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GamesApproximate

The Oregon Trail: The Game and the Real Trail

Three student teachers in Minneapolis wrote The Oregon Trail in two weeks in 1971 for a history class. Its 1985 Apple II version, set in 1848, became a staple of American classrooms — buying oxen, fording rivers, hunting buffalo and, all too often, dying of dysentery — and the series has sold more than 65 million copies. The game was built around real landmarks of the real trail, a 2,170-mile wagon route that some 400,000 emigrants travelled to Oregon and California, mostly between 1846 and 1869, across the homelands of many Native nations. The route follows the game's stops from Missouri to the Willamette Valley, with what stands at each place today.

8 locations8/8 visitable
MythologySpeculative

Odysseus Across the Wine-Dark Sea

After ten years at Troy, Odysseus sets sail for his island home of Ithaca and takes another ten to get there: blown off course, he meets a man-eating Cyclops, a witch who turns his crew into pigs, the Sirens, Scylla and Charybdis and a nymph who will not let him go, losing every ship and every companion on the way. Homer's Odyssey, composed around the late 8th century BC, has been read as a map for as long as it has been read. Already in antiquity the poem's places were linked to real coasts, mostly around Sicily and southern Italy. Those identifications are traditions, not facts, and the ancient geographer Eratosthenes doubted them all — so most pins here are marked speculative.

9 locations9/9 visitable
GamesExact

Assassin's Creed II: Ezio's Renaissance Italy

Florence, 1476: young Ezio Auditore watches his father and brothers hanged on false charges, and spends the next quarter-century hunting the men responsible across Tuscany, Romagna and Venice, all the way to the Vatican. Ubisoft's 2009 game rebuilt Renaissance Italy for climbing and running across rooftops, and mixed its invented feud between Assassins and Templars with real people — the Medici and Pazzi, Leonardo da Vinci, Caterina Sforza and the Borgia pope. The route visits the real buildings and towns of the game. The Auditore family and their villa are fictional; most of the events around them are invented or rearranged from history.

7 locations7/7 visitable
Real JourneysApproximate

The Odyssey of Christopher McCandless

In 1990 Christopher McCandless graduated from Emory University, gave his savings to charity and vanished from his family's life. For two years he drifted across America under the name "Alexander Supertramp" — working odd jobs, living in camps, paddling a canoe down the Colorado River into Mexico. In April 1992 he hitchhiked to Alaska and walked into the bush with very little food. He died there that summer, aged 24. Jon Krakauer told his story in the book Into the Wild (1996), filmed by Sean Penn in 2007. The route follows his documented trail. The Stampede Trail is dangerous, and this route is not an invitation to retrace the last part of it.

8 locations4/8 visitable
HistorySpeculative

Alexander the Great: Across the Known World

In the spring of 334 BC Alexander, the 22-year-old king of Macedon, crossed into Asia with an army of Macedonians and Greeks to make war on the Persian Empire. Eleven years later he had defeated the Persian king Darius III three times, taken Egypt, burned Persepolis and led his men to the rivers of the Punjab — and then died in Babylon at the age of 32, his empire stretching from Greece to India. The route follows the campaign through its turning points, with Arrian's Anabasis, written four centuries later from earlier accounts, as the main guide. Several battlefields can only be placed approximately; their pins are marked as such.

9 locations4/9 visitable
BooksApproximate

On the Road: Kerouac's American Journey

Between 1947 and 1950 Sal Paradise, a young writer from New Jersey, crosses America again and again — hitchhiking, by bus and in borrowed cars — usually in pursuit of his wild, magnetic friend Dean Moriarty. Jack Kerouac typed the story on a continuous scroll of paper in three weeks in April 1951, and it was published in 1957. Sal is Kerouac, Dean is Neal Cassady, and most of the trips really happened. The route picks out the places the novel names, from a rainy false start on the Hudson to Mexico City and back to a New York street corner. The novel gives towns and streets rather than addresses, so most pins mark areas, not doors.

9 locations8/9 visitable