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| 1590 |
| | An English ship, the first to arrive at Roanoke Island since 1587, finds no remaining trace of the settlers or their settlement | |
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| 1607 |
| | Colonists establish the first lasting British settlement in the new world, at Jamestown | |
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| 1608 |
| | John Smith claims (many years later) that when captured by Indians he was saved from execution by Pocahontas, daughter of the chief | |
| | Map of Virginia featuring an image of Pocahontas, 1608 National Archives, Kew
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| 1609 |
| | Henry Hudson reaches the inlet of New York Bay and explores the river now known by his name | |
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| 1613 |
| | The American Indian princess Pocahontas is taken hostage by Jamestown colonists in the first Anglo-Powhatan war | |
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| 1614 |
| | Pocahontas is baptized a Christian and marries John Rolfe, one of the Jamestown colonists | |
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| 1616 |
| | Pocahontas fascinates Londoners when she arrives with her husband to publicize Jamestown | |
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| 1616 |
| | John Smith publishes A Description of New England, an account of his exploration of the region in 1614 | |
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| 1620 September 16 |
| | The Pilgrims (or Pilgrim Fathers), a group of 102 English settlers, sail in the Mayflower to the new world | |
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| 1620 November 11 |
| | Ten days after their first landfall, at Cape Cod, the adult males on the Mayflower agree a form of government for their new colony | |
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