Caroline holds a deep secret. Existing in 1727 and 1927 simultaneously, each night she goes to sleep in one life and wakes up in the other. Searching for answers to her unique existence, Caroline stumbles upon a letter from her mother that hints at her own experiences as a time-crosser, sending Caroline on a quest to uncover the truth. In 1727, chasing the mysteries of her mother's past, Caroline disguises herself as a cabin boy and joins a ship sailing for the Bahamas, her mother's last known location. Amid treacherous waters, she crosses paths with Marcus Zale, a ruthless but handsome pirate, and finds herself caught in a web of secrets, deception, and unexpected alliances.

Meanwhile, in 1927 St. Paul, Minnesota, Caroline grapples with her other life as the daughter of a renowned preacher. Her two older brothers have strayed from their upbringing into the corruption rampant during Prohibition, and Caroline struggles to protect her parents from the truth that could shatter her father's career. As her search for answers about her time-crossing leads her to the dangerous speakeasies of St. Paul, Caroline enlists the help of police officer Lewis Cager, a childhood friend. But when her family's future is put at risk and loyalties are tested, Caroline is faced with a life-altering decision that could reshape her destiny.