When Alex Massolini's brother is killed in Vietnam, he drops out of Columbia University and leaves his conservative family behind for Capri to become secretary to Rupert Grant, a famous British novelist and poet who dominates the island like a latter—day Prospero. Alex soon finds himself ensnared in a web of love affairs, friendships, and rivalries within the eccentric community that inhabits the idyllic beauty of the isolated Italian island. The Apprentice Lover traces a young American's enchantment and disenchantment—with his American past, his new European mentor, and the various inhabitants on an island famous for its characters.