| Reputation | Pirate | Extra Booty |
| Admiral-in-chief of the Ottoman Empire in the 1530's. Conquered all of Tunisia. | |
| Sailed from Ocracote Inlet. Reputedly went into battle with smoking kelp in his beard and slow-burning hemp fuse tucked under his hat | |
| The 'Gentleman's Pirate'; hanged in Charleston, SC, in 1718. Formerly a wealthy planter; participated in the Siege of Charleston | |
| Most famous female pirate in the Carribbean. Captured in 1720; escaped hanging due to pregnancy | |
| Widow of Chinese pirate Zheng Yi and possibly most successful pirate of all time. Accepted amnesty in 1810. | |
| English hero known for circumnavigating globe; died of dysentery in 1596 after unsuccessful attack on San Juan, Peurto Rico | |
| Father of the American Navy, considered by British to be a common privateer | |
| | Reputation | Pirate | Extra Booty |
| Wealthy New York merchant and privateer, hanged in London after a sensational trial in 1701 | |
| Assisted Andrew Jackson at the Battle of New Orleans in 1815 | |
| Bostonian psychopath, notorious for torturing prisoners before executing them. Possibly hanged in Martinique by French authorities in 1724 | |
| Very successful privateer (and rum bottle icon) based in Bahamas; became Deputy Governor of Jamaica; died in 1688. | |
| Famed for his colorful calico clothing, he was captured and hanged in 1720 | |
| Highly successful Welsh pirate, captured over 470 ships before death in battle in 1722 | |
| Cruel and successful Carribbean pirate, marooned by a mutinous crew. Captured and hanged in Jamaica in 1721 | |
| HOF SS, 'The Flying Dutchman' | |
| Umm, guess much? | |
| 'Pops' | |
| Turned most double plays in history (1706) | |
| The Legend | |
| Goooooose! | |
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