Located on Florida’s southernmost Gulf Coast, Chokoloskee Bay is about ten miles (16 km) long and two miles (3 km) wide and is separated from the Gulf of Mexico by the northern end of the Ten Thousand Islands. A popular destination for fishermen and water sports enthusiasts, the waters of Chokoloskee Bay offer a vast assortment of saltwater fish such as grouper, flounder and red fish for anglers. The sheltered mangrove islands of Ten Thousand Islands offer plenty of areas for kayakers to explore.
In the heart of Chokoloskee Bay is Chokoloskee Island, a small area that is considered the last great frontier in the Everglades. Settled by Native Americans two thousand years ago, modern settlement began in 1874. If you visit the island, check out the Historic Smallwood Store, which is housed in Ted Smallwood’s general store. Now a museum, it’s on the National Registry of Historic Places and is an authentic glimpse into the colorful—and sometimes bloody—history of this region.