There are challenges to living in a seasonal community like Cranberry Harbor, especially for the young people who grew up there, trying to find their path now and help their communities grow and evolve with the times. Picking up a few months after Christmas in Cranberry Harbor ends, Lizzie Martin has returned to Cape Cod and is co-running the Cranberry Harbor Gazette with her dad, Peter. Thanks to an angel donor they are well-situated to keep telling the stories of their beloved community well into the future. Happily reunited, Lizzie and Jack seem to be on track to become engaged, but Lizzie has her worries, given their history. Jack has been very preoccupied with his proposed project for the town, and while most of Cranberry Harbor is on board, a couple of locals seem determined to undermine its success.