From a cultural perspective, parrots and pirates go together like peanut butter and jelly. But why do we associate one with the other? The image of a pirate with a parrot perched on his shoulder is one of the most enduring tropes in Western popular culture. From Treasure Island to Pirates of the Caribbean, from literature to film, theme parks, and even sports mascots, the association between parrots and pirates is now so ingrained that it feels almost historical. But where did this connection actually originate - and how accurate is it? In this episode, we examine the historical, literary, and cultural roots of the parrot–pirate stereotype. Drawing from primary accounts of 17th-century Caribbean raids, the journals of Christopher Columbus, early travel narratives, and maritime trade records, we explore how parrots entered European awareness as exotic commodities through exploration, colonization, and piracy. We then trace how these real-world encounters were absorbed and amplified by literature, particularly in Robinson Crusoe and Robert Louis Stevenson’s Treasure Island, before becoming permanently embedded in popular imagination through modern film, animation, and entertainment. We also address the historical ambiguity surrounding actual pirate ownership of parrots—what evidence exists, what is speculative, and why the trade in exotic birds made parrots accessible to sailors, privateers, and pirates alike. By situating parrots within broader patterns of early modern global trade, colonial spectacle, and the European fascination with the “exotic,” this episode reframes a familiar cliché as the product of very real historical forces. Rather than asking whether pirates really had parrots, we ask a more revealing question: why did this particular image endure, and what does it tell us about exploration, empire, and the stories we choose to remember? Links: Visit Us: https://www.parrotstars.com Parrot Stars on Instagram: https://www.instagram.com/parrotstars/ Parrot Stars on TikTok: https://www.tiktok.com/@parrot_stars Parrot Stars on YouTube: https://www.youtube.com/@parrotstars Support the Parrot Stars Podcast: https://www.buzzsprout.com/2376122/support Follow the Parrot Stars Podcast wherever you get your podcasts so you never miss an episode. Watch the video content on YouTube. Follow us on Instagram and TikTok for regular updates about all of the phenomenal things happening at Parrot Stars! Enjoy the episode? Download each one and don’t forget to like, subscribe, and review! Your support helps us with everything we do and we genuinely appreciate it. Send us a text Support the show Learn more about Parrot Stars and shop online at parrotstars.com