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The Pirate's Daughter Reading Guide & Discussion Questions

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The Pirate's Daughter by Margaret Cezair-Thompson

The Pirate's Daughter

by Margaret Cezair-Thompson
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  • First Published:
  • Oct 15, 2007, 432 pages
  • Paperback:
  • Aug 2008, 432 pages
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About this Book

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For supplemental discussion material see our Beyond the Book article, A Short History of Jamaica and our BookBrowse Review of The Pirate's Daughter.


Please be aware that this discussion guide will contain spoilers!

About the Book Novelist Margaret Cezair-Thompson has found fertile material in Errol Flynn’s real-life passion for the Caribbean. In his later years he lived and played in Jamaica, and that is the springboard for a daring what-if tale about how the accidents and incidents of history and popular culture shape the lives of two women.

When Errol Flynn’s misdirected boat washes up on the shore of Jamaica in 1946, in The Pirate’s Daughter, it is like a message in a bottle tossed randomly from one world to another. And the fading film star deciphers a fresh paradise where he can practice his aging rakishness. While Eli Joseph, the area’s justice of the peace, reads friendship in the foreign man’s attentions, his teenage daughter Ida reads more. The past-tense matinee idol and the just-past-puberty girl produce a daughter, May, who comes to embody the recklessness and ambiguity of her parents’ brief affair.

As decades pass, two powerful forces menace and enhance by the lives of Ida and May—their connections to Flynn and Jamaica. The island is the book’s most beautiful character. Cezair-Thompson’s portrayal of the West Indies relays its tropical sweetness with images of lush green hills and deep blue harbors. The homey, accented chatter of its native people orient the reader to the sounds of a different world.

Yet the deep sense of community and the deep divisions in Jamaica’s cultural caldron act as two opposing magnets. Ida, in her youth, and May, in hers, are drawn away and drawn back again to the island. Dangerous unrest wells up as May stumbles over the threshold of adulthood. It is not the first time that the women have been visited by physical peril. But in their world danger is part of the adventure of living. So is love.

Cezair-Thompson‘s generously nuanced book embraces matters personal, political, and historical in the destinies of earthy but smartly complex characters. And for readers taking in The Pirate’s Daughter will be like living an extra life.

About the Author

At 19, Margaret Cezair-Thompson first hit American shores to hit the books. And after she received a B.A. in English at Barnard, she gained a Ph.D. at City of New York University Graduate Center. By then her sights had broadened beyond academics to encompass friendships and literary ambitions. “I'd made good friends and acquaintances in New York City,” she says. “I wanted to practice my craft as a writer and to write, that was foremost in my mind, and staying seemed the best choice.” So she traded one coast for another. Instead of returning to her beautiful island home of Jamaica, she adopted the United States. And other reasons pressed her: “At the time things had become politically distressing in Jamaica. There was a great deal of violence in the late 70's and early 80's, some of which had directly affected me and my family.”

Her critically acclaimed debut novel The True History of Paradise, published in 1999, focused on a heroine desperately fleeing the West Indies. That same year her son Ben was born. And currently, she is an associate professor of English at Wellesley College, where she has taught since 1990.

Her roots have been replanted in the US, yet her work continues to reside in Jamaica. Her latest book The Pirate’s Daughter looks at that nation through the lens of an affair between an aging film star and a head-strong island girl. It gives readers yet another excellent product of the author’s permanent spiritual connection to her idyllic and deadly homeland.

Discussion Questions

  1. Is this the story of a pirate’s daughter? Why or why not? Is there more than one pirate in the novel?

  2. How does Cezair-Thompson use the concept of pirates to tell the larger political story of Jamaica’s path to independence? What does this book say about Colonialism?

  3. Is this a novel about race? Is it a novel about class?

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  1. How does the author develop themes of identity and belonging throughout the narrative?
  2. What role does the setting play in shaping the characters' decisions and relationships?
  3. Discuss how the ending reframes the events of the story. Were you surprised?


Unless otherwise stated, this discussion guide is reprinted with the permission of Random House. Any page references refer to a USA edition of the book, usually the trade paperback version, and may vary in other editions.

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Beyond the Book:
  A Short History of Jamaica

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