Are you in the mood for a light-hearted family movie night with a twist? Our curated collection of "Family Films About Casanovas" offers just that. These films explore the lives of charming, flirtatious characters who often find themselves in amusing predicaments, all while delivering heartwarming lessons about love, family, and personal growth. Whether it's a father learning to be a better role model or a grandfather rediscovering romance, these stories are sure to entertain and inspire viewers of all ages.

Overboard (1987)
Description: A wealthy, self-centered woman loses her memory after falling off her yacht. A carpenter she once mistreated convinces her she's his wife and mother to his four boys, teaching her about love and family.
Fact: The film was remade in 2018 with Anna Faris and Eugenio Derbez, reversing the gender roles.


Father of the Bride (1991)
Description: George Banks, played by Steve Martin, is a quintessential family man who finds himself grappling with his daughter's sudden engagement to a charming, if somewhat mysterious, young man. His journey from skepticism to acceptance is both funny and touching.
Fact: The film was remade from the 1950 original, and the sequel, "Father of the Bride Part II," was released in


The Parent Trap (1998)
Description: This delightful remake of the 1961 classic features twin sisters separated at birth who devise a plan to reunite their parents. Their father, Nick Parker, is a charming vineyard owner with a history of romantic escapades, making this film a perfect fit for our collection.
Fact: The film was Lindsay Lohan's feature film debut, and she played both twins. Also, the vineyard scenes were shot at a real winery in California.


The Wedding Planner (2001)
Description: A wedding planner falls for the groom of a high-profile wedding she's organizing. His charm and her professional ethics clash in this romantic comedy.
Fact: Jennifer Lopez was paid $9 million for her role, making her one of the highest-paid actresses at the time.


The Family Man (2000)
Description: Jack Campbell, a successful Wall Street executive, wakes up to find himself living an alternate life as a family man with a wife and kids. His journey back to his bachelor life reveals the charm of family life.
Fact: The film was inspired by the 1946 film "It's a Wonderful Life."


The Princess Diaries (2001)
Description: Mia Thermopolis, an ordinary high school student, discovers she's the princess of a small European country. Her father, the late prince, was known for his romantic adventures, adding a touch of Casanova to the family tree.
Fact: Julie Andrews, who plays the Queen, was awarded a damehood by Queen Elizabeth II in 2000, the year before this film was released.


The Holiday (2006)
Description: Two women, one from Los Angeles and one from England, swap homes for the holidays. The English woman, Iris, falls for a charming American film composer, showcasing the allure of a modern-day Casanova.
Fact: The film features a cameo by Dustin Hoffman, and the house in England used for filming was later sold for over $10 million.


The Proposal (2009)
Description: A high-powered book editor fakes an engagement to her assistant to avoid deportation. His charm and her eventual softening make for a classic rom-com with a Casanova twist.
Fact: The film was shot in part in Sitka, Alaska, where the fictional town of Sitka is located.


The Ugly Truth (2009)
Description: A romantically challenged morning show producer is paired with a chauvinistic correspondent who claims he knows what women want. His Casanova-like advice leads to unexpected results.
Fact: The film was originally titled "The Ugly Truth About Men."


The Intern (2015)
Description: A retired widower becomes an intern at a fashion startup, where he befriends the CEO, a young, driven woman. His charm and old-school manners make him a modern-day Casanova in the workplace.
Fact: Robert De Niro, who plays the intern, was 72 during filming, making his character's age quite realistic.
