The Pilgrims By epomerat Sep 16, 1620 The Mayflower leaves England. Nov 9, 1620 The Pilgrims aboard the Mayflower sight land Nov 21, 1620 The signing of the Mayflower Compact Dec 21, 1620 The Pilgrims arrive at site of Plymouth settlement, Begins It is the beginning of a very difficult first winter. Mar 16, 1621 First formal contact between English Colonists and Native Americans Oct 15, 1621 "First" Thanksgiving in Plymouth The "First" Thanksgviing was sometime during October of 1621. Nov 15, 1621 The Fortune arrives at Plymouth Colony The Fortune was the second ship to arrive. The only ship before it was the Mayflower. Jul 15, 1623 Two more ships arrive at Plymouth Colony