While a thick vein of scepticism marked Enlightenment thinkers’ studies, such investigations cannot be divorced from their concurrent quest to merge the wondrous and the rational. Perhaps nowhere is this more apparent than in philosophers’ investigations of merpeople. Examining European gentlemen’s debates over mermaids and tritons illuminate their willingness to embrace wonder in their larger quest to understand the origins of humankind. Naturalists utilized a wide range of methodologies to critically study these seemingly wondrous creatures and, in turn, assert the reality of merpeople as evidence of humanity’s aquatic roots. As with other creatures they encountered in their global travels, European philosophers utilized various theories—including those of racial, biological, taxonomical, and geographic difference—to understand merpeople’s place in the natural world. By the second half of the eighteenth century, certain thinkers integrated merpeople into their explanation of humanity’s origins, thus bringing this phenomenon full circle.