Book Club Guide: The Letter from the Island by Rose Alexander

Affiliate Disclosure

Book cover of The Letter from the Island by Rose Alexander, featuring a stunning sunset over a coastal cliff and sea, viewed through a white balcony framed by blue shutters and pink bougainvillea. A sealed letter, a pen, a sprig of white flowers, and a patterned scarf rest on a wooden table in the foreground. The tagline reads, "Every week she writes a letter to her sister who died sixty years ago. One day, she receives a letter back..."

If your book club loves historical fiction that balances heartbreak, mystery, and resilience, The Letter from the Island by Rose Alexander is a must-read. Told in dual timelines, this emotional novel explores the bonds between twin sisters, the cost of survival during wartime, and what it truly means to be home.

Like many of Rose Alexander’s books, this one delivers everything a good book club discussion needs: layered characters who face impossible choices, fascinating historical details (especially about World War II in Crete), and a setting so vivid you’ll feel the Greek sun and smell the sea breeze.

The story is deeply immersive (I read it quickly because I was so pulled in!), full of meaning, and, of course, lots of topics that are great for a book club discussion.

Overview of The Letter from the Island

In the present day, Calliope (Callie) is living a quiet life in England with her granddaughter when she receives an unexpected letter—one she never thought would come. It’s from her twin sister, Calista, who she believed had died sixty years earlier. The shocking message sends her mind spinning back to the 1940s, when World War II reached the island of Crete and changed her life forever.

As the story unfolds, we follow two connected timelines: Callie and her granddaughter traveling back to Crete in the present day, and young Callie and Calista struggling to survive the Nazi occupation during the war. Their stories reveal family secrets, hidden betrayals, and a connection that endures—even after decades apart.

Rose Alexander weaves these narratives together beautifully, creating a rich story of memory, forgiveness, and identity. The dual timeline structure allows readers to see how choices made long ago still echo in the present.

Explore Chania, Crete in Real Life!

Questions for The Letter from the Island Book Club Discussion

(Note: mild spoilers included)

Explore the stunning rocky coastline of Chania, Greece (the setting for The Letter from the Island) under a bright blue sky.
  1. WWII historical fiction is a popular genre, often focused on France, Germany, or England. What did this book show you about the war in Greece and the experience on smaller islands like Crete?
  2. Many WWII novels feature the Resistance. Did this book teach you anything new about the Cretan resistance or local communities during the occupation? How do you think you would have responded if you had been in Calliope’s situation?
  3. Dual timelines often have one storyline that stands out. Which thread—past or present—did you find more compelling in The Letter from the Island, and why?
  4. George’s death happens early in the book and is both shocking and heartbreaking. Why do you think the author chose to place such a pivotal moment near the beginning? How did it shape your expectations for the rest of the story?
  5. Calista reveals her pregnancy—and the father’s identity—while in jail. Were you as surprised as Calliope by this revelation? How did it change your perception of both sisters?
  6. There are many hints that Calliope committed some kind of betrayal against her family. Did you guess what it was? How did you feel about the slow reveal?
  7. What did you think of Eliana and her relationship to both sisters? How did she influence the story’s themes of loyalty and sacrifice?
  8. When faced with difficult decisions, Calliope often asked herself, “What would Laurie do?” Why do you think she continued to use him as her moral compass, even when their relationship shifted?
  9. Calliope’s feelings for Laurie were complicated and often confusing. Why do you think she struggled to define their relationship?
  10. What were your impressions of Heinrich? Did you trust him? How did Callie’s mixed emotions toward him reflect the moral complexities of wartime relationships?
  11. Upon returning to Crete sixty years later, Calliope reflects on how local foods like olive oil and cheese—once everyday necessities—had become tourist attractions. Do you think many locals feel the same way about traditions becoming commercialized? Can you think of other examples around the world?
  12. When Calliope finally returns home, it’s both familiar and unrecognizable. What does it really mean to “return home” after so many years? How does this visit help her find peace?

Book Club Activities

To bring the story to life, try adding a few Greek island-inspired touches to your discussion night:

Drone capture of Chania's historic Venetian harbor, showcasing the iconic lighthouse against a scenic coastal backdrop. (Chania, Crete is the setting for The Letter from the Island by Rose Alexander.)
  • Sip mountain tea and learn about its traditional medicinal qualities.
  • Play a round of biriba, the card game that kept Calliope, Laurie, and others entertained during the war (you’ll need two decks of cards!).
  • Host a Greek-themed meal with crusty bread, salad, cheese, olives, and sweet snacks like loukoumades or kalitsounia, paired with Greek wine or raki.
  • Or for an immersive historical touch, sample food that reflects life during the war—simple beans, bread, powdered eggs, and don’t forget the evaporated milk to drink!
  • Decorate your space with photos of Chania, Crete, or play Greek music in the background to set the mood.

    These fun additions can help your group feel transported to Calliope’s Greek island home and deepen your connection to the story.

Final Thoughts

Hands holding books in a cozy library like for a book club discussion.

A good book club pick isn’t just about the story—it’s about the experience you share while reading it. The Letter from the Island offers both: a moving story that spans generations and a vivid sense of place that stays with you and allows the story to come to life.

It’s a book that makes you reflect on how war reshapes lives, how secrets ripple through families, and how forgiveness can sometimes take a lifetime (or sixty years) to find. Rose Alexander’s writing feels timeless, and her portrayal of grief, love, and reunion makes this one of those novels that stays with you.

Whether you read it curled up on the couch or dream of visiting Crete someday, The Letter from the Island will transport you to another time and place. And when your book club meets to discuss it, you’ll have a deeper connection to the story.

*I was given a version of this book for free in exchange for an honest book review.  Thank you to NetGalley and Bookouture. The book was released on 24 October 2025.

If You Enjoyed this Book Club Guide for The Letter from the Island, You Might Also Like:

Blog post cover photo for books and movies set in Greece with title in white writing on dark red background and a photo of the Parthenon in Athens, Greece