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Willie Mackay was captain of the Annabelle and a friend of the McLaren clan. In 1746, he and Trask smuggled weapons from France to Scotland, but Trask betrayed him to the English and seized control of his ship. Mackay was to be transported to a Caribbean plantation as a slave, but with the Second Doctor's help, he regained control of his ship and took his former fellow prisoners to safety in France. (TV: The Highlanders)