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He led an unsuccessful uprising against the English, and was eventually forced into exile as part of “the Flight of Earls.”
The Flight of the Earls, one of the most celebrated episodes in Irish history, occurred on September 14, 1607, when Tyrone and Tyrconnel embarked at midnight at Rathmullen on Lough Swilly, with their wives, families and retainers, numbering ninety-nine persons, and sailed for Spain.
Driven by contrary winds to take shelter in the Seine, the refugees passed the winter in the Netherlands, and in April 1608 proceeded to Rome, where they were welcomed and hospitably entertained by Pope Paul V, and where Tyrconnel died the same year.
In 1613 Tyrone was outlawed and attainted by the Irish parliament, and he died in Rome on the 20th of July 1616. He was four times married, and had a large number both of legitimate and illegitimate children.