Caroline holds a deep secret. Living in 1727 and 1927 simultaneously, each night she goes to sleep in one life and wakes up in the other. In search of answers to her unique existence, Caroline stumbles upon a letter from her mother hinting at her own experiences as a time-crosser, sending Caroline on a daring quest to uncover the truth. In 1727, Caroline disguises herself as a cabin boy and joins a ship sailing for the Bahamas, her mothers last known location, where she crosses paths with a ruthless but handsome pirate and is caught in a web of secrets, deception, and unexpected alliances.

In 1927 St. Paul, Minnesota, Caroline grapples with her other life as the daughter of a renowned preacher. Her two older brothers have fallen prey to the corruption rampant during Prohibition, and Caroline struggles to keep their involvement hidden to save her fathers career. As her search for answers about her time-crossing leads her to the dangerous yet exciting world of speakeasies, Caroline enlists the help of a childhood friend who is now a police officer. But with her familys future at risk and their loyalties tested, Caroline faces a life-altering decision that could reshape her destiny.