7. High Island (City Island Harbor)
A stone’s throw from New York City’s most treasured obscure landmass, City Island, High Island has also proved a cozy home, first for sharks and then for humans. The bungalow dwellers were kicked out in 1962 to make way for a radio transmission tower, which was hit by a small plane just one day before owner WCBS switched to an all-news format. A new tower has stood in place since the incident and has a daytime broadcast frequency range from Cape Cod to Cape May.