Some Archaic artifacts have been found in the Caloosahatchee culture region, including one site classified as early Archaic. There is evidence that Charlotte Harbor aquatic resources were being intensively exploited before 3500 BC. Undecorated pottery belonging to the early Glades culture appeared in the region around 500 BC. Pottery distinct from the Glades tradition developed in the Caloosahatchee region around 500 AD, and a complex society with high population densities developed by 800 AD. Later periods in the Caloosahatchee culture are defined by the appearance of pottery from other traditions in the archaeological record.
The coast in the Caloosahatchee culture region is a very rich estuarine environment. An extensive network of bays and sounds are protected behind barrier islands. The Caloosahatchee, Myakka and Peace rivers flow into the estuary. There are extensive areas of mangrove and seagrass in the estuary, resulting in high biological production.
The people of the Caloosahatchee culture built mounds. Some of the mounds in Caloosahatchee settlements were undisturbed shell middens, but other were constructed from midden and earth materials. The hundreds of sites identified range from simple small middens to complex sites with earthworkplatform mounds, plazas, "water courts", causeways, and canals. Mound Key, in the middle of Estero Bay, covers 70–80 acres (28–32 ha), and includes mounds up to 31 feet (9.4 m) tall. A canal penetrates more than halfway into Mound Key, passing between two mounds and ending in a roughly rectangular pool.
Tools and ornaments made of wood, bone, stone and shell have been found. Perforated stones and plummets (oblong stones with a groove incised around one end) of limestone are thought to have been used as fishing net weights. Dippers, cups, spoons, beads, cutting-edge tools and hammers were made from shells. Awls, beads, pendants, pins, gorges, barbs, and points were made from bone. Ceremonial tablets were incised on non-native stone (presumably imported from other areas).
Although outside the Caloosahatchee region proper, the artifacts found at Key Marco are closely related. These include many wood objects and cordage. The cordage found at Key Marco, probably of palm fiber, was primarily used in fishing nets. Wood artifacts found at Key Marco included masks, painted carvings of animals, incised and painted tablets and toy/model canoes.