Peter Easton! [http://en.wikipedia.org/wiki/Peter_Easton]
Probably the most profitable pirate of all time, Peter Easton was so formidable and menacing that he was never captured. At one point he had an armada of over 40 ships, several of those actual British Warships, a heavily fortified base in a cove, as well as an island. He was so powerful that Sir Richard Whitbourne, after being held captive by Peter Easton for eleven weeks, convinced the Brits to grant a pardon for Easton. He never did receive the pardon though, and continued to terrorize the high seas.
He eventually disbanded his armada and settled down into a life of luxury in Savoy, where it was rumoured that he had over two million pounds of gold when he died at a ripe old age.