It is the early 1980s, a time when air travel was uncomplicated, when people still smoked in offices, restaurants and bars. Caribbean Ice, set on St. Ursula, a British Caribbean island very near to the American and British Virgin Islands, is the second novel in a trilogy featuring Frank James, poet and private detective. Until being indicted, Bailey Vandeventer ran the Back Bay Escort Service providing sexual services to a high end clientele that included leading politicians, business men and opinion makers. When the Boston Globe ran an article claiming that Bailey had notebooks detailing her clients' identities and sexual preferences she takes refuge on St. Ursula, staying with her college roommate, Vivian Parker, the wife of St. Ursula's Prime Minister, L. Arthur Parker. Parker tells Frank that if he wishes to remain on St. Ursula he will protect Bailey from the people who are seeking her notebooks and wish to silence her. When Bailey is kidnapped Frank, Chance and their friend, Vinnie Ledford, a retired SEAL set out to rescue her.