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Hyannis Port, Massachusetts, is synonymous with the Kennedy family. It is where, for a hundred years, America’s most storied political family has come to celebrate, bond, play, and grieve. It is also the setting of so many events we remember: JFK giving his presidential acceptance speech, Jackie speaking with a Life magazine reporter just days after her husband’s assassination, Senator Edward Kennedy seeking refuge after the Chappaquiddick crash, Maria Shriver and Arnold Schwarzenegger tying the knot—and even Conor Kennedy courting pop star Taylor Swift.

On the night of her 13th birthday, Jane Howard made a vow to her warring parents – she would never get married and she would never have children. But life, as Jane comes to discover, is a profoundly random business. Many years and many lives later, she is a professor in Boston, in love with a brilliant, erratic man named Theo....