Marino is not a large area - about 10km wide I'm guessing - yet the mountain ranges you have running through the center of it give the impression that this is a big region we're talking about... either that, or I could jump over those mountains. And shouldn't there only be one range running through the country? I don't think that the mountains south of Ca'Vagnetto should be there at all - it should instead be a river, Il Fiumicello.
Graphics: Overall it is very clean, which I appreciate. The legend is straightforward and everything is clear. The font is much improved; that stroke had to go. Both the elements on the map itself - towers, rivers, and the mountains - look cartoonish, which isn't in keeping with the images around the exterior of the map. Since you're already using the stamp on the bottom left with the towers, maybe you could appropriate those towers for use on the map - it would be more appropriate.
Gameplay: again, very straightforward. I like the tower bonus, as it leaves room to collect a bonus on the sly. I'd maybe like to see the region borders a bit less heavy, as they could initially be confused as unpassables, but it's probably fine as is.
When I look at a new map, i try to imagine myself playing it and wondering what the most attractive starts would be. With that in mind, I don't much care for the two-territory +2 bonus, as it would be easy to start with this and have an automatic advantage over the rest of the field. I might also suggest you drop the bonus for the Chiesanuova region, as this will clearly be the most attractive start in the game; you leapfrog right from one small +2 to the next, never creating any additional borders to defend because you're protected by the range. You roll right along until you have a ten territory, +7 region (including the four towers) with only three borders to defend. Compare that to starting in the northeast, where you need 13 territories for a +7, and there's no easy to grab bonuses along the way.
For me what would mix things up a bit - and possibly make it more realistic to the actual region - would be to break up the one central mountain range and have more unpassable mountains throughout... rocky crags and the like.
overall really nice work so far.
