10 Most Timeless Romance Movies, Ranked

Across many decades and many continents, the romance genre has proven its undeniable impact, continuing to capture the hearts of audiences with its sweeping stories. Whether we’re talking about historical epics or groundbreaking romantic comedies, these movies not only entertain but also reflect the hopes, dreams, and even the struggles of their times.

While there are plenty of romance epics to choose from, some manage to stand out from the rest for their timeless themes and flawless execution. We journey through some of the most timeless romantic hits ever made, exploring their stories and the cinematic magic that keeps them alive and so universally beloved. From Before Sunrise to Casablanca, these are the romance essentials everyone should check out at least once.

10

‘Before Sunrise’ (1995)

Directed by Richard Linklater

Starring Ethan Hawke and Julie Delpy in two hyperrealistic performances, Richard Linklater‘s movie is the essential slice-of-life for those into the genre. The romantic drama follows two strangers who meet by chance on a train traveling through Europe and decide to disembark together in Vienna, where they spend a single night wandering the city and sharing personal stories.

Jesse and Céline’s chemistry is easily one of the standout elements in Linklater’s wonderful movie, with their profound conversations touching on universal themes — whether they’re talking about relationships, fears, or dreams, the spontaneous dialogue in Before Sunrise is never dull or boring, but rather a huge part of its universal and timeless appeal. If you’re looking for a story focusing on two ordinary people having extraordinary experiences, this highly influential cult classic may be your perfect pick.

9

‘In the Mood For Love’ (2000)

Directed by Wong Kar-wai

Set in 1960s Hong Kong, Wong Kar-wai‘s celebrated romantic slow-burn drama follows Tony Leung‘s Chow Mo-wan and Maggie Cheung‘s Su Li-zhen. The two become neighbors in a crowded apartment, left alone by their frequently absent spouses, who they later discover are having an affair.

Elevated by stunning cinematography and a beautiful score, In the Mood for Love stands out for many reasons and continues to resonate across cultures and generations. However, one of its most notable aspects is how it illustrates longing and yearning like few other films. With a focus on illustrating restraint and unfilled love, Wong Kar-wai’s movie invites audiences on a deliciously contemplative ride, evoking the bittersweet essence of human connection.

8

‘Titanic’ (1996)

Directed by James Cameron

This epic romantic disaster movie by James Cameron intertwines a fictional love story with the real-life tragedy of the RMS Titanic’s sinking in 1912. With career-defining, unforgettable performances by Leonardo DiCaprio and Kate Winslet, Titanic delivers all the ingredients for a tragic and sweeping epic. The story follows poor artist Jack Dawson and an upper-class young woman, Rose DeWitt Bukater, as they fall in love aboard the ill-fated ship.

In addition to being a groundbreaking production, combining real footage of the wreck, fantastic visual effects, elaborate sets, and an unarguably memorable soundtrack, Titanic stands out in its exploration of class, personal agency, and the human cost of tragedy. For many, it remains cinema’s most captivating romantic masterpiece thanks to its mix of romance, history, and spectacle.

7

‘The Princess Bride’ (1987)

Directed by Rob Reiner

This adaptation of William Goldman‘s novel of the same name remains a timeless tale of adventure and true love that spans several genres. Framed as a story being read by a grandfather to his grandson, the movie introduces audiences to the medieval kingdom of Florin, where Buttercup (Robin Wright) falls in love with her devoted farmhand, Westley (Cary Elwes). Their love is put to the test when Westley is presumed dead and Buttercup is forced to marry a scheming prince.

What makes the inconceivably perfect The Princess Bride so special is how it rises beyond a love story and transforms into an adventure, romantic comedy, and fairy tale. Add to that the fact that it invites audiences of all ages to experience the magic of its storytelling, and the Rob Reiner film’s appeal is pretty much justified. Despite an initially modest box office performance, The Princess Bride has become a cult classic beloved for its timeless and universal appeal, so it’s no wonder it is one of the most influential films of the genre.

6

‘When Harry Met Sally…’ (1989)

Directed by Rob Reiner

Rob Reiner’s equally, if not even more iconic When Harry Met Sally is regarded as a landmark in the genre and a defining film of its era. Starring Billy Crystal and Meg Ryan, it explores the evolving relationship between two people over twelve years, beginning in 1977, when the two share a drive from Chicago to New York.

Thanks to its perfect blend of realistic dialogue, witty scenes, and emotionally charged moments, When Harry Met Sally is frequently credited with modernizing the rom-com genre. Nora Ephron‘s Oscar-nominated screenplay is a key driver of the movie’s success, but the undeniable chemistry between the two leads is equally memorable. No doubt, Reiner’s movie remains a touchstone for its heartfelt, honest, and funny portrayal of love and friendship that questions whether men and women can ever be just friends.

5

‘It Happened One Night’ (1934)

Directed by Frank Capra

Starring Clark Gable and Claudette Colbert, It Happened One Night is the blueprint for romantic comedies, enduring as one of the most influential films of all time. The movie follows wealthy heiress Ellie Andrews, who escapes her controlling father after he thwarts her marriage. Ellie eventually crosses paths with recently fired newspaper reporter Peter Warne, who recognizes her from headlines and offers to help her in exchange for exclusive rights to her story.

Set during the Great Depression, and also released at the height of it in 1934, It Happened One Night does not shy away from gently tackling class differences and providing thoughtful social commentary. Beyond its critique and how it brings levity, comfort, and hope to audiences facing hardship, the chemistry between the two leads is, too, a major testament to It Happened One Night‘s greatness. The fact that it’s just as beloved these days just emphasizes its impact.

4

‘Roman Holiday’ (1953)

Directed by William Wyler

When it comes to Audrey Hepburn classics, it’s hard to deny that Roman Holiday ranks high among the very best (plus, it earned her the Academy Award). In fact, William Wyler‘s film has become synonymous with classic Hollywood romance. Shot on location in the beautiful city of Rome, the movie follows Princess Ann, who grows weary of her controlled royal duties and embarks on a tour of Europe. After being discovered by a struggling American reporter (Gregory Peck), the two form a genuine connection.

Elevated by a witty screenplay, the beautifully directed Roman Holiday explores the tension between personal freedom and duty, breaking from the conventional mold of romantic comedies. Following two protagonists who must choose between responsibility and desire, these enduring themes, and a relationship underscored by self-sacrifice, have influenced generations of romantic comedies, hence why it remains an unmatched entry in the genre.

3

‘Pride and Prejudice’ (2005)

Directed by Joe Wright

Based on Jane Austen‘s novel of the same name, Joe Wright‘s film has conquered the hearts of many, cementing its place among the finest Austen book-to-screen adaptations. Anchored by the two talented lead actors at its center — and the palpable chemistry between them — Pride and Prejudice takes audiences back to late 18th-century England, following the undeniably strong but complicated bond between Elizabeth (Keira Knightley) and Mr. Darcy (Matthew Macfayden).

Much like the title suggests, Pride and Prejudice is a captivating meditation on how pride and social prejudice can hinder genuine connection. Add to that its commentary on family and social status, and it’s not difficult to grasp why the Academy Award-winning movie remains a timeless love tale 20 years later. Not only is Pride and Prejudice a landmark for its top-notch production, but it’s also one of the reasons a newer generation was intrigued by Austen’s work beyond literary circles. It also renewed interest in period dramas.

2

‘City Lights’ (1931)

Directed by Charlie Chaplin

Starring, written and directed by Charlie Chaplin, City Lights is, in many ways, one of the greatest and most enduring romantic films of all time. The plot follows Chaplin’s Tramp as he falls in love with a blind flower girl. Through a series of comic and heartwarming events, he sacrifices everything to help her regain her sight.

Released during the dawn of sound cinema and featuring a blend of slapstick comedy and a truly touching narrative, City Lights is a silent yet deeply profound, resonant movie that perfectly blends comedy and pathos. Anchored by Chaplin’s iconic style, it doesn’t hold back from exploring themes of misrecognition and inner worth, as well as class divisions. A timeless masterpiece, City Lights remains a cornerstone of romantic cinema that demonstrates that love, kindness and sacrifice transcend time and language.

1

‘Casablanca’ (1942)

Directed by Michael Curtiz

Set against the backdrop of World War II, Michael Curtiz‘s Casablanca stands as one of the most iconic romance films of all cinema history, and for good reason. Featuring compelling themes, memorable performances, and a great narrative, the 1942 film follows Humphrey Bogart‘s Rick Blaine, an American expatriate who runs Rick’s Café in the Moroccan city of Casablanca. He unexpectedly reunites with his former lover (Ingrid Bergman) when she arrives with her husband Victor Laszlo, who asks him to help them escape.

What’s essentially great about Casablanca is how it turns the romance genre on its head: it is defined by the message that love does not always conquer all, with Rick’s ultimate decision, which reflects his prioritizing of her safety over his own desires. Packed with unforgettable lines that have become beloved in popular culture and a strong meditation on duty and sacrifice that endures as timeless as ever, this black-and-white classic is certainly a must-see.

NEXT: 35 Best Romance Movies of the 21st Century, Ranked