Michaela Dunn, living on present day Cape Cod, dreams of getting into an art school, something her family just doesn't understand. When her stepfather refuses to fund a trip for a poetry workshop, Michaela finds the answer in a local contest searching for a poet to write the dedication plaque for a statue honoring Captain Benjamin Churchill, a whaler who died at sea 100 years ago. She struggles to understand why her town venerates Churchill, an almost mythical figure whose name adorns the school team and various tourist traps. When she discovers the 1862 diary of Leta Townsend, however, she gets a glimpse of Churchill that she didn't quite anticipate. In 1862, Leta Townsend writes poetry under the name Benjamin Churchill, a boy who left for sea to hunt whales. Leta is astonished when Captain Churchill returns after his rumored death. She quickly falls for him. But is she falling for the actual captain or the boy she constructed in her imagination?