Spending some quality time with your partner every now and then is a prerequisite to have a loving and lasting relationship. The most beautiful thing about spending quality time is that you can do it in any way and style. The idea is to spend time with a partner and create wonderful memories of the day or make the most out of it. Among several wonderful ways, date night movies are pretty popular among modern couples. The best thing about movie date nights is that you can plan is at any place of your choice.
Of course, you can go to the theatre, but to create beautiful memories, you are advised to plan it at home. Trust that the right movie can turn an ordinary night into an unforgettable one. So, if you are planning to movies to watch with boyfriend, then read this post. Here, we have outlined some of the best and timeless love stories to help you set the right tone. The list below has it all, from heartwarming rom-coms to emotional dramas, along with the lead cast and other details. So, without any further ado, let’s get started…
Top 25+ Romantic Movies to Watch with Boyfriend
Here is our list of the 25+ best date night movies of all time for you to pick the perfect film fitting your taste and preferences. The list below is curated carefully, keeping your unique needs in mind. It has everything, from romantic comedy to an emotional drama, so that you can pick according to your liking. Take a look…
1. The Notebook (2004)
The Notebook is a famous 2004 romantic film directed by Nick Cassavetes. The story revolves around Noah and Allie. A passionate summer romance between them is tested by differences in class, life choices and time. The movie is based on Nicholas Sparks’ book ‘The Notebook.’
Director: Nick Cassavetes
Lead Cast: Ryan Gosling, Rachel McAdams
2. Begin Again (2014)
Begin Again is yet another beautiful film that couples can select for their date night movies. This heartwarming musical drama follows the intertwined journeys of two people who cross paths at their lowest moments and help each other rediscover passion, hope and purpose.
Director: John Carney
Lead Cast: James Corden, Keira Knightley, Mark Ruffalo
3. La La Land (2016)
La La Land is a 2016 classic romantic film that revolves around a jazz musician and an aspiring actress. The two fall deeply in love while chasing their dreams in Los Angeles. Eventually, they realize that ambition often comes with sacrifice.
Director: Damien Chazelle
Lead Cast: Ryan Gosling, Emma Stone
4. Titanic (1997)
This 1997 epic romantic needs no introduction. Directed by James Cameron, Titanic is one of the most popular romantic movies of 1997. It was based on the tragic sinking of the RMS Titanic in 1912. The film follows the forbidden love story between two people (Jack and Rose) from entirely different worlds. It even includes some of the best tracks of that time.
Director: James Cameron
Lead Cast: Leonardo DiCaprio, Kate Winslet
5. Pretty Woman (1990)
Released in 1990, Pretty Woman is one of the best romantic movies to watch with boyfriend. The story revolves around a wealthy businessman who hires a charming escort for social events and gradually and unexpectedly the two fall for each other.
Director: Garry Marshall
Lead Cast: Julia Roberts, Richard Gere
6. Before Sunrise (1995)
Here is another beautiful film from the 90s to consider watching on your movie date night. The story tells how two strangers meet on a train in Europe and spend one magical night walking, talking and forming an unexpected emotional connection.
Director: Richard Linklater
Lead Cast: Ethan Hawke, Julie Delpy
7. The Fault in Our Stars (2014)
If you are looking for a romantic drama with some emotional twists, then The Fault in Our Stars is your best bet. Directed by Josh Boone, this movie is based on John Green’s bestselling novel of the same name. The movie beautifully captures the emotional journey of two young cancer patients who fall in love and form a profound connection in the midst of struggle.
Director: Josh Boone
Lead Cast: Shailene Woodley, Ansel Elgort
8. A Walk to Remember (2002)
Here is another popular film based on Nicholas Sparks’ 1999 bestselling novel of the same name. The story follows Landon Carter, a popular but aimless high school senior who falls for a quiet, kind girl whose shocking secret changes his life forever.
Director: Adam Shankman
Lead Cast: Mandy Moore, Shane West
9. The Vow (2012)
Directed by Michael Sucsy, The Vow is a beautifully crafted love story for all the lovey-dovey couples out there. This romantic drama film is inspired by the real-life story of Kim and Krickitt Carpenter. It is about the husband who is completely shattered when his wife loses her memory after a tragic accident. However, the husband is determined to win her heart all over again.
Director: Michael Sucsy
Lead Cast: Channing Tatum, Rachel McAdams
10. Crazy Rich Asians (2018)
Crazy Rich Asians is a rom-com released in 2018. The film is based on Kevin Kwan’s bestselling novel and it explores the journey of Rachel Chu, a smart, down-to-earth economics professor in New York who travels to Singapore to meet her boyfriend’s family, only to discover they are among the country’s wealthiest. Watch it to see how Rachel Chu navigates through their world of luxury and expectations.
Director: Jon M. Chu
Lead Cast: Constance Wu, Henry Golding
11. Notting Hill (1999)
If you are fond of romantic comedy movies, then this is the one to watch. Released in 1999, Notting Hill is an amazing romantic movie – perfect for movie date nights. The story revolves around the London bookseller whose world turns upside down when one of the most popular movie stars walks into his shop, and gradually into his life.
Director: Roger Michell
Lead Cast: Julia Roberts, Hugh Grant
12. 50 First Dates (2004)
50 First Dates is yet another beautiful movie to watch with boyfriend in a date night. Directed by Peter Segal, this film tells the story of a man who falls in love with a woman who loses her memory every day. You will be astonished to see his devotion towards his love as he makes her fall for him again—every day!
Director: Peter Segal
Lead Cast: Adam Sandler, Drew Barrymore
13. The Proposal (2009)
The Proposal, released in 2009 is one of the most beautiful and romantic movies to watch with your boyfriend. The film explores a woman boss who forces her assistant into a fake engagement in order to avoid deportation, gradually falling for him amidst all the chaos that follows.
Director: Anne Fletcher
Lead Cast: Sandra Bullock, Ryan Reynolds
14. The Holiday (2006)
The Holiday is a heartwarming romantic comedy that explores love, self-discovery and finding happiness in unexpected places. The story is about two women, Amanda Woods and Iris Simpkins. Both of them were dealing with heart break and then they decide to swap homes for the holidays and unexpectedly find love and deeper meaning in life.
Director: Nancy Meyers
Lead Cast: Kate Winslet, Cameron Diaz, Jude Law, Jack Black
15. Eternal Sunshine of the Spotless Mind (2004)
Here’s another captivating love story starring the talented Kate Winslet and Jim Carrey. Eternal Sunshine of the Spotless Mind is about a couple who undergoes a procedure to erase each other from their memories after a painful couple. However, in the process, they realize that some memories are too strong to erase.
Director: Michel Gondry
Lead Cast: Jim Carrey, Kate Winslet
16. When Harry Met Sally (1989)
When Harry Met Sally is yet another best romantic date night movie to include in your list. This 1989 romantic drama, masterfully directed by Rob Reiner, remains a timeless classic. The story revolves around two people, navigating friendship and questioning whether men and women can ever truly be just friends, ultimately discovering love along the way.
Director: Rob Reiner
Lead Cast: Billy Crystal, Meg Ryan
17. The Bodyguard (1992)
Another love story to have in your wish list for a memorable movie date night. The story explores the life of the famous singer who hires a former Secret Service agent as her protector – only to fall for him in the process.
Director: Mick Jackson
Lead Cast: Whitney Houston, Kevin Costner
18. Silver Linings Playbook (2012)
This 2012 romantic hit is going to make your movie night as special as you two are. Silver Linings Playbook beautifully explores the story of two people dealing with personal struggles who find healing and unexpected love through friendship and a dance competition.
Director: David O. Russell
Lead Cast: Bradley Cooper, Jennifer Lawrence
19. Me Before You (2016)
Here is another wonderful epic romantic drama to watch with your boyfriend on a movie date night. The story revolves around a cheerful young caregiver who gradually forms a powerful bond with a wealthy man whose life changed after an accident.
Director: Thea Sharrock
Lead Cast: Emilia Clarke, Sam Claflin
20. Pride & Prejudice (2005)
Directed by Joe Wright, Pride & Prejudice is a 2005 romantic drama based on Jane Austen’s classic 1813 novel. The film brings to life a timeless story of Elizabeth Bennet and Mr. Darcy through love, pride, misunderstandings and emotional discovery.
Director: Joe Wright
Lead Cast: Keira Knightley, Matthew Macfadyen
21. Step Up (2006)
Step Up tells the story of a rebellious teen, Tyler Gage, who gets into trouble for vandalism. He is sentenced to community service at a prestigious arts school as a part of his punishment, where he meets Nora Clark, a talented ballet dancer, who he falls in love with in the process.
Director: Anne Fletcher
Lead Cast: Channing Tatum, Jenna Dewan, Damaine Radcliff, and De’Shawn Washington
22. About Time (2013)
Released in 2013, About Time is a romantic drama that explores Tim Lake, who discovers he can time travel. He uses his ability to build the perfect relationship—learning valuable lessons along the way. The film explores the theme of love, romance and familyhood.
Director: Richard Curtis
Lead Cast: Domhnall Gleeson, Rachel McAdams
23. Sleepless in Seattle (1993)
Directed by Nora Ephron, Sleepless in Seattle revolves around a widower whose son calls a radio show asking for help finding his dad a partner. You will get to see how to strangers meet and form a magical connection in the process.
Director: Nora Ephron
Lead Cast: Tom Hanks, Meg Ryan
24. 10 Things I Hate About You (1999)
One of the best romantic movies to watch with boyfriend is 10 Things I Hate About You. This 1999 romantic drama is a modern retelling of Shakespeare’s The Taming of the Shrew. This lively, cheerful romantic story is about two teens, Kat Stratford and Patrick Verona, who eventually fall for each other.
Director: Gil Junger
Lead Cast: Heath Ledger, Julia Stiles
25. P.S. I Love You (2007)
Based on Cecelia Ahern’s 2004 novel of the same name, P.S. I Love You tells the story of a grieving widow who discovers a series of letters left by her late husband, guiding her toward healing and new beginnings.
Director: Richard LaGravenese
Lead Cast: Hilary Swank, Gerard Butler
26. Crazy, Stupid, Love (2011)
Released in 2011, Crazy, Stupid, Love explores the life of a middle-aged husband who changes dramatically when his wife asks him for a divorce. With the guidance of his new friend Jacob, he embarks on a journey to regain his confidence and learn the art of flirting in bars.
Directors Glenn Ficarra and John Requa
Lead Cast: Steve Carell, Ryan Gosling, Julianne Moore
27. Love Actually (2003)
Love Actually, directed by Richard Curtis, is a rom com that brings together the lives of eight very different couples, exploring love in its many forms—romantic, familial and platonic—during the festive Christmas season in London, England.
Director: Richard Curtis
Lead Cast: Bill Nighy, Gregor Fisher, Rory MacGregor
28. My Big Fat Greek Wedding (2002)
Last but not least is My Big Fat Greek Wedding in the list of the best date night movies for all time. This is one of the best and most romantic movies to watch with boyfriend. The film revolves around a young Greek woman who falls in love with a non-Greek. The story explores her struggles to get her family to accept her boyfriend.
Director: Joel Zwick
Lead Cast: Nia Vardalos, Michael Constantine, Christina Eleusiniotis
The Bottom Line
So, these are the top 25+ date night movies of all time for every kind of couple (young, middle aged or old). Whether you love romantic comedy or a romantic emotional drama film, the list has it all for everyone. The list includes timeless classics to modern love stories, catering to the needs, tastes and preferences of all kinds of couples. Each film listed above beautifully captures emotion, connection and shared experiences—making them the perfect companion for your movie date night. To make your date night movie even more special, make sure to arrange for your favourite snacks and setting a cozy, inviting ambiance for a truly memorable experience that you two can cherish forever! Happy Movie Date Night… 😊 😊
