Revised SUM Flying with Music 1942
Florida socialite Ann Andrews becomes infatuated with a Caribbean nightclub singer, Juan Matanza, whom she has only seen in a photograph. In order to meet the singer, she has convinced her father to allow her to take a Caribbean tour with four girl friends, Jill, Bobbie, Jane and Mary, accompanied by a spinster chaperone, Miss Mullens. Before the women arrive on the islands, their assigned guide, Horace Willpott, confides his intense fear of flying to Harry Bernard, who is trying to elude Joe, a New York detective, and his interpreter, Wilbur. Believing that Joe and Wilbur want to arrest him for tax evasion, Harry offers to pretend he is Horace and take over his assignment, which will provide him with a cover and prevent Horace from losing his job. While flying to the various islands, Ann attracts the attention of pilot Don Terry, who asks her out to a nightclub at one of their stops. As she plans to search the nightclubs for her photograph lover, Ann agrees. When she then learns that her dream lover sings at a club on the island of La Monica, she convinces Harry to take her and her friends there, inadvertently providing Harry with yet another escape from the detectives. The entire island of La Monica is celebrating a carnival, and Ann and her pals go to see her singer and discover that, although he is as handsome as she imagined, he is happily married to another entertainer. Realizing that her fantasy has not come true, Ann finally recognizes that she is really in love with Don and goes to him. Meanwhile, when Joe and Wilbur finally confront Henry, he learns that they have been looking for him to inform him that he has won $100,000 in a sweepstakes. Harry is relieved and overjoyed, until he is informed that, after taxes, he actually owes the government $14.05.