I am still confused on the North and South islands.
In the North, how do I win? If it's an objective win, it's unclear in the legend, which is has to be because sinking boats can't be attacked. Also, hold one pair, two pairs, of what? One pair of continents?
In the South, is it just a standard gameplay map? I see an issue with bonus dropping the SW +1, and placing a neutral there cuts off movement across that part of the map. Maybe you should think about opening up a passable through the mountain from Ware to Fazeley.
And a potential issue with the map with all three islands. In 8 player games, each person is going to start with only 7 territories. If someone drops 4 of their territories on one island, they could be eliminated from the other two islands (and booted from the game) before even having a chance to play.