Top Ten Historical Pirate FlagsBest/coolest/favorite historical pirate flags. Which design do you like best? If you choose to add one on, please make sure it’s considered authentic not fictional. I know there’s a lot of debate on which flags are authentic so please just try your best.
Years active: 1692 - 1695.
The sword on a black background signifying violence/death was imminent but there’s no need for bloodshed if the victims “stand down”. He was known to treat those who surrendered very well, even described as a kind man. You guys knew I would have this at #1 right?
I don’t get why they used flags at all. I mean why would they warn people that they are pirates?
Years active: 1719 - 1722.
White pirate with a white skeleton holding an hour glass. Was to signify time was running out for their victims.
This one is just crying out to be coloured in.
Years active: 1716 - 1718.
Horned skeleton making a toast while pointing a spear at a heart dripping blood. His flag signifies slow painful death to his victims that don’t surrender. Was known to commandeer ships using fear and intimidation rather than violent force.
Years active: 1718 - 1722.
Violent psychopath. Flag represents no lives will be spared on the ships he attacks. Hourglass with wings signifies time is running out for the victims. The sword and skull on a red flag meant they’re going to attack and kill everyone on the ship. However, there’s a debate on if this is really his flag. Some say it is, some say it belonged to another pirate (possibly William Moody) and some say the flag is completely fictional.
Years active: 1721 - 1724.
Described as brutal, a savage and desperate. Was known to violently torture his victims before he murdered them. The red skeleton represents the evil and anger of the pirate crew and a very violent bloody death was imminent for the victims.
Years active: 1718 - 1721.
Next to the (somewhat) traditional Jolly Roger was a naked pirate holding a sword in one hand and a hourglass in the other. The naked pirate represents he has no shame (Lol) and again the sword and hourglass he’s holding signifies violence is coming and the victim’s time is running out. Word is this flag was also used by a pirate named Jean Thomas Dulaien.
Years active: 1717 -1718.
Rich man turned pirate. Like Thomas Tew, he was known to be polite and quite the gentleman to those who surrendered. The knife to the left signifies violence/death while the heart on the right represents life.
Years active: 1719 -1722.
This flag depicts him standing on two skulls with the initials ABH (A Barbadians Head) and AMH (A Martiniquan’s Head).
Years active: 1718 - 1720.
Used the traditional “Jolly Roger” but replaced the cross-bones with swords. Again signifying they are more then willing to get violent if the crew didn’t surrender.
This is one of the most iconic pirate flags that literally anyone could recognize. What's it doing at the bottom? - SoongeBill
most iconic pirate flag
Years active 1694 - 1696.
Used the traditional “Jolly Roger” but turned the skull to the side and wearing a kerchief.