Best romantic comedies of all time: Must-watch picks for a marathon

Romantic comedies, affectionately known as rom-coms, have long been a beloved genre, blending the lightheartedness of comedy with the heartfelt moments of romance.

Whether you’re looking for something to lift your spirits or simply in the mood for some love stories that don’t take themselves too seriously, rom-coms offer the perfect escape.

In this article, we’ve curated a list of some of the best romantic comedies of all time. These films are perfect for a movie marathon, ensuring that you laugh, cry, and fall in love all over again.

So, grab your popcorn, get cozy and let’s dive into these timeless picks.

My Best Friend’s Wedding (1997)

Released in 1997, My Best Friend’s Wedding is a staple in the rom-com genre. Starring Julia Roberts, Dermot Mulroney, and Cameron Diaz, this film tells the story of Julianne (Roberts), who realizes she’s in love with her best friend, Michael (Mulroney), just days before his wedding. 

Desperate to stop the wedding, Julianne hatches a plan to sabotage the ceremony. What sets this film apart is its unconventional ending, which breaks the typical rom-com mold by focusing on friendship rather than a traditional romantic conclusion. 

The humor is sharp, the performances are stellar, and the film’s message about self-discovery and accepting loss is both poignant and refreshing.

How to Lose a Guy in 10 Days (2003)

How to Lose a Guy in 10 Days is a quintessential early-2000s rom-com, starring Kate Hudson and Matthew McConaughey. 

Released in 2003, the film follows Andie Anderson (Hudson), a journalist tasked with writing an article about all the mistakes women make that drive men away. 

Simultaneously, Ben Barry (McConaughey), an advertising executive, bets that he can make any woman fall in love with him in just ten days. 

As the two engage in their respective schemes, hilarity ensues, leading to a series of misunderstandings and comedic moments. 

The film is a delightful exploration of modern dating dynamics, filled with charm, wit, and undeniable chemistry between the leads.

Clueless (1995)

Inspired by Jane Austen’s Emma, Clueless is a 1995 teen rom-com that has become a cultural icon.

Set in Beverly Hills, the film follows Cher Horowitz (Alicia Silverstone), a wealthy and socially prominent high school student who prides herself on her matchmaking abilities. 

However, as Cher embarks on her own romantic journey, she realizes that she might not have love all figured out. 

With its witty dialogue, memorable fashion, and smart social commentary, Clueless remains a beloved film that continues to resonate with audiences. Its unique blend of satire and heart makes it a must-watch for any rom-com marathon.

10 Things I Hate About You (1999)

A modern adaptation of Shakespeare’s The Taming of the Shrew, 10 Things I Hate About You, was released in 1999 and quickly became a teen rom-com classic. 

Starring Julia Stiles, Heath Ledger, and Joseph Gordon-Levitt, the film centers around the Stratford sisters — Kat (Stiles) and Bianca (Larisa Oleynik). 

Bianca can’t date until her older sister Kat does, leading to a plot to set Kat up with the rebellious Patrick Verona (Ledger).

The film’s witty script, memorable performances, and iconic scenes (including Ledger’s serenade) make it a standout in the genre. It’s a film that perfectly balances humor with heartfelt moments, ensuring its place in rom-com history.

Bridget Jones’s Diary (2001)

Bridget Jones’s Diary, released in 2001, is a british rom-com that has captured the hearts of audiences worldwide.

Based on Helen Fielding’s novel, the film stars Renée Zellweger as Bridget Jones, a single woman in her thirties navigating the challenges of work, relationships, and self-acceptance. 

With a love triangle involving her charming boss Daniel Cleaver (Hugh Grant) and the seemingly aloof Mark Darcy (Colin Firth), the film delivers plenty of laughs and relatable moments. 

Zellweger’s performance is both endearing and hilarious, bringing to life a character that has become a symbol of modern womanhood. 

The film’s humor, combined with its honest portrayal of insecurities and romantic misadventures, makes it a must-see.

When Harry Met Sally (1989)

No list of romantic comedies would be complete without When Harry Met Sally, a 1989 classic directed by Rob Reiner and written by Nora Ephron.

Starring Billy Crystal and Meg Ryan, the film explores the age-old question: Can men and women ever just be friends? Over the years, Harry (Crystal) and Sally (Ryan) cross paths multiple times, eventually developing a deep friendship that complicates their views on relationships.

The film is renowned for its sharp dialogue, memorable scenes (like the iconic diner scene), and the genuine chemistry between its leads.

It’s a film that delves into the complexities of love and friendship, leaving audiences both laughing and contemplating their own relationships.

Notting Hill (1999)

Notting Hill, released in 1999, is a charming british rom-com that pairs Hugh Grant with Julia Roberts in a story of an ordinary man who falls in love with a Hollywood star. 

Grant plays William Thacker, a bookstore owner whose life is turned upside down when he meets the famous actress Anna Scott (Roberts).

The film beautifully captures the contrast between ordinary life and the glitz of Hollywood, while also exploring the challenges of love in the public eye. 

With its witty script, endearing characters, and picturesque setting in the Notting Hill district of London, this film has become a beloved favorite for many.

Coming to America (1988)

Released in 1988, Coming to America is a unique entry in the rom-com genre, blending comedy, romance, and a touch of fantasy. 

Starring Eddie Murphy as Prince Akeem, the film follows Akeem as he travels from his wealthy African kingdom to Queens, New York, in search of true love. 

Disguising his royal identity, Akeem works at a fast-food restaurant while attempting to win the heart of Lisa McDowell (Shari Headley). 

The film is packed with humor, largely driven by Murphy’s multiple roles and the cultural clashes between Akeem’s regal background and the everyday life of New Yorkers.

Coming to America is not only a hilarious rom-com but also a film that explores themes of identity, love, and the pursuit of happiness.

Love & Basketball (2000)

Love & Basketball (2000) stands out as a rom-com that blends romance with the world of sports. 

Directed by Gina Prince-Bythewood, the film stars Sanaa Lathan and Omar Epps as Monica and Quincy, childhood friends who share a deep love for basketball. 

As they grow older, their relationship evolves from friendship to romance, all while they pursue their dreams of becoming professional basketball players. 

The film is a beautiful portrayal of black love, ambition, and the challenges of balancing personal aspirations with a romantic relationship.

With its heartfelt story and strong performances, Love & Basketball is a unique and compelling addition to the rom-com genre.

My Big Fat Greek Wedding (2002)

My Big Fat Greek Wedding, released in 2002, is a heartwarming rom-com that explores cultural differences in the context of love and marriage.

The film follows Toula Portokalos (Nia Vardalos), a Greek-American woman who falls in love with Ian Miller (John Corbett), a non-Greek. 

As Toula tries to balance her love for Ian with her family’s expectations and traditions, the film delivers a hilarious and touching look at family dynamics and the challenges of cross-cultural relationships. 

The film’s success lies in its relatable humor and the universal theme of finding love while staying true to one’s roots. Its charm and authenticity make it a must-watch for any rom-com enthusiast.

Whether you’re a longtime fan of romantic comedies or new to the genre, these films offer a perfect mix of humor, love, and relatable situations.

Each movie on this list has left a lasting impact on audiences, with memorable characters, iconic scenes, and themes that resonate across generations.

So, if you’re planning a movie marathon, these rom-coms are sure to bring joy, laughter, and perhaps even a few tears.

Don’t stop here, explore more films, share your favorites with friends, and let the love stories continue to inspire and entertain.

Keep visiting our site for more recommendations and reviews on the best films to watch. Also check out our book tips if you love romantasy.