City Island, NYC
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Featuring dozens of places to enjoy some holiday cheer and fine food, City Island was first established as an English settlement in 1685. The English crown granted Thomas Pell ownership of the island and parts of Westchester County, which lasted until 1749, when ownership passed to other individuals.
During the 1700s, many of the island’s residents were either oyster-men or Hellgate pilots who helped navigate ships down the East River to New York Harbor.