The 10 Best Valentine's Day Movies Of All Time
- Joao Nsita
- Jan 18
- 7 min read
Updated: Feb 11

Valentine’s Day is a celebration of love, and what better way to commemorate the occasion than by watching some of the most romantic films ever made? From classic Hollywood romances to modern love stories, these ten movies capture the essence of romance in all its beautiful complexity. Let’s count down from number 10 to the ultimate Valentine’s Day movie.

10. Crazy Rich Asians (2018)
A modern romantic comedy with a fresh perspective on love across cultural boundaries, Crazy Rich Asians follows Rachel, an American-Chinese woman who discovers her boyfriend comes from an incredibly wealthy Singaporean family. Set against the lush backdrop of Singapore, the movie combines humor, romance, and dazzling visuals.
The film’s exploration of family dynamics, cultural identity, and class differences adds depth to its central love story. With its vibrant storytelling and heartfelt performances, Crazy Rich Asians celebrates the transformative power of love.

9. Portrait of a Lady on Fire (2019)
This French historical romance offers a breathtaking exploration of forbidden love between an artist and her subject in 18th-century France. The film’s restrained yet passionate portrayal of queer love is both emotionally profound and visually stunning.
With its minimalist dialogue and evocative cinematography, Portrait of a Lady on Fire creates a powerful, slow-burning love story. Its exploration of memory, longing, and artistic expression makes it a standout in the romance genre.

8. 50 First Dates (2004)
For a more lighthearted take on romance, this Adam Sandler and Drew Barrymore romantic comedy offers plenty of laughs and heartfelt moments. Henry falls in love with Lucy, a woman with short-term memory loss, and must make her fall in love with him every day.
While comedic, the film delves into themes of perseverance and devotion. Its unique premise and charming performances make it a delightful watch for Valentine’s Day.

7. La La Land (2016)
A modern musical that pays homage to classic Hollywood, La La Land stars Ryan Gosling and Emma Stone as two aspiring artists trying to balance their dreams with their love for each other. The film’s vibrant musical numbers and poignant storytelling make it a contemporary classic.
The bittersweet ending challenges traditional romantic movie expectations, offering a heartfelt exploration of ambition, love, and the choices that shape our lives.

6. Call Me By Your Name (2017)
Set in 1980s Italy, Call Me By Your Name tells the story of 17-year-old Elio and his romance with Oliver, a graduate student. This coming-of-age film is a sensitive portrayal of first love, capturing its intensity and fleeting nature.
With breathtaking cinematography and deeply moving performances, the film’s exploration of identity, vulnerability, and desire leaves a lasting impression. It’s a poignant reminder of the transformative power of love.

5. The Notebook (2004)
A quintessential romance, The Notebook follows the passionate love story of Noah and Allie, played by Ryan Gosling and Rachel McAdams. Spanning decades, the film explores themes of enduring love, sacrifice, and rediscovery.
Its iconic rain-soaked kiss scene and emotional depth have solidified its place as a modern romantic classic. The Notebook is a testament to the power of love that withstands the test of time.

4. Eternal Sunshine of the Spotless Mind (2004)
This unique romantic drama, starring Jim Carrey and Kate Winslet, offers a science fiction twist on love and memory. After a painful breakup, a couple undergoes a procedure to erase memories of their relationship, only to rediscover their love for each other.
The film’s exploration of the fragility and resilience of love, paired with its inventive storytelling, makes it a profound and unforgettable cinematic experience. It reminds us that even the most painful memories can hold beauty and meaning.

3. Pretty Woman (1990)
A modern Cinderella story, Pretty Woman stars Julia Roberts as Vivian, a sex worker who falls in love with Edward, a wealthy businessman played by Richard Gere. The film’s exploration of class differences and the transformative nature of love struck a chord with audiences worldwide.
Roberts’ charismatic performance and the film’s witty dialogue make it one of the most beloved romantic comedies of all time. Its message of acceptance and unexpected connections resonates deeply, even decades after its release.

2. When Harry Met Sally (1989)
Can men and women truly be just friends? Rob Reiner’s classic romantic comedy explores this question through the evolving relationship between Harry and Sally, played by Billy Crystal and Meg Ryan. Over the years, their friendship transforms into love, offering a witty and heartfelt take on romantic compatibility.
The film’s famous deli scene and sharp dialogue have become iconic. Its honest exploration of love’s complexities makes it a timeless favorite for Valentine’s Day.

1. Casablanca (1942)
Often hailed as the greatest romance film of all time, Casablanca tells the story of star-crossed lovers Rick Blaine (Humphrey Bogart) and Ilsa Lund (Ingrid Bergman) against the dramatic backdrop of World War II. Set in the Moroccan city of Casablanca, the film is a masterclass in storytelling, exploring themes of love, sacrifice, and personal honor.
With its unforgettable lines like, “Here’s looking at you, kid,” and “We’ll always have Paris,” the movie remains an enduring symbol of romantic longing. Its blend of drama, intrigue, and unfulfilled love solidifies its place as the ultimate Valentine’s Day movie.
Conclusion
These ten films showcase the many dimensions of love—from its lighthearted moments to its profound emotional depths. Whether you prefer grand Hollywood romances, quirky comedies, or poignant dramas, each movie offers a unique perspective on love’s transformative power.
This Valentine’s Day, gather your loved ones, grab some popcorn, and immerse yourself in these cinematic love stories. They remind us that love, in all its forms, is a journey worth celebrating.
FAQs
1. Why is Casablanca considered the best Valentine’s Day movie?Casablanca captures the essence of timeless love, combining romance, sacrifice, and unforgettable storytelling.
2. Are these movies suitable for a Valentine’s Day date night?Absolutely! These films cater to a variety of tastes, from lighthearted comedies to emotional dramas.
3. Is The Notebook based on a true story?The Notebook is based on Nicholas Sparks’ novel, which was inspired by the real-life love story of his wife’s grandparents.
4. What makes When Harry Met Sally a classic?Its witty dialogue, relatable characters, and honest exploration of love and friendship make it a perennial favorite.
5. Can I watch these movies on streaming platforms?Many of these films are available on popular streaming services like Netflix, Amazon Prime, and Hulu. Check your region for availability.
6. What sets Eternal Sunshine of the Spotless Mind apart from other romantic films?Its unique blend of science fiction and romance, along with its deep exploration of memory and love, makes it truly one of a kind.
7. Which of these movies is best for fans of musicals?La La Land is the perfect choice, offering stunning musical numbers and a heartfelt story.
8. What themes are explored in Call Me By Your Name?The film delves into themes of first love, self-discovery, and the bittersweet nature of fleeting romance.
9. Is Pretty Woman suitable for all audiences?While generally lighthearted, Pretty Woman contains mature themes, so viewer discretion is advised.
10. Why is Crazy Rich Asians a significant romantic comedy?Its cultural representation and fresh perspective on modern love make it a groundbreaking addition to the genre.
Looking for engaging romantic comedy content? Dive into these delightful articles that explore the charm and nuances of rom-coms:
9 Rom-Coms That Will Make You Laugh and Fall in Love – Discover a selection of films that blend humor and romance seamlessly. Click here: https://www.thatlovepodcast.com/post/9-rom-coms-that-will-make-you-laugh-and-fall-in-love
Top 10 Romantic Comedies of All Time – Explore a curated list of timeless rom-coms that have captured hearts worldwide. Click here: https://www.thatlovepodcast.com/post/top-10-romantic-comedies-of-all-time-that-ll-make-you-laugh-and-fall-in-love-again
The Best Romantic Comedies Streaming on Amazon Prime Right Now – Find your next favorite rom-com available for streaming. Click here: https://www.thatlovepodcast.com/post/the-best-romantic-comedies-streaming-on-amazon-prime-right-now
The 9 Elements of All Great Rom-Coms That Keep Us Hooked – Uncover the key ingredients that make romantic comedies irresistible. Click here: https://www.thatlovepodcast.com/post/the-9-elements-of-all-great-rom-coms-that-keep-us-hooked
Romantic Tales with a Side of Humor: 5 Fiction Podcasts You Can't Miss – Enjoy romantic stories in podcast form, blending love and laughter. Click here: https://www.thatlovepodcast.com/post/romantic-tales-with-a-side-of-humor-5-fiction-podcasts-you-can-t-miss
Movie Review: Friends with Benefits - A Romantic Comedy That Defies Conventions – Read an insightful review of this modern rom-com. Click here: https://www.thatlovepodcast.com/post/review-of-friends-with-benefits-a-rollicking-rom-com-ride
10 Unforgettable Meet-Cutes in Romantic Comedy History – Relive iconic first encounters from your favorite rom-coms. Click here: https://www.thatlovepodcast.com/post/10-unforgettable-meet-cutes-in-romantic-comedy-history
Top 10 Romantic Comedy Series to Binge-Watch and Fall in Love With All Over Again – Find your next binge-worthy rom-com series. Click here: https://www.thatlovepodcast.com/post/top-10-romantic-comedy-series-to-binge-watch-and-fall-in-love-with-all-over-again
Movie Review: Crazy, Stupid, Love - A Wildly Romantic Revelation – Delve into a review of this acclaimed romantic comedy. Click here: https://www.thatlovepodcast.com/post/crazy-stupid-love-review-a-wildly-romantic-revelation
A Review of the Movie Notting Hill (1999) – Explore an analysis of this classic rom-com. Click here: https://www.thatlovepodcast.com/post/a-review-of-the-movie-notting-hill-1999
Explore These External Links FOR ANY FILMS INCLUDING ROM COMS!
🎥 Your Film Critic HubDive into the world of movie reviews and ratings! With its iconic Tomatometer, Rotten Tomatoes helps you quickly determine if a film is a "fresh" masterpiece or a "rotten" flop.
🎬 The Ultimate Entertainment DatabaseThe Internet Movie Database (IMDb) is a treasure trove of information. Discover cast lists, trailers, trivia, and fan reviews for your favorite movies and TV shows.
⭐ Critic Scores at a GlanceMetacritic aggregates reviews from top publications to give you a clear, weighted score—helping you decide if a movie is worth your time.
📚 Social Networking for CinephilesLog the movies you watch, write reviews, and connect with fellow film enthusiasts. Letterboxd is the ultimate platform for movie buffs to share their passion.
🎯 Tailored Film RecommendationsCriticker uses a unique scoring system to suggest movies you'll love, based on your personal ratings and preferences.
🔍 The Review AggregatorExplore the web’s largest collection of movie reviews. Search for any title and access critiques from across the internet, all in one place.
🎥 The Legacy of a LegendCelebrate the legacy of Roger Ebert. Discover classic reviews, current film critiques, and thought-provoking articles about the deeper meanings of cinema.
🎞️ In-Depth Film AnalysisEnjoy thoughtful analysis and insightful features on the art and craft of filmmaking from one of the most respected film journals.
📰 Latest Film News & ReviewsStay updated with news, reviews, and opinion pieces. The Guardian’s film section offers trusted insights on movies from around the world.
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