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It is widely acknowledged that seafarers played a huge part in the colonisation of the world. Sometimes also known as pirates or privateers, their passion for discovery also meant that they were involved in what would become the largest empires in history, colonising various territories across the globe. From Barlowe to Raleigh to Hakluyt to Drake, these men changed the world, including the ways in which it was perceived and comprehended. They also played a role in one of the biggest human atrocities ever committed – the transatlantic slave trade. To discuss all these different components, one must engage with some primary sources alongside narrative history, which together reveal what was at stake during the early modern period and how Europeans perceived the New World.