Movies Like Princess Diaries: 20 Captivating Comedy Films

Are you craving the charm and laughter of comedy films? Well, look no further! Enjoy the captivating movies like Princess Diaries. From heartwarming coming-of-age tales to hilarious comedies filled with unexpected twists, these movies offer a perfect blend of laughter, love, and life lessons. Whether you’re in the mood for a feel-good romantic comedy or a hilarious adventure with a touch of whimsy, we’ve got you covered. 

So, grab your popcorn, settle in, and prepare to embark on a cinematic journey filled with laughter, love, and plenty of memorable moments. Let’s dive into the world of movies like Princess Diaries and discover the magic waiting to unfold!

Welcome to our curated collection of 20 appealing comedy films that capture the same delightful essence as the beloved classic. Suppose you’ve ever found yourself enchanted by the transformation of an ordinary protagonist into someone extraordinary or chuckled at the antics of quirky characters navigating life’s ups and downs. In that case, this list is tailor-made for you.

Movie NamePrincess Diaries
ProducerWhitney Houston
DirectorGarry Marshall
First ReleaseJuly 29, 2001
Budget$26 million
Box Office$165.3 million

The Princess Diaries Plot

“The Princess Diaries” follows the story of Mia Thermopolis, a typical teenager living in San Francisco. Her life takes an extraordinary turn when she discovers the successor to the throne of a small European country called Genovia. 

Mia must undergo princess lessons from her stern grandmother, Queen Clarisse Renaldi, to prepare for her royal duties. As Mia struggles to adapt to her newfound royal status, she also grapples with typical teenage challenges like fitting in at school and navigating friendships. 

Moreover, with the help of her quirky best friend, Lilly, and the charming school heartthrob, Michael, Mia learns valuable lessons about self-discovery, acceptance, and the true meaning of being a princess.

The Princess Diaries Plot

Box Office Collection

United States & Canada$108.2 million
Other countries$57.1 million
Box office budget$165.3 million

20 Movies Like The Princess Diaries

Looking for more movies like The Princess Diaries to indulge in? You’re in luck! Delve into a world of enchanting and heartwarming stories with our curated list of 20 movies similar to the beloved classic. From charming coming-of-age stories to delightful romantic comedies, these films capture the same magical essence that made “The Princess Diaries” a cherished favorite. 

Explore the adventures of ordinary individuals thrust into extraordinary circumstances as they navigate love, friendship, and self-discovery. With lovely characters, deep humor, and uplifting messages, these movies offer the perfect blend of entertainment and inspiration.

So, grab your popcorn, cozy up, and prepare for a cinematic journey filled with laughter, love, and plenty of royal flair. Get ready to discover more movies like The Princess Diaries and immerse yourself in the magic of storytelling.

When in Rome (2010)

Movie NameWhen in Rome (2010)
DirectorMark Steven Johnson
ProducerMark Steven Johnson
Release DateJanuary 29, 2010
Total Budget$28 million
Gross Profit$43 million

“When in Rome” (2010) takes viewers on a whimsical journey with ambitious New Yorker Beth Harper. When attending her sister’s wedding in Rome, Beth impulsively plucks a handful of coins from a famous fountain of love. 

Little does she know, this impulsive act triggers an unexpected chain of events. Upon returning to New York City, Beth is pursued by a group of intense emotions who were previously unlucky in love. As she navigates the brief of attention, Beth questions whether the fountain’s magic has truly brought her love or chaos. 

Filled with comedic mishaps and romantic twists, “When in Rome” is a delightful romantic comedy that explores the notion of fate and the unpredictable nature of love in the most unexpected places.

When in Rome (2010)

Muriel’s Wedding (1994)

Movie NameMuriel’s Wedding (1994)
DirectorP. J. Hogan
ProducerLynda House
Release DateSeptember 15, 1994
Total Budget$9 million
Gross Profit$57.5 million

“Muriel’s Wedding” (1994) is a heartwarming tale of self-discovery and empowerment set against the backdrop of a small Australian town. Muriel Heslop, a young woman who delved into her excited existence and overbearing family, dreams of escaping to a life of glamour and excitement. 

When Muriel impulsively decides to leave her hometown and start afresh in Sydney, she embarks on a journey of transformation and newfound independence. Along the way, she discovers the true meaning of friendship, love, and self-acceptance. Filled with quirky humor and emotional moments, “Muriel’s Wedding” is a timeless classic that celebrates the resilience of the human spirit and the importance of staying true to oneself, making it a must-watch for anyone seeking an inspiring and uplifting cinematic experience.

Muriel's Wedding (1994)

The Wedding Planner (2001)

Movie NameThe Wedding Planner (2001)
DirectorAdam Shankman
ProducerPeter Abrams
Release DateJanuary 26, 2001
Total Budget$28 million-$35 million
Gross Profit$95 million

In “The Wedding Planner” (2001), viewers are swept into the chaotic yet enchanting world of Mary Fiore, a talented wedding planner who arranges the perfect ceremonies for her clients while remaining single herself. However, Mary’s accurately planned life takes an unexpected turn when she collides with Steve Edison, a charming pediatrician who just happens to be the groom in one of her upcoming weddings. 

Despite their initial clash, sparks fly between Mary and Steve, leading to a budding romance. But as Mary finds herself falling for the man she’s helping to marry someone else, she must navigate the complexities of love, loyalty, and following her heart. Filled with humor, romance, and memorable moments, “The Wedding Planner” is a delightful romantic comedy that proves love can be found in the most unexpected places.

The Wedding Planner (2001)

The Perfect Man (2005)

Movie NameThe Perfect Man (2005)
DirectorMark Rosman
ProducerMarc Platt
Release DateJune 17, 2005
Total Budget$10 million
Gross Profit$19.8 million

“The Perfect Man” (2005) revolves around Holly Hamilton, a teenage girl tired of her mother’s constant search for the perfect man. To help her mom, Holly creates an imaginary secret admirer named Ben and sends her mother love letters and gifts. 

However, things turn when Holly realizes that her made-up persona might be causing more harm than good. As Holly navigates the complexities of family and romance, she learns valuable lessons about honesty, love, and the importance of being true to oneself. 

Filled with humor, heart, and touching moments, “The Perfect Man” is a charming romantic comedy that resonates with audiences of all ages. This feel-good film is perfect for anyone seeking a heartwarming story about the power of love and family bonds.

The Perfect Man (2005)

The Prince and Me (2004)

Movie NameThe Prince and Me (2004)
DirectorMartha Coolidge
ProducerMark Amin
Release DateApril 2, 2004
Total Budget$22 million
Gross Profit$37.6 million

“The Prince and Me” (2004) follows the unlikely romance between Paige Morgan, a focused college student, and Prince Edvard Valdemar Dangaard of Denmark. Paige is initially unaware of Edvard’s royal status when they meet at college, but as their relationship blossoms, she discovers his true identity.

Despite their differences and challenges, including royal obligations and disapproval from Edvard’s family, Paige and Edvard fall deeply in love. As they navigate their relationship’s complexities, Paige and Edvard learn valuable lessons about sacrifice, commitment, and the true meaning of love. 

“The Prince and Me” is a captivating fairy tale romance that captures the imagination and touches the heart. This feel-good film is perfect for anyone seeking a charming story about love conquering all.

The Prince and Me (2004)

13 Going on 30 (2004)

Movie Name13 Going on 30 (2004)
DirectorGary Winick
ProducerSusan Arnold
Release DateApril 23, 2004
Total Budget$37 million
Gross Profit$96.5 million

In “13 Going on 30” (2004), viewers are treated to a charming and whimsical tale of transformation and self-discovery. The story follows Jenna Rink, a 13-year-old girl who gets fame to be popular and grown-up.

After making a wish on her birthday to fast-forward to her ideal adult life, Jenna wakes up the next morning as a 30-year-old woman, played by Jennifer Garner. Suddenly thrust into adulthood, Jenna navigates the complexities of her new life while trying to reconnect with her childhood best friend, Matty. 

Filled with humor, heart, and a sprinkle of magic, “13 Going on 30” offers a delightful coming-of-age story that reminds of the princess diaries like movies, reminding audiences that sometimes, the key to happiness lies in embracing who we truly are.

13 Going on 30 (2004)

The Lizzie McGuire Movie (2003)

Movie NameThe Lizzie McGuire Movie (2003)
DirectorJim Fall
ProducerStan Rogow
Release DateMay 2, 2003
Total Budget$17 million
Gross Profit$55.5 million

“The Lizzie McGuire Movie” (2003) unfolds a fun-filled adventure as Lizzie McGuire, a relatable teenage girl, embarks on a short-lived trip to Rome for her school’s graduation. However, what begins as an exciting journey soon takes an unexpected turn when Lizzie is mistaken for an Italian pop star. 

Seizing the opportunity for a taste of fame, Lizzie embraces her newfound celebrity status while navigating the complexities of love and friendship in a foreign land. She discovers the importance of staying true to herself and embracing her individuality. 

Filled with laughter, romance, and memorable moments, “The Lizzie McGuire Movie” offers a delightful blend of coming-of-age and comedic charm that will resonate with audiences of all ages. Get ready to join Lizzie on her Roman adventure filled with fun, friendship, and a touch of magic.

The Lizzie McGuire Movie (2003)

Confessions of a Teenage Drama Queen (2004)

Movie NameConfessions of a Teenage Drama Queen (2004)
DirectorSara Sugarman
ProducerRobert Shapiro
Release DateFebruary 20, 2004
Total Budget$15 million
Gross Profit$33.3 million

“Confessions of a Teenage Drama Queen” (2004) invites viewers into the world of Lola Cep, an energetic teenager with an extraordinary flair for drama. When Lola’s family relocates from New York City to suburban New Jersey, she struggles to adjust to her new surroundings and longs for the excitement of her former life. 

Determined to reclaim her status as the ultimate drama queen, Lola sets out to win the lead role in her school’s upcoming musical production. Along the way, she encounters challenges, rivalries, and unexpected friendships, all while learning valuable lessons about identity, acceptance, and the true meaning of fame. 

Filled with laughter, heart, and plenty of teenage hijinks, “Confessions of a Teenage Drama Queen” is a delightful coming-of-age tale that captures the rollercoaster of adolescence in all its dramatic glory.

Confessions of a Teenage Drama Queen (2004)

Bride Wars (2009)

Movie NameBride Wars (2009)
DirectorGary Winick
ProducerJulie Yorn
Release DateJanuary 9, 2009
Total Budget$30 million
Gross Profit$115.4 million

“Bride Wars” (2009) unfolds a comedic yet heartfelt story about two best friends, Liv and Emma, whose lifelong bond is tested when they accidentally schedule their weddings on the same day at the same venue. What starts as a joyous occasion soon escalates into an all-out war as the once-inseparable friends become bitter rivals determined to outdo each other’s weddings. 

From sabotaging dress fittings to hijacking bridal showers, Liv and Emma stop at nothing to ensure their big day shines brighter than the others. However, amidst the chaos and competition, they realize their friendship is more precious than any wedding. Filled with laughter, love, and unexpected twists, “Bride Wars” offers a delightful storytelling event.

Bride Wars (2009)

Geek Charming (2011)

Movie NameGeek Charming (2011)
DirectorJeffrey Hornaday
OriginUnited States
Release DateNovember 11, 2011
Running time94 minutes
Original LanguageEnglish

“Geek Charming” (2011) follows the unlikely romance between Dylan Schoenfield, the popular but self-absorbed queen bee of her high school, and Josh Rosen, a quirky and passionate filmmaker. When Dylan desperately needs a new subject for her documentary to win a prestigious film competition, she decides to focus on Josh, who is anything but her ideal choice.

However, as they spend more time together, Dylan begins to see beyond Josh’s geeky exterior and discovers a genuine connection. Along the way, Dylan and Josh learn valuable lessons about friendship, acceptance, and staying true to oneself.

Filled with humor, heart, and a touch of teenage charm, “Geek Charming” is a delightful coming-of-age tale that offers a fresh take on the classic high school romance. It’s a must-watch movie if you like princess diaries and for fans seeking captivating stories of personal growth and unexpected love.

Geek Charming (2011)

Ever After: A Cinderella Story (1998)

Movie NameEver After: A Cinderella Story (1998)
DirectorAndy Tennant
ProducerMireille Soria
Release DateJuly 31, 1998
Total Budget$26 million
Gross Profit$98 million

“Ever After: A Cinderella Story” (1998) reimagines the classic fairy tale with a refreshing twist. Set in Renaissance-era France, the story follows Danielle de Barbarac, a spirited young woman who possesses resilience and determination despite facing complex relationships with her stepmother and stepsisters. 

When Danielle crosses paths with Prince Henry, their chance encounter sparks a journey of self-discovery, love, and empowerment. Unlike traditional portrayals of Cinderella, Danielle is not a passive damsel awaiting rescue but a proactive heroine who controls her destiny. 

Filled with romance, adventure, and unforgettable characters, “Ever After” captivates audiences with its timeless message of courage, kindness, and the belief that true love transcends societal barriers. This enchanting story of Cinderella is a must-watch for those seeking a captivating tale of empowerment and romance.

Ever After A Cinderella Story (1998)

A Cinderella Story (2004)

Movie NameA Cinderella Story (2004)
DirectorMark Rosman
ProducerClifford Werber
Release DateJuly 16, 2004
Total Budget$19 million
Gross Profit$70.1 million

“A Cinderella Story” (2004) unfolds the modern-day fairy tale of Sam Montgomery, a high school student with big dreams and a secret identity. Hidden behind a mask of anonymity, Sam works as a waitress at a diner owned by her wicked stepmother, Fiona. 

Despite her challenging circumstances, Sam finds solace in her budding online relationship with a mysterious prince charming, who turns out to be the popular and charming quarterback, Austin Ames. As their digital connection deepens, Sam must navigate the complexities of high school hierarchy while keeping her true identity hidden. 

Filled with humor, romance, and heartfelt moments, “A Cinderella Story” is a delightful story of the classic fairy tale. It reminds audiences that true love can be found in the most unexpected places. This modern twist on Cinderella is a must-watch for those seeking a charming and uplifting story of love and self-discovery. This masterpiece is one of the charismatic Disney movies, like Princess Diaries.

A Cinderella Story (2004)

Runaway Bride (1999)

Movie NameRunaway Bride (1999)
DirectorGarry Marshall
ProducerTed Field
Release DateJuly 30, 1999
Total Budget$70 million
Gross Profit$309.5 million

“Runaway Bride” (1999) follows the romance between Ike Graham, a cynical journalist, and Maggie Carpenter, a small-town woman notorious for leaving men at the altar. When Ike’s insulting article about Maggie’s numerous failed relationships lands him in hot water, he sets out to redeem himself by uncovering the truth behind Maggie’s infamous reputation. 

As Ike delves deeper into Maggie’s past, he discovers a complex woman struggling to find herself amidst societal expectations and her commitment fears. Along the way, Ike and Maggie confront their insecurities and misconceptions about love, leading to unexpected revelations and a newfound appreciation for each other. 

Filled with humor, romance, and poignant moments, “Runaway Bride” is a charming romantic comedy that reminds audiences that sometimes love requires courage and self-discovery.

Runaway Bride (1999)

A Christmas Prince (2017)

Movie NameA Christmas Prince (2017)
DirectorAlex Zamm
ProducerAmy Krell
Release DateNovember 17, 2017
OriginUnited States

“A Christmas Prince” (2017) enchants viewers with its heartwarming tale of unexpected love and holiday magic. The story revolves around Amber Moore, a young journalist sent on assignment to cover a royal family’s holiday festivities in the fictional kingdom of Aldovia. 

However, Amber’s plans to uncover a scandal take a surprising turn when she falls for the dashing Prince Richard, heir to the throne. As Amber navigates the high-class palace halls and royal traditions, she discovers the true meaning of love, loyalty, and the spirit of Christmas. 

Filled with romance, festive cheer, and enchanting moments, “A Christmas Prince” captures the essence of the holiday season while delivering a timeless message of hope and joy. This heartwarming holiday romance is a must-watch for anyone seeking a captivating story to warm their hearts during the festive season.

A Christmas Prince (2017)

The Princess Switch (2018)

Movie NameThe Princess Switch (2018)
DirectorMike Rohl
ProducerAmy Krell
Release DateNovember 16, 2018
Running time102 minutes

“The Princess Switch” (2018) spins a charming tale of mistaken identity and unexpected romance. The story follows Stacy DeNovo, a talented baker from Chicago, who embarks on a trip to the fictional European kingdom of Belgravia to compete in a prestigious baking competition. 

However, upon arrival, Stacy crossed paths with Lady Margaret Delacourt, the soon-to-be princess of Belgravia, who happened to be her exact look-alike. Seizing the opportunity for a unique adventure, Stacy and Lady Margaret switch places for two days, leading to comedic misunderstandings and heartfelt moments. 

As they navigate each other’s lives, both women find love in unexpected places, teaching them valuable lessons about friendship, authenticity, and following their hearts. Filled with romance, humor, and holiday cheer, “The Princess Switch” is a delightful treat for audiences of all ages, offering a modern twist on the classic prince and pauper tale.

The Princess Switch (2018)

Enchanted (2007)

Movie NameEnchanted (2007)
DirectorKevin Lima
ProducerBarry Josephson
Release DateOctober 20, 2007
Total Budget$85 million
Gross Profit$340.5 million

“Enchanted” (2007) weaves a whimsical tale that seamlessly blends animation with live-action sequences. The story follows Giselle, a charming animated princess, who is banished from her magical kingdom by an evil queen and transported to bustling modern-day New York City. As Giselle navigates the unfamiliar urban landscape, she encounters Robert, a divorce lawyer, and his young daughter, Morgan. 

Despite their initial uncertainty, Robert and Morgan become drawn into Giselle’s enchanting world as they help her navigate the complexities of city life and true love’s kiss. Filled with humor, romance, and delightful musical numbers, “Enchanted” offers a fresh take on the classic fairy tale, reminding audiences that happily ever after can be found in the most unexpected places. This enchanting fantasy is a must-watch for anyone seeking a magical escape into a world of love, laughter, and fairy tale adventures.

Enchanted (2007)

The Kissing Booth (2018)

Movie NameThe Kissing Booth (2018)
DirectorVince Marcello
ProducerEd Glauser
Release DateMay 11, 2018
OriginUnited States

“The Kissing Booth” (2018) centers on Elle Evans, a high school student who runs a kissing booth at her carnival. Elle finds herself in a complicated situation when she falls for her best friend’s older brother, Noah Flynn. Despite their strong attraction, Elle knows dating Noah is off-limits due to her friendship with his brother. 

However, their undeniable chemistry leads to a secret relationship filled with ups and downs. Elle learns valuable lessons about honesty, loyalty, and following her heart as she navigates the complexities of love and friendship. 

Filled with teenage drama, humor, and heartfelt moments, “The Kissing Booth” is a modern-day romance that captivates audiences with its relatable characters and charming storyline. This coming-of-age tale is a must-watch for anyone seeking an entertaining movie experience.

The Kissing Booth (2018)

Aquamarine (2006)

Movie NameAquamarine (2006)
DirectorElizabeth Allen
ProducerSusan Cartsonis
Release DateFebruary 26, 2006
Total Budget$12 million
Gross Profit$23 million

In “Aquamarine” (2006), best friends Claire and Hailey discover a mermaid named Aquamarine in their beach club’s swimming pool. They promise to help her find true love if she proves love exists. Aquamarine enlists their help to win the heart of a handsome lifeguard, Raymond. 

Aquamarine learns about friendship and human emotions as they embark on their mission. Meanwhile, Claire and Hailey navigate their romantic dilemmas. Throughout their adventures, they encounter obstacles and moments of self-discovery. 

Filled with laughter, friendship, and magical moments, “Aquamarine” is a heartwarming coming-of-age tale. The film captures the essence of summer romance and the power of believing in oneself. “Aquamarine” is a delightful choice for audiences seeking a feel-good movie with a touch of fantasy.

Aquamarine (2006)

To All the Boys I’ve Loved Before (2018)

Movie NameTo All the Boys I’ve Loved Before (2018)
DirectorSusan Johnson
ProducerJordan Levin
Release DateAugust 17, 2018
Running Time99 minutes

“To All the Boys I’ve Loved Before” (2018) follows the story of Lara Jean Covey, a high school student whose secret love letters are unexpectedly mailed to her crushes. Panicked by the revelation, Lara Jean enters into a fake relationship with Peter Kavinsky, one of the recipients, to avoid confronting her feelings for her sister’s ex-boyfriend. 

As they navigate their pretend romance, Lara Jean and Peter develop genuine feelings for each other. Meanwhile, Lara Jean confronts her past crushes and learns to embrace her true self. Filled with awkward encounters, heartfelt moments, and teenage angst, “To All the Boys I’ve Loved Before” is a charming romantic comedy that resonates with audiences of all ages. This Netflix hit is perfect for anyone seeking a heartwarming story about love, friendship, and self-discovery.

To All the Boys I've Loved Before (2018)

Ice Princess (2005)

Movie NameIce Princess (2005)
DirectorTim Fywell
ProducerBridget Johnson
Release DateMarch 18, 2005
Total Budget$25 million
Gross Profit$25.7 million

“Ice Princess” (2005) tells the story of Casey Carlyle, a brainy high school student who dreams of becoming a figure skater despite her academic pursuits. Inspired by physics and her determination, Casey discovers her talent for skating and decides to pursue it seriously. She begins training under the guidance of former champion Tina Harwood, facing challenges and setbacks along the way. 

As Casey navigates the competitive world of figure skating, she learns valuable lessons about perseverance, friendship, and staying true to herself. Filled with graceful performances, uplifting moments, and heartfelt emotion, “Ice Princess” is a captivating coming-of-age tale that showcases the power of following one’s dreams. This family-friendly film is perfect for audiences seeking an inspiring story of ambition, courage, and the pursuit of excellence.

Ice Princess (2005)


In short, exploring movies like Princess Diaries offers a delightful journey through heartwarming tales, witty humor, and memorable characters. Whether you’re drawn to the transformation of ordinary individuals into extraordinary figures or the comedic adventures of excited protagonists navigating life’s ups and downs, this curated list of 20 captivating comedy films promises to satisfy your cinematic cravings. 

From charming coming-of-age stories to hilarious romantic comedies, each movie on this list captures the essence of the beloved classic while offering its unique twist and charm. So, these films will surely entertain and inspire you whether you’re seeking a feel-good romantic comedy or a whimsical adventure filled with laughter and love.

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Jordan Counsel

Jordan Counsel is a passionate movie enthusiast with a keen eye for cinematic details. With years of experience in the film world, Jordan brings a unique perspective to the art of movie analysis and critique. Whether dissecting the latest blockbuster or delving into the nuances of independent cinema, Jordan's writing provides readers with insightful and engaging content. When not glued to the silver screen, Jordan enjoys exploring the world of cinema, attending film festivals, and sharing recommendations for movie lovers everywhere.