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Plymouth was colder, whereas Jamestown was warmer and more humid, and therefore more prone to harbor diseases. I'm sure that there were a lot more differences, but those are the big ones that leapt into my mind.
It was St. Augustine, Florida, which was settled on September 8, 1565. Jamestown was not established until 1607. Plymouth Colony, in Massachusetts, was not settled until 1620. See http://en.wikipedia.org/wiki/St._Augusti... First Permanent Settlement In America.