Whistle for a Wind is set in 1820 on Brigport (based on the Maine island of Matinicus), where the Bennetts lived before settling on the island that bears their name. Here we meet Jamie Bennett, the patriarch of the Bennetts, and learn about island life during the year that Maine became a state. In typical Ogilvie fashion, the story revolves around a central crisis: Wreckers are luring ships onto the rocks in order to abscond with their cargo. The skipper of the Cynthia is killed in one such raid, and soon Jamie is involved in bringing the killers to justice.