Daniel and Tina are a couple who decides to get hitched. Daniel is an engineer working in Singapore, who comes from a humble Hokkien Malaysian family, while his wife-to-be Tina, comes from a well-to-do Cantonese Singaporean family. What follows the happy decision to tie the knot is a series of problems involving both families - the disparity in perceived wealth and the countless differences between Singaporean and Malaysian, Hokkien and Cantonese cultures.

The Wedding Diary 2 picks up two years after the marriage of Wei Jie (Aniu) and Zhixin (Elanne), when they welcome a new and unexpected addition to their family. However, all is not well for Wei Jie's in-laws when Zhixin's father, Colin (Jack Choo) suffers a stroke, which puts a strain on the couple's relationship as Zhixin has to step up to handle her father's business and at the same time, ensure that her mother (Kara Hui) does not fall into depression and anxiety due to her husband's condition.