Hi there! You did manage to post this in the right place.
I'm not sure if you saw this or not, but take a look at the
How to Make a Map Handbook. It has a lot of info to help you out. one thing I'll point out is that your map is too wide at the moment for the small map version 600px is the max. you have plenty of space to move your legend to the top of the map and even zoom in a bit to make things slightly bigger.
Some questions.
1. Is this all based on reality? The places you chose to put borders I mean
2. Does this encompass the entire Boston area (I know you're from the area but we don't want someone coming in and complaining that their part of Boston wasn't included for some reason).
I know you're early on but some of these borders need more clarity. For instance, does everett touch charlestown? If not, do we really want a continent that has one border and is essentially all linear? (actually that's the only border-issue I had).
I haven't thought too much about the gameplay yet. But, I do notice there are no impassable areas. I'm not saying this is good or bad just that a few of the continents will be tough to hold. You did put make a few of the bonuses higher probably for this reason.
The only 'problem' I see is that a few of your continents are going to be easy to get from the drop. One continent with two territories, one with three territories, four with four territories. This isn't normally that big of a deal, but when you combine that with high continent bonuses it could be problematic. Imagine holding Southie or Downtown with a good drop. It would happen quite often I imagine. Getting a +5 or +6 would be quite bad for other players if you went first.