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A Pirate Looks at Fifty is the autobiography of the singer and songwriter Jimmy Buffett, revolving around the singer's fiftieth birthday. The book was released on June 3, 1998.
Buffett chronicles important happenings up to his fiftieth (the beginnings of his career, his plane crash, etc.) and his birthday celebrations - plane hopping in South America and the Caribbean.
The book headed the New York Times Bestseller non-fiction list in June 1998, making him the sixth author in that list's history to have reached #1 on both the fiction and non-fiction lists.