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What year did Columbus sail? Christopher Columbus first sailed to find a western route to Asia in 1492. He left the Spanish port of Palos on Aug. 3 of that year with three ships: the Santa Maria, captained by Columbus himself, and the smaller Nina and Pinta, helmed by the Pinzon brothers.
Christopher Columbus was a sailor from his teen years. He first sailed to the New World in 1492 - he was born in 1451 that would make him 41. The Queen of Spain commissioned him in 1492 and he sailed west with 3 ships and a crew of 90. October 12th 1492 he found an island in the Bahamas that he named San Salvador. He thought he reached Asia.