Christopher Columbus's Journey By shainaa2009 Sep 8, 1492 Voyage Begins! Christopher Columbus begins his voyage with his three boats, the Nina, the Pinta and the Santa Maria Period: Sep 8, 1492 to Jan 16, 1493 Voyage #1 Sep 15, 1492 Columbus reaches the Canaries Sep 20, 1492 Columbus reaches the Sargasso Sea The weather is becomes unfavorable Oct 12, 1492 The Pinta reaches Watling's Island in the Bahamas, West Indies They name the island San Salvador Oct 28, 1492 Columbus reaches Cuba Dec 5, 1492 The Santa Maria sinks Dec 5, 1492 Columbus establishes the first Spanish settlement in the New World Jan 16, 1493 Starts journey back to Spain