Pirate Flags

During the Golden Age of Piracy, pirate ships used a number of distinctive flags that they would raise once they had another ship within firing distance, offering their prey a chance to surrender rather than risk fighting with no quarter. Here at Medieval Collectibles, we offer a selection of excellent pirate flags used by some of the most infamous pirates in history like Calico Jack and Henry Avery, as well as the iconic Jolly Roger flag. These skull and crossbones flags, along with our other designs, often show off burn marks and other stylized wear and tear to give them a realistic look. Our buccaneer flags come in a range of different sizes, allowing you to choose the one that best suits the space you have in which to hang it. Some of our swashbuckler flags have been treated with a waterproofing agent to prolong their life when displayed outdoors. Many of our pirate ship flags feature grommets for ease of hanging, as well. Fans of Black Bart, Blackbeard, and other notables are sure to appreciate the bold look of these excellent canvas flags!
Arrgh Matey Pirate Flag
Arrgh Matey Pirate Flag

Item #: CH-FAM

Is the pirates life for you? Well then, flag ahoy! Our Arrgh Matey Pirate Flag is an utterly piratey decoration that is perfect for use in your home, on your deck, or atop your ships mast! Want to show your pirate pride? Buy this!

Price: $15.00
Bartholomew Roberts Pirate Flag
Bartholomew Roberts Pirate Flag

Item #: CH-FBR

One of the most infamous pirates on the Caribbean Sea and the Atlantic Ocean, Bartholomew Roberts, also called Black Bart, was the captain of the Royal Fortune. His first standard can be seen on the Bartholomew Roberts Pirate Flag.

Price: $15.00
Battle Worn Small Calico Jack Flag
Battle Worn Small Calico Jack Flag

Item #: LXCBAT2

Calico Jack was such a famous pirate captain that, three hundred years later, his emblem is still one of the most iconic Jolly Rogers. With the Battle Worn Small Calico Jack Flag, you can have your own handmade version of this symbol.

Price: $49.99
On Sale For: $42.00
Battle Worn Small Henry Avery Flag
Battle Worn Small Henry Avery Flag

Item #: LXHBAT2

Pirates represent adventure on the high seas, and few were quite as adventurous as the legendary Henry Avery. Raise the Jolly Roger of the one and only King Pirate practically anywhere with the Battle Worn Small Henry Avery Flag.

Price: $39.99
On Sale For: $33.00
Battle Worn Small Jolly Roger Flag
Battle Worn Small Jolly Roger Flag

Item #: LXJBAT2

With the Battle Worn Small Jolly Roger Flag, your superior prowess as a land raiding and cutlass wielding buccaneer can be shown anywhere! The convenient size of this flag allows you to easily display it in your home or office.

Price: $39.99
On Sale For: $33.00
Black Bart Pirate Flag
Black Bart Pirate Flag

Item #: CH-FBB

The pirate known as Bartholomew, or Black Bart, Roberts was infamous for his grudge against the Barbadians and the Martiniquians. He hated them so much, he made a flag, the Black Bart Pirate Flag, to advertise his enmity to them.

Price: $15.00
Blackbeard Pirate Flag
Blackbeard Pirate Flag

Item #: CH-FET

Perhaps the most feared pirate on the seven seas, Edward Teach, also known as Blackbeard, used fear and intimidation as weapons. Fly the Blackbeard Pirate Flag and use the fear of your enemies as a weapon to get your booty!

Price: $15.00
Calico Jack Rackham Pirate Flag
Calico Jack Rackham Pirate Flag

Item #: CH-FCJ

Called Calico Jack because of the fabric his clothing was made from, John Rackham is one of the most famous pirates from the Golden Age of Piracy. His standard, seen on the Calico Jack Rackham Pirate Flag, is a type of Jolly Roger!

Price: $15.00
Jolly Roger Pirate Flag
Jolly Roger Pirate Flag

Item #: CH-FJR

Quite possibly the most famous of all the pirate flags, the Jolly Roger, as seen in the Jolly Roger Pirate Flag, has been flown by many pirate captains, including Edward England! Now you, too, can fly this iconic flag in your home!

Price: $15.00
Medium Henry Avery Flag
Medium Henry Avery Flag

Item #: LXHREF1

The Arch Pirate Henry Avery was undoubtedly the most successful pirate of the late 17th century. The Medium Henry Avery Flag showcases his iconic emblem, adding a handmade touch from the Golden Age of Piracy to your home decor.

Price: $99.99
On Sale For: $85.00
Medium Jolly Roger Flag
Medium Jolly Roger Flag

Item #: LXJREF1

The skull and crossbones, known as the Jolly Roger, has been an iconic symbol since the early 1700s, or the Golden Age of Piracy. Now, you can fly your very own handmade Jolly Roger anywhere with the Medium Jolly Roger Flag.

Price: $99.99
On Sale For: $85.00
Small Henry Avery Flag
Small Henry Avery Flag

Item #: LXHREF2

There are few pirates as infamous as the one and only Henry Avery, his iconic emblem a symbol of an impending raid from scoundrels of the high seas. Implement this sinister symbol into your decor with the Small Henry Avery Flag!

Price: $49.99
On Sale For: $42.00
Small Jolly Roger Flag
Small Jolly Roger Flag

Item #: LXJREF2

A sinister symbol of piracy since the early 18th century, the Jolly Roger has become a well loved emblem for fans of the pirate life. Prove yourself a swashbuckling buccaneer in your home decor with the Small Jolly Roger Flag.

Price: $49.99
On Sale For: $42.00
Surrender the Booty Pirate Flag
Surrender the Booty Pirate Flag

Item #: CH-FSB

Are looking to strap on an eye patch and sail the seven seas in search of ships to plunder? If your answer is yes, then you are going to need a piratey flag to fly above your pirate vessel, like the Surrender the Booty Pirate Flag!

Price: $15.00
Thomas Tew Pirate Flag
Thomas Tew Pirate Flag

Item #: CH-FTT

Inspired by what is believed to have been the personal standard of infamous Rhode Island pirate, Thomas Tew, the Thomas Tew Pirate Flag is a fine example of classic pirate decor. This sea-worthy flag is something all pirates need!

Price: $15.00