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The Auld Shillelagh was a pub located in Alveston, outside of BristolEngland and on the road to Hatherton. It was owned by a man called Jack and was commonly frequented by Edward Kenway during his trips into the town in his youth.

On one such occasion in 1711, Edward noticed three of his rivals - Tom Cobleigh, his son Seth, and a man named Julian - encouraging a young woman to drink to intoxication, with less than honorable intentions. After confronting the three as they took the girl outside, Edward briefly fought the trio before Caroline Scott arrived and intervened on his behalf, sending the men running.

After introducing herself, Caroline took the woman - revealed to be her family's servant, Rose - and rode off again, leaving a smitten Edward outside the tavern.