William Augustus Bowles (1763–1805), also known as Estajoca, was a Maryland-born English adventurer and organizer of Native American attempts to create their own state outside of Euro-American control. He is also affectionately called Billy Bowlegs, although there is no evidence that he ever used that name himself.[1]
Some sources give his date of birth as 1764.[2] Bowles was born in Frederick County, Maryland. He joined the British Army at the age of 13, and served with the Maryland Loyalist Battalion as an ensign during the American Revolution. He went with the battalion when it was ordered to part of the garrison of Pensacola. Upon arrival, and as he was an officer, Bowles resigned his commission, and left the fortifications. He was captured by Indians from the Creek Nation.
While living with the Creek Nation, Spanish naval forces with soldiers embarked upon their ships, began to attack British forts along the Gulf Coast. Bowles convinced the Creeks to support the British garrison of Pensacola against the Spaniards, but the garrison fell when its powder magazine was hit by artillery fire from the Spanish ships. The survivors of the garrison were captured, but Bowles escaped into the wilderness with his Creek allies. This occurred May 9, 1781, when Bowles was either 16 or 17 years old.
He would marry two wives, one Creek (the chief's daughter) and the other Cherokee, and become heir to the Creek chiefdom. In one of the bizarre twists that makes Bowles so interesting, after this battle, he was reinstated in the British Army, and went to the Bahamas. After a few months in the Bahamas, the British governor Lord Dunmore, sent Bowles back among the Creeks with a charge to establish a trading house among them. Bowles established a trading post along the Chattahoochee River.
Pursuing his idea of an American Indian state after the end of the Revolutionary War, he was received by George III as 'Chief of the Embassy for Creek and Cherokee Nations' and it was with British backing that he returned to Florida.
In 1795, along with the Seminoles, he formed a short-lived state in northern Florida known as the "State of Muskogee", with himself as its "Director General", and in 1800, declared war on Spain. Bowles operated two schooners and boasted of a force of 400 frontiersmen, former slaves, and warriors.
A furious Spain offered $6,000 and 1,500 kegs of rum for his capture, and when he finally was captured, he was transported to Madrid where he was unmoved by Charles IV of Spain's attempts to make him change sides. He then escaped, commandeering a ship and returning to the Gulf of Mexico. One of the main victims of his piracy was the trading firm of Panton, Leslie & Company.
In 1803, not long after having declared himself 'Chief of all Indians present' at a trial council, he was betrayed and turned over to the Spanish and died in prison in Havana two years later, having refused to eat.
The modern-day Billy Bowlegs Pirate Festival in Fort Walton Beach, Florida, is purported to be named after Bowles.
Le Clerc Milfort's Travels & Sojourn in the Creek Nation