Tora-san's family's neighbor, Akemi, who had been married in Marriage Counselor Tora-san (1984), runs away from her husband, who is only interested in work. Tora-san follows her to Shikinejima, and attempts to bring her back to her home. In doing so he encounters a school-reunion group who are traveling to meet their elementary school teacher, which is a reference to the film Twenty-Four Eyes by Keisuke Kinoshita. Tora-san joins them and falls in love with the teacher.

寅次郎赚了些钱，决定要请照顾妹妹多年的叔叔、婶婶，参加旅行社的豪华团去趟夏威夷。两老要出国的消息很快传遍了整个柴又!但命运总爱捉弄寅次郎，替他安排行程的经济人携款潜逃，叫他们好梦成空 。为了免遭人奚落，他们决定晚上才摸黑回柴又，然后躲它个三、五天再现身......