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.
| Actor | Role |
|---|---|
 Kiyoshi Atsumi寅次郎 | 寅次郎 |
 Chieko Baisho樱花（阿寅的妹妹） | 樱花（阿寅的妹妹） |
 Masami Shimojō车龙造（阿寅的叔叔） | 车龙造（阿寅的叔叔） |
 Chieko Misaki车つね（阿寅的婶婶） | 车つね（阿寅的婶婶） |
 Gin Maeda阿博 | 阿博 |
 Hisao Dazai桂梅太郎（章鱼厂长） | 桂梅太郎（章鱼厂长） |
 Gajirō Satō源公 | 源公 |
 Chishū Ryū御前样 | 御前样 |
 Hidetaka Yoshioka满男 | 满男 |
 Jun Miho明美 | 明美 |
 Ryuzo Tanaka茂 | 茂 |
 Takuzō Kawatani酒井 | 酒井 |
 Komaki Kurihara真知子 | 真知子 |
 Akira HitomiNot listed | Not listed |
 Takashi SasanoNot listed | Not listed |
 Ken MitsuishiYoung man B | Young man B |
 Ken NakamotoYoung man A | Young man A |
 Naomi MatsuiHigh school girl A | High school girl A |
 Shoko NakajimaNot listed | Not listed |
 Kazuhiko KasaiNot listed | Not listed |
 Rika TouNot listed | Not listed |
 Yoshino TaniNot listed | Not listed |
| KKeiroku SekiTora's friend | Tora's friend |
| KKazuko IshiiNot listed | Not listed |
| RRibeka KojimaNot listed | Not listed |
| AAkiko IsozakiNot listed | Not listed |
| SSayoko MakinoNot listed | Not listed |
| LLeo MNot listed | Not listed |
| RRika TanakaNot listed | Not listed |
| HHaruko ChichibuNot listed | Not listed |