Hi. I like AoP2 for make me a little surprise sometimes. I've been playing it for years and after some time, I found out that there's something like Fort Orange in Jamaica (because of English Quest mission) or Pearl Divers settlement, etc.

According to Eras, I see that there's Pirate settlement on Cayman Islands now. Turks, Dominica are still abondened but are there any plans for future? 

My question is different - is there more cities or settlements which are not on this map?

It looks like you've identified all the available locations.  ERAS only added the one on Cayman.  There were plans to add a few more, but I don't know when or if that might occur.