Chokoloskee is an unincorporated community and census-designated place located at the edge of the Ten Thousand Islands in Collier County, Florida, United States. The population was 345 at the 2020 census, down from 359 at the 2010 census. It is part of the Naples–Marco Island Metropolitan Statistical Area. Chokoloskee was inhabited by Native Americans for at least 1500 years before European explorers first recorded visiting the island.