Plot

After a spoiled, wealthy yacht owner is thrown overboard and loses his memory, a mistreated employee convinces him that he is her working-class husband.

Kate Sullivan is a single mom of three daughters who works two jobs while studying to be a nurse. She is assigned to clean carpets on a yacht owned by spoiled, arrogant playboy Leonardo 'Leo' Montenegro. Leo makes rude remarks towards Kate and fires her without pay when she refuses to bring him food. When Kate calls out his behavior, Leo pushes her off the boat along with her cleaning equipment. Meanwhile, in Mexico, Leo's sisters Magdalena and Sofia are tending to their ailing father. Furious when Leo is announced as his successor to run the family-owned company, Magda decides to visit him. That night, Leo slips off the yacht and falls into the ocean unnoticed. He wakes up on a beach with amnesia and no recollection of his identity. He wanders through town and eventually reaches the hospital. Magda finds him and leaves him there unclaimed after learning he has amnesia. She returns home and falsely reports that Leo has died. Sofia suspects Magda is lying..

Three long decades after the life-altering events that took place in Overboard (1987), yet another case of severe amnesia stirs old memories in Elk Cove, when the haughty heir and extravagant philanderer, Leonardo, ends up in the quiet community's local hospital. Now, it's the perfect time for retribution--and as Leonardo's wronged former employee and hard-working single mother of three, Kate, decides to pay him back in the same coin--the stage is set for the ultimate lesson in humility. In everyone's eyes, poor "Leo" is Kate's missing husband who struggles to provide for the family while trying his best to remember his shadowy past; nevertheless, will this improbable couple survive the inevitable revelations, and the unanticipated complications of love?—Nick Riganas

Kate Sullivan (Anna Faris) is a single, working-class mother of three who's hired to clean a luxury yacht that belongs to Leonardo Montenegro (Eugenio Derbez) a selfish, spoiled, and wealthy Mexican playboy. Kate is working 2 jobs (her 2nd job is as a Pizza delivery person at a local restaurant) and has 3 daughters (Emily (Hannah Nordberg), Olivia (Alyvia Alyn Lind) and Molly (Payton Lepinski)). She is studying to become a nurse and works her ass off to make ends meet for her family.

She is alone and she lost her husband and has asked her mother Grace (Swoosie Kurtz) to come stay with her to look after her kid. Grace also tells Kate that she landed an acting gig in theatre and would be leaving in a day. Kate's nursing exam is less than a month away.

Meanwhile, in Mexico, Leo's younger sisters Magdalena (Cecilia Suarez) and Sofia (Mariana Trevin) are tending to their ailing father Mr Montenegro (Fernando Lujan), who announces Leo as his successor to run their company. Montenegro owns the largest building supplies company in the whole world.

Their father is on the deathbed, but loves Leo, even though he is a worthless playboy. Sofia is much more disciplined, but is always left on the sidelines, due to their father's bias. Magdalena is elder to Sofia. Montenegro sends Magdalena to bring Leonardo back to Mexico City despite her objections. Sofia runs the charitable division of the company and Magdalena mocks her too.

Leonardo unjustly fires Kate. He asks her to bring some snacks right after he fires his chef on the spot, and she refuses as she was running late to pick up her girls from school. When Kate calls out his behavior, he pushes her off the boat with the cleaning equipment. Colin (John Hannah) is Leonardo's assistant. Due to Leonardo's stunt, Kate owes $3000 to the cleaning company for the damaged equipment.

Magdalena finds Leonardo on his yacht and orders him back home. Leonardo prefers to travel on his boat rather than on a plane. That very night, Leonardo falls off the boat and wakes up with no memory of who he is. He washes on a beach and is admitted to a hospital.

The authorities call Magdalena to take his possession. A doctor tells her that if no next of kin if found, amnesia patients are sent to a psych center, from which they seldom return. Magdalena leaves him there unclaimed after learning of his amnesia. Magdalena refuses to identify Leo as her brother & declares him dead to her lawyers. She returns home with an urn filled with ashes from a campsite grill and falsely reports Leo was killed by a shark, as she intends to take over the family company herself.

The doctors and the police are clueless as to who Leo is & treat him like a homeless person.

Kate spots Leo's news on the internet. Theresa (Eva Longoria) (Kate's only friend in the world) advises her to take advantage of the situation. To get payback (and the money that Leo owes her for the cleaning services and the $3000 damage to the cleaning equipment), Kate shows up at the hospital and convinces the confused amnesiac that they're married. Theresa gets her husband to make false documents for Leo to certify his new identity.

Leo is convinced of the ruse when Kate correctly identifies a tattoo of Speedy Gonzales on his rear, a detail she had seen on the yacht. Kate takes Leo home and her 3 kids go along with the charade as they need a babysitter who watches them till Kate passes the nursing exam. Kate tells Leo that their kids were conceived by a sperm donor, as Leo is sterile. Kate makes up details about their alleged life together. She sets him up with an exhausting construction job for Theresa's husband Bobby (Mel Rodriguez).

Leo eventually bonds with the girls. Kate begins to feel guilty and considers telling him the truth but changes her mind after seeing how much the girls enjoy having him around. Instead, they spend the evening celebrating Kate's new revelation: it's their anniversary. The next day, Leo discovers condoms. Assuming the worst, he confronts her, and Theresa takes the blame, stating she was having an affair. Leo and Kate decide to renew their vows.

Meanwhile, Leo's family is having a memorial service for him when a photo of him at the beach turns up. Realizing Magdalena lied, Mr. Montenegro goes to find Leo. When he reaches Kate's, Leo's memory returns upon seeing him and he realizes what happened. Hurt and angry, Leo returns to his yacht. The girls tearfully run after him and plead for him to stay but are unsuccessful.

Kate decides to go after Leo, and she and the girls rush to the pizza place to borrow Bobby's boat to chase after the yacht. Meanwhile, Leo has become aware of how selfish and pretentious his life was before meeting Kate and the girls. He realizes he wants to be with them and has the captain turn the boat around. Mr. Montenegro attempts to stop him, but Leo jumps into the water. Kate does the same as they swim to each other and share a kiss. Leo dismisses threats from his father, who in the process decides to name Sofia as his new successor as he is furious at both Leo (for choosing to be with Kate) and Magdalena (for lying to him).

Leo returns to a life with Kate and the girls. Leo's former employee Colin arrives to offer his service as a nanny. After telling him they can't afford him, he mentions that Sofia sent him to remind Leo that he still legally owns the yacht, worth $60 million. Kate and Leo marry aboard it. Friends and family toast the newlyweds during the end credits. In the meantime, Magdalena tries to get herself back in good graces by claiming to have started an education initiative for children in the Philippines, though none of the children like her.