The 25 Best Valentine's Day Movies

Every February 14th, I try to have my dinner reservations booked and my gifts purchased so that my wife has a great day. I know if I make her day, she'll make my night. But not like that, you perverts. My ideal Valentine's Day is watching a movie with the person I love. So, what are the best Valentine's Day movies? I made a list of my 25 favorites, so if you and your special someone are stuck, I can help you pick out something fun to check out. Let's dive in. 1. CasablancaOne of my favorite movies of all time, this asks big questions about love and gives big answers. It's my vote for the most romantic movie ever. 2. The NotebookThis movie comes up on every romance genre list. And it deserves it. It's sweet, sad, and fun to watch. 3. When Harry Met SallyAnother movie I think is an all-time great. There's so much witty dialogue and such an emotional hook following a will-they-won't-they couple over the years. 4. Pride and PrejudiceThere's something about this classic adaptation that gets me every time. It's always an emotional tale that tugs at the heartstrings. 5. Notting HillI love anything meta, so seeing Julia Roberts play a movie star trying to find love always works for me. 6. Roman HolidayI don't know what it is about hidden royalty tropes, but they really work in romance movies. This is the perfect date night film. 7. Love and BasketballI like a little sports with my smooching, and this movie raises my competitive spirits, and I root hard for love and the team. 8. You've Got MailEven thought email is sort of normal now, and chatrooms feel icky, I think the romance at the center here keeps me coming back for more. 9. The ProposalAny zany romantic comedy always gets my attention, they have high concepts and usually have funny set pieces. 10. Sleepless in SeattleThere's something so special about a movie where someone falls in love with a person's soul without ever seeing them. There's a magic here that feels like a time gone by. 11. La La LandMusicals are one of my favorite genres. Even though I think this movie needs more songs, it really makes me romantic for Los Angeles and falling for another dreamer. 12. Crazy Rich AsiansMy wife was obsessed with this book series. the first movie did not disappoint, containing all the laughs and lavish lifestyles I wanted. 13. There's Something About MaryA personal favorite, this movie makes me laugh out loud and has so much sweetness and charm under its surface. 14. 10 Things I Hate About YouCan't go wrong with a Shakespeare adaptation set in high school with some of the coolest actors of the 2000s. Heath Ledger steals this movie. 15. Sweet Home AlabamaI love movies where the protagonist has to choose from two great guys. They are complicated, and they really get my wife and me to debate. 16. TitanicA romantic epic that is sweeping and so engaging. James Cameron uses spectacle to make even the most intimate scenes have big emotions and repercussions.17. 500 Days of SummerWho doesn't love a good breakup movie on Valentine's Day? I think this movie is about getting healthy after a relationship, so if you're single on the big day, check it out. 18. Love, SimonSuch a sweet movie that takes on crushes and coming out in an incredibly endearing way. 19. TrainwreckAnother laugh-out-loud movie about modern dating. Lebron James steals all these scenes for me. 20. In The Mood for LoveAnother artsy movie for my film buffs, there's an inherent sexiness in the costuming and the chemistry between actors in this movie. 21. Valentine's DayMy wife loves a cheesy movie where all paths connect, and I have to admit, I like the idea of how those are written as well. This one does not disappoint. 22. Sliding DoorsEver wonder what your life would be like if you made different choices? This movie will make you question the past and the future. 23. The Fault in Our StarsWho doesn't love a tearjerker? This movie will get you sobbing, but I like letting loose on V-day to purge all the emotions and start fresh. 24. Punch Drunk LoveI try to sneak this one in every year, but now my wife expects it. It is romantic even if it's also weird and challenging at times. 25. About TimeTime travel and love? Sign me up. This movie has so many stars in it and hits these core emotions to really connect. Summing Up The 25 Best Valentine's Day MoviesNow that you have this romantic list of Valentine's Day movies you can watch with your special someone, it's time to cuddle up on the couch and press play. Hopefully, these movies get you in the mood for a special night. Let me know what you think in the comments.

Feb 5, 2025 - 20:44

Every February 14th, I try to have my dinner reservations booked and my gifts purchased so that my wife has a great day. I know if I make her day, she'll make my night.

But not like that, you perverts.

My ideal Valentine's Day is watching a movie with the person I love.

So, what are the best Valentine's Day movies? I made a list of my 25 favorites, so if you and your special someone are stuck, I can help you pick out something fun to check out.

Let's dive in.

1. Casablanca

One of my favorite movies of all time, this asks big questions about love and gives big answers. It's my vote for the most romantic movie ever.

2. The Notebook

This movie comes up on every romance genre list. And it deserves it. It's sweet, sad, and fun to watch.

3. When Harry Met Sally

Another movie I think is an all-time great. There's so much witty dialogue and such an emotional hook following a will-they-won't-they couple over the years.

4. Pride and Prejudice

There's something about this classic adaptation that gets me every time. It's always an emotional tale that tugs at the heartstrings.

5. Notting Hill

I love anything meta, so seeing Julia Roberts play a movie star trying to find love always works for me.

6. Roman Holiday

I don't know what it is about hidden royalty tropes, but they really work in romance movies. This is the perfect date night film.

7. Love and Basketball

I like a little sports with my smooching, and this movie raises my competitive spirits, and I root hard for love and the team.

8. You've Got Mail

Even thought email is sort of normal now, and chatrooms feel icky, I think the romance at the center here keeps me coming back for more.

9. The Proposal

Any zany romantic comedy always gets my attention, they have high concepts and usually have funny set pieces.

10. Sleepless in Seattle

There's something so special about a movie where someone falls in love with a person's soul without ever seeing them. There's a magic here that feels like a time gone by.

11. La La Land

Musicals are one of my favorite genres. Even though I think this movie needs more songs, it really makes me romantic for Los Angeles and falling for another dreamer.

12. Crazy Rich Asians

My wife was obsessed with this book series. the first movie did not disappoint, containing all the laughs and lavish lifestyles I wanted.

13. There's Something About Mary

A personal favorite, this movie makes me laugh out loud and has so much sweetness and charm under its surface.

14. 10 Things I Hate About You

Can't go wrong with a Shakespeare adaptation set in high school with some of the coolest actors of the 2000s. Heath Ledger steals this movie.

15. Sweet Home Alabama

I love movies where the protagonist has to choose from two great guys. They are complicated, and they really get my wife and me to debate.

16. Titanic

A romantic epic that is sweeping and so engaging. James Cameron uses spectacle to make even the most intimate scenes have big emotions and repercussions.

17. 500 Days of Summer

Who doesn't love a good breakup movie on Valentine's Day? I think this movie is about getting healthy after a relationship, so if you're single on the big day, check it out.

18. Love, Simon

Such a sweet movie that takes on crushes and coming out in an incredibly endearing way.

19. Trainwreck

Another laugh-out-loud movie about modern dating. Lebron James steals all these scenes for me.

20. In The Mood for Love

Another artsy movie for my film buffs, there's an inherent sexiness in the costuming and the chemistry between actors in this movie.

21. Valentine's Day

My wife loves a cheesy movie where all paths connect, and I have to admit, I like the idea of how those are written as well. This one does not disappoint.

22. Sliding Doors

Ever wonder what your life would be like if you made different choices? This movie will make you question the past and the future.

23. The Fault in Our Stars

Who doesn't love a tearjerker? This movie will get you sobbing, but I like letting loose on V-day to purge all the emotions and start fresh.

24. Punch Drunk Love

I try to sneak this one in every year, but now my wife expects it. It is romantic even if it's also weird and challenging at times.

25. About Time

Time travel and love? Sign me up. This movie has so many stars in it and hits these core emotions to really connect.

Summing Up The 25 Best Valentine's Day Movies

Now that you have this romantic list of Valentine's Day movies you can watch with your special someone, it's time to cuddle up on the couch and press play.

Hopefully, these movies get you in the mood for a special night.

Let me know what you think in the comments.