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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.
On August 3rd, 1492, Christopher Columbus fleet of three ships set sail from the Spanish port of Palos. Eighty-seven men onboard the Santa Maria, the Pinta, and the Santa Clara  nicknamed the Ninatraveled for more than two months across a seemingly endless Atlantic Ocean.