Rose is a widowed grief counselor originally from the small, eccentric town of St. Olaf, Minnesota. She shares a home with three other older women in Miami. Deeply attached to her midwestern heritage, she is eager to host an elaborate, traditional wedding for her cousin to prove to her visiting relatives that she maintains her cultural values.

Dorothy is a sharp-witted substitute teacher who shares the Miami house with Rose, Blanche, and her elderly mother, Sophia. Scarred by an unhappy marriage to her ex-husband, she approaches romance with heavy skepticism. When her blind date goes poorly and she becomes a suspect in a local crime, she decides to use her intellect to investigate the situation herself.

Sophia is Dorothy's elderly mother, a Sicilian immigrant who lives with the younger women. She is blunt, unapologetic, and fiercely protective of her chosen family. Despite her advanced age, she actively participates in the amateur investigation, eagerly donning disguises and mocking the police's incompetence.

Blanche is a glamorous Southern belle who prides herself on her active romantic life. She is confident and unapologetic about her desires, immediately setting her sights on the groom's best man. When the wedding is disrupted by a police investigation, she enthusiastically joins her roommates in snooping around the hotel for clues.

Nettie is a young teacher from St. Olaf who views Rose as a surrogate mother. She loves her fiancé deeply but feels overwhelmed by both his snobbish family and the stringent traditional requirements of her own relatives. She wants a wedding that reflects her actual relationship rather than endless cultural obligations.

Jason is a Florida native engaged to Nettie. He is sweet-natured and genuinely appreciates Nettie's midwestern background, though he often feels judged by her traditional relatives. He struggles to set boundaries with his wealthy, ambitious parents and his sister Patricia, who want to dictate the terms of the wedding.

Gustave is the rigid mayor of St. Olaf. He oversees the town trust that dictates whether Nettie will receive her inheritance, making him an imposing authority figure over the wedding planning. He is highly suspicious of Miami's culture and frequently implies that Rose has lost touch with her roots.

Henry is an intelligent man who connects with Dorothy through a video dating service. He strikes up an immediate rapport with her over the phone and agrees to attend the wedding events as her guest. Their budding romance hits a sudden obstacle when he behaves erratically during their first in-person meeting at a local deli.

Patricia is Jason's ambitious sister who helps run her family's hotel business. She is sophisticated, highly manicured, and deeply condescending toward Rose and the midwestern wedding guests. She prioritizes her business's reputation above all else, attempting to brush over the discovery of a dead body to keep her events running smoothly.

Chip is Jason's brother-in-law, who helps manage the Bryant family hotel alongside his wife, Patricia. He presents an overly friendly but pushy demeanor that rubs Jason the wrong way. He is frequently absent from the main wedding events, citing a sports injury, while dealing with behind-the-scenes business matters.

Silva is a Miami police detective assigned to investigate the mysterious death at the Bryant family's hotel. She quickly zeroes in on Dorothy as her primary suspect, exhibiting strong bias and making condescending assumptions about older women engaging in romantic relationships. Her aggressive interrogation tactics push the women to start their own investigation.

Jorgen is a young man from St. Olaf serving as the best man in Jason and Nettie's wedding. As the son of a family friend, he represents the traditional midwestern background that Gustave favors. He quickly becomes the target of Blanche's intense flirtation.

Katrina is Rose's older aunt from St. Olaf. She travels to Miami for the wedding and views the city with deep skepticism, believing it has no space for midwestern values. Despite her rigid exterior, she occasionally demonstrates unexpected open-mindedness during the wedding events.

Mrs. Corzon is a family friend of the Bryants who helps facilitate some of the wedding events. She runs a notable local restaurant and crosses paths with the amateur sleuths during their investigation of the hotel grounds.

Pierno is a junior police officer working under Detective Silva. He participates in the interrogations of Dorothy and her friends, sharing his superior's dismissive attitude toward the women and eagerly enforcing the law when they cross paths during the investigation.