Not much is known about the beginning of Gwynn’s Island. However, in 1991, the Bicentennial launched what would later be the beginning of the Gwynn Island Museum. The museum was a launching pad for local families to donate their historical artifacts and preserve the culture of the area. Today, the year round population of Gwynn’s Island is around 800, although it seems like much more in this coastal area during the summer months.
In 1611, Hugh Gwynn explored the Chesapeake Bay and located a small island at the mouth of the Piankatank River. During this time, Gwynn claimed the island in the name of the King and settlers began moving into the area. Some stories about exploration include historical representations of Pocahontas. In 1635, the King, Charles the 1st of England, granted Gwynn almost a quarter of the island, which included 1700 acres. Gwynn and early settlers made a living through farming, cattle, sheep, and hogs. The surrounding waters also provided harvest for locals to enjoy. As you near Gwynn’s Island, you will see a historical marker for the Battle of Cricket Hill as you approach Gwynn’s Island Museum. This marker indicated Gwynn Island’s part in the Revolutionary War.