- Artists have often romanticized the subjects of pirates and pirate ships. Oil paintings prior to the 18th century often showed pirates as criminals, bombarding other ships. During the 18th century, artists moved to depicting pirates as heroes conquering the open sea as opposed to conquering enemies. Historian Lynda Paul opines, "With pirates, popular culture and history meet."
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Folk art oil painting of a pirate shipThe types of oil paintings of pirate ships range from epic pieces of Blackbeard aboard his legendary ship to charming paintings that can be classified as antique folk art. Contemporary oil paintings of pirates are often look more like cartoons, betraying the pop cultural influence of Disney pirate movies such as "Peter Pan" and "Pirates of the Caribbean." Pirates and pirate ships are also favorite subject matter of lowbrow, outsider and pop surrealist artists. Vancouver's Tart Gallery hosts an annual "Lowbrow on the High Seas" pirate-themed art show. - Curators and historians point out that many oil paintings of pirate ships feature the famous pirates Captain Kidd, Blackbeard and Bart Roberts. They are typically in action, aboard their vessels. Two artists who devoted a great deal of their careers to painting pirate ships are N.C. Wyeth and Frederick Waugh.
- The popularity of oil paintings of pirate ships can be partially attributed to the blockbuster "Pirates of the Caribbean" movies, and Johnny Depp's excellent portrayal of a Keith Richards-style rock star pirate. However, pirate fandom has surpassed the realm of film and spawned the likes of National Talk Like a Pirate Day, Pirates Magazine, pirate festivals and fashion lines featuring skulls and crossbones.
- Oil paintings of pirates can be responsible for misconceptions about pirates. Historians have a challenging time untangling the truths about pirates from the mythologies promoted in art and literature. While it's clear that many pirates were barbaric thieves driven by naked greed, there was also a tradition of the privateer, or the legal pirate for hire. Of course, oil paintings can also capture the truths about pirates, such as that many had peg legs, carried parrots on their shoulders and wore eye patches.














