It's the summer of 1942, and FBI agent Joe Lucas has come to Cuba at the behest of the Director to keep an eye on Ernest Hemingway in the Caribbean. Lucas thinks of it as a demotion--a babysitting job for a famous writer who has decided to play spy, assembling a team of misfits including an American millionaire, a twelve-year-old Cuban orphan, a Spanish jai alai champion and more in a would-be espionage ring Hemingway dubs the "Crook Factory."