Jason Prosper grew up in the elite world of Manhattan penthouses, Maine summer estates, old-boy prep schools, and exclusive sailing clubs. A smart, athletic teenager, Jason maintains a healthy, humorous disdain for the trappings of affluence, preferring to spend afternoons sailing with Cal, his best friend and boarding-school roommate. When Cal commits suicide during their junior year at Kensington Prep, Jason is devastated by the loss and transfers to Bellingham Academy. There he meets Aidan, a fellow student with her own troubled past, and they embark on a tender, awkward, deeply emotional relationship.

When a major hurricane hits the New England coast, the destruction it causes brings with it another upheaval in Jason's life, forcing him to make sense of a terrible secret that has been buried by the boys he considers his friends.

Set against the backdrop of the 1987 stock market collapse, The Starboard Sea is an examination of the abuses of class privilege, the mutability of sexual desire, the thrill and risk of competitive sailing, and the adult cost of teenage recklessness. It is a powerful and provocative novel about a young man finding his moral center, trying to forgive himself, and accepting the gift of love.