He was a passenger on the in the Winthrop Fleet in 1630, part of The Great Migration. It was the largest fleet ever assembled to carry Englishmen overseas to a new homeland. It was a well planned and financed expedition comprising eleven ships that carried 700 immigrants from England to the Massachusetts Bay Colony. The group, led by Governor John Winthrop, sailed from April to July of 1630. The fleet landed at Salem. Of the 700 on board, 200 died during the voyage, and 100 returned to England soon after arrival. Some of the 400 remaining settlers stayed in Salem, but many moved on to Boston, Watertown, or other settlements.