Two of the most famous Native Americans in early colonial history may well have met in London. Matoaka, nicknamed Pocahontas, who lived near the Jamestown settlement in Virginia and Tisquantum, better known as Squanto, who greeted the Pilgrims in Plymouth, Massachusetts, were apparently living near other in the English capital in late 1616. Pocahontas and Squanto were both part of a small and complexly entwined commercial community of merchants, sea captains, and maritime entrepreneurs, whose ventures spanned the globe. The two Native Americans were kidnapped in America within a year of each other and eventually came to England, where they were welcomed enthusiastically.

Although there is, as yet, no documentation to prove that such a meeting took place, circumstantial evidence suggests that they met when they were staying only a few hundred yards down the street from each other in the homes of men with interlocking business interests. Although the histories of Jamestown and Plymouth are usually treated as separate chapters in most narratives of American history, they were closely linked.