Semyon Dezhnev: Round the Tip of Asia, 1648
In 1648 Semyon Dezhnyov sailed from the Kolyma River past Cape Dezhnev and through the Bering Strait, eighty years before Vitus Bering entered the strait in 1728, and ended up wrecked near the mouth of the Anadyr. The route follows the voyage from Srednekolymsk to the cape, the Diomede Islands, the Anadyr mouth and the winter quarters at Anadyrsk. Some details, including the exact route, are debated, so most pins are approximate.