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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 3, 1492, Columbus set sail from Palos, Spain, with three small ships, the Santa Maria, the Pinta, and the Nina. On October 12, the expedition reached land, probably Watling Island in the Bahamas. Later that month, Columbus sighted Cuba, which he thought was mainland China, and in December the expedition landed on Hispaniola, which Columbus thought might be Japan. He established a small colony there with 39 of his men.