Can you name these cities by excerpts from their Wikipedia articles? If multiple cities fit the description, then we're looking for the largest of those.
Yeah, the wikipedia quote in full is "In the Americas, Kingston is the largest predominantly English-speaking city south of the United States." The first three words are pretty important. Nice quiz though :)
Cool quiz! I was supposed to ask for the capital of Ecuador in one of my future quizzes, but your clue is much better! Would like to use that---if you don't mind?