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Sailing the Wine-Dark Sea Reading Guide & Discussion Questions

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Sailing the Wine-Dark Sea by Thomas Cahill

Sailing the Wine-Dark Sea

Why the Greeks Matter

by Thomas Cahill
  • Critics' Consensus (3):
  • Readers' Rating (5):
  • First Published:
  • Oct 28, 2003, 320 pages
  • Paperback:
  • Jul 2004, 352 pages
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Book Club Discussion Questions

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Please be aware that this discussion guide will contain spoilers!

  1. In his analysis of Homer's Iliad, Thomas Cahill cites the epic's intense depictions of loyalty, villainy, and the honorable way to fight. Yet Homer ascribes noble behavior to both Trojans and Greeks. What parallels do you see between Homer's perception of heroism and our own? What do you make of the mythic justification for the Trojan war—a golden apple inscribed "to the fairest," bestowed by the Spirit of Discord? Do the mythic aspects of the Trojan War reveal any truths about why we do battle?

  2. The book addresses the question of luck versus prowess in the rise of a powerful civilization [see p. 49]. Intellect and drive obviously contributed to the Greeks' success, but do you consider them to be fortunate also? If so, in what ways were they luckier than those they defeated?

  3. The tragedies written by Greek playwrights such as Sophocles, Aeschylus, and Euripides often feature tremendous violence, such as Oedipus's blinding self-mutilation and the bloody conclusion to Antigone. One effect of this was catharsis for the audience, while demonstrating the power of the gods in determining our destinies. Do modern-day depictions of violence—in video games, films, and the media—serve a similar purpose?

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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 Anchor Books. 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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