Chokoloskee is an unincorporated community and census-designated place (CDP) located at the edge of the Ten Thousand Islands in Collier County, Florida, United States. The population was 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. It was briefly visited by Seminoles and the United States Army in the 1800s, and the current settlement can be traced back to 1874. Today, the isolated community's economy is largely based on boating and recreational boat fishing in the Ten Thousand Islands and the nearby Gulf of Mexico and ecotourism to nearby Everglades National Park.
According to the United States Census Bureau, the CDP has a total area of , all land.
Chokoloskee is located on Chokoloskee Island, which is opposite the mouth of the Turner River near the southea