Top 10 Romantic Movies of All-Time

Meg Ryan and Billy Crystal seems like a pretty bad match in real life, and through much of this classic film it appears to be that way in the movie too. However, the two end up bonding over their differences and find love in some of the most iconic romance scenes of all time. In 1977, college graduates Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan) share a contentious car ride from Chicago to New York, during which they argue about whether men and women can ever truly be strictly platonic friends.

When Harry Met Sally
Release date: July 21, 1989 (USA)
Director: Rob Reiner
Screenplay: Nora Ephron
Featured songs: It Had to Be You, Auld Lang Syne, More
Producers: Rob Reiner, Andrew Scheinman

 When Harry Met Sally

10 Things I Hate About You
Release date: March 31, 1999 (USA)
Director: Gil Junger
Story by: William Shakespeare
Adapted from: The Taming of the Shrew
Screenplay: Kirsten Smith, Karen McCullah

There had to be one high school romance on the list, and 10 Things I Hate About You is that movie. Charming, funny, and a great illustration of high school life, this movie brings shows that sometimes the worst of situations can turn out just fine.

10 Things I Hate About You

Love, Actually
Release date: November 6, 2003 (USA)
Director: Richard Curtis
Screenplay: Richard Curtis
Featured songs: All I Want for Christmas Is You, More
Production companies: Working Title Films, Universal Studios, StudioCanal, DNA Films

British humor, a superstar cast, and numerous meaningful love stories make Love, Actually one of the more interesting romantic films on our list. It also has another big thing going for it – Christmas. The movie looks at love in a way that is both more humorous – and more serious – than the other films on our list, and it deserves a place for pulling it off well.

Love, Actually

You’ve Got Mail
Initial release: 1998 (South Korea)
Director: Nora Ephron
Featured song: Anyone at All
Screenplay: Nora Ephron, Delia Ephron
Adapted from: The Shop Around the Corner, Parfumerie

Ah, online romance, it is so popular now but in 1998 it was a new thing and You’ve Got Mail was the film to take it to the mainstream. The success of AOL, and Tom Hanks and Meg Ryan together again, made this movie an instant tearjerker as well as a warning that you never know when your online crush may be the person you think you dislike the most.

You've Got Mail

Construction started: March 31, 1909
Launched: May 31, 1911
Length: 883′
Weight: 52,310 tons
Place built: Belfast, United Kingdom
Designer: Thomas Andrews
Sister ships: HMHS Britannic, RMS Olympic

Celine Dion’s epic Titanic theme made our Most Romantic Songs list, so it’s only natural that the movie should make it as well. The creators of Titanic took the well known event of this sinking ship and crafted it into a beautiful love story. While the ending is bittersweet, the film as a whole is one of the greatest romances we’ve seen.


Dirty Dancing
Release date: August 21, 1987 (USA)
Director: Emile Ardolino
Featured song: (I’ve Had) The Time of My Life
Film series: Dirty Dancing Series
Screenplay: Eleanor Bergstein

It is sad that movies these days rarely feature songs sung by the lead actor, because Patrick Swayze’s “She’s Like the Wind” is one of the best parts of this movie. The movie itself, a torrid romance between two people who everyone would like to keep apart, is a staple in both ‘80s fashion and dancing.

Dirty Dancing

The Wedding Singer
Release date: February 13, 1998 (USA)
Director: Frank Coraci
Screenplay: Tim Herlihy
Box office: 123.3 million USD
Featured songs: Ladies’ Night, That’s All, Till There Was You, More

Adam Sandler isn’t known for being a romantic, but this romantic comedy set in the ‘80s is as much about loving as it is about laughing.
Sandler and Barrymore are a great team, and the ‘80s references are always on point. There are numerous sweet moments in the film, but none as grand as the ending scene featuring Billy Idol,
an airplane, and a brilliant original song sung by the Wedding Singer himself.

The Wedding Singer

Gone With the Wind
Release date: January 17, 1940 (USA)
Directors: Victor Fleming, George Cukor, Sam Wood
Budget: 3.9 million USD
Production companies: Metro-Goldwyn-Mayer, Selznick International Pictures
Awards: Academy Award for Best Picture, More

What more can be said about possibly the most iconic romantic film? We’ve all seen it – and we love it.

Gone With the Wind

Pretty Woman
Release date: March 23, 1990 (USA)
Director: Garry Marshall
Featured song: Kiss
Screenplay: J. F. Lawton
Producers: Arnon Milchan, Steven Reuther

A modern day prince and princess tale, millionaire Richard Gere picks Julia Roberts up from the street, literally. While things don’t always go smoothly, the two fall in love and both are forever changed because of it.

Pretty Woman
The Note Book
Release date: June 25, 2004 (USA)
Director: Nick Cassavetes
Narrated by: James Garner
Adapted from: The Notebook
Awards: MTV Movie Award for Best Kiss, More

Nicholas Sparks’ love story is translated to film via the powerful performances of Rachel McAdams and Ryan Gosling. It is truly a love story for the ages, as the audience gets to see the couple in nearly part of their life,experiencing every part of their lives with them.

The Notebook

These are the films that made Hollywood great.

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