Top 10 Movies for Date Night You’ll Love Watching. Hey! So if you’re like me and you’re wondering, “What movie should I watch for date night?” — don’t worry. I’ve got you. These movies are perfect for chilling with someone special. They’re a mix of love stories, funny stuff, and just good vibes.
Some are kinda old, but trust me, they’re still awesome. I picked movies that are actually fun to watch and don’t make you feel like you’re stuck in a boring love story. These are my picks for the Top 10 Movies for Date Night—and honestly, they’re some of the best movies in the last 10 years (plus a few classics that still hit hard).
Let’s jump in.
1. Her (2013) – 2h 6m
Where to Watch: Apple TV+, Prime Video, or rent on YouTube
Synopsis: This one’s wild. A guy named Theodore falls in love with his AI assistant, Samantha. Yup, like Siri, but way smarter and way more… human. They talk, joke, get close—and yep, even fall in love.
Why it’s great for date night: This movie makes you think about what love really means. Can it still be love if it’s not with a person? It’s deep, kinda weird, but also sweet. Makes you wanna talk about big things after watching.
My Opinion: Honestly, I felt weird at first. But then it made me sad and happy at the same time. It’s totally one of the best movies in the last 10 years. It gets in your head.
2. Eternal Sunshine of the Spotless Mind (2004) – 1h 48m
Trailer: Eternal Sunshine – Official Trailer
Where to Watch: Max, Netflix (in some places), rental online
Synopsis: After a messy breakup, Joel wants to erase his ex, Clementine, from his memory. Like, literally erase her using a special machine. But while his memories are disappearing, he realizes he still loves her.
Why it’s great for date night: It’s emotional and smart. Shows that even when love hurts, it still matters. Perfect if you’re wondering what films should I watch that hit the heart.
My Opinion: I was confused at times, but it made me cry and think about stuff. Kinda shows how relationships are never perfect.
3. Love & Basketball (2000) – 2h 4m
Trailer: Love & Basketball – Trailer
Where to Watch: Hulu, Amazon Video (rent)
Synopsis: Monica and Quincy are neighbors who both love basketball. As they grow up, they fall for each other. But careers and pride get in the way. Still, their connection is strong.
Why it’s great for date night: Sports + love = fun movie to watch with someone. It shows how people grow together, mess up, and still care. Super real.
My Opinion: I was yelling at the screen like, “Come on, just talk to each other!” It felt like real life. Also made me wanna shoot some hoops after.
4. In the Mood for Love (2000) – 1h 38m
Trailer: In the Mood for Love – Trailer
Where to Watch: Criterion Channel, rental services
Synopsis: Two neighbors in 1960s Hong Kong think their partners are cheating. They become friends but try not to cross the line into love.
Why it’s great for date night: This one is super quiet but intense. Every look and silence says something. It’s like a slow song you just feel in your chest.
My Opinion: It felt like a painting in motion. No big drama, just feelings. Made me wanna be more patient and notice the small stuff in life. Great choice for a Top 10 Movies for Date Night You’ll Love Watching.
5. The Princess Bride (1987) – 1h 38m
Trailer: The Princess Bride – Trailer
Where to Watch: Disney+, Google Play (rent)
Synopsis: A grandfather tells his sick grandson a crazy story about a farmboy, a princess, pirates, sword fights, giants, and true love. It’s goofy but full of heart.
Why it’s great for date night: It’s super funny and not too mushy. Perfect if you want to laugh and not feel awkward on a date.
My Opinion: I’ve seen it like five times and it’s still funny. You can quote it forever. It’s like the ultimate comfort movie.
6. The Big Sick (2017) – 2h
Trailer: The Big Sick – Official Trailer
Where to Watch: Prime Video
Synopsis: Kumail, a stand-up comedian, falls for Emily, but their cultures and families clash. Then she gets really sick and goes into a coma. He ends up bonding with her parents while figuring out his feelings.
Why it’s great for date night: It’s real and funny and doesn’t try too hard. Shows love is messy and sometimes scary.
My Opinion: It made me laugh and then hit me with real stuff. Felt like something that could actually happen. It’s definitely one of the best films in the last 10 years.
7. The Shape of Water (2017) – 2h 3m
Trailer: The Shape of Water – Trailer
Where to Watch: Hulu, HBO Max
Synopsis: Elisa, who can’t talk, works in a lab and finds this fish creature locked up. They become close, fall in love, and she fights to protect him.
Why it’s great for date night: Sounds weird, but it’s a beautiful story about feeling seen and accepted. The love is silent but strong.
My Opinion: It was kinda creepy but also sweet. Like a fairy tale for grown-ups. Also, the music is so nice.
8. Lost in Translation (2003) – 1h 45m
Trailer: Lost in Translation – Trailer
Where to Watch: Netflix, Paramount+
Synopsis: Bob and Charlotte are in Tokyo, feeling lost in their own lives. They meet, talk, and hang out. They form a special friendship that’s quiet but strong.
Why it’s great for date night: It’s peaceful. It’s not about big romance, just two people understanding each other. Good for when you just wanna chill and feel something.
My Opinion: This movie feels like a soft pillow. It’s simple, but you feel everything. And Tokyo looks awesome.
9. Portrait of a Lady on Fire (2019) – 2h 1m
Trailer: Portrait of a Lady on Fire – Trailer
Where to Watch: Hulu, iTunes (rent)
Synopsis: In France back in the day, Marianne is hired to paint a portrait of Héloïse without her knowing. They grow close, fall in love, but society won’t let them be together.
Why it’s great for date night: Every scene looks like art. It’s slow but deep. Makes you think about love you can’t keep.
My Opinion: It made my heart feel stuff I didn’t expect. So quiet and beautiful. I wanted to pause every scene.
10. Call Me by Your Name (2017) – 2h 12m
Trailer: Call Me by Your Name – Trailer
Where to Watch: Netflix, rental online
Synopsis: During a summer in Italy, Elio meets Oliver. They spend time swimming, biking, and falling in love. But time moves on and things change.
Why it’s great for date night: The whole movie feels like summer. Warm, dreamy, and kind of sad. Makes you remember your own first crush.
My Opinion: It’s slow, but the feelings sneak up on you. Made me wanna go outside and listen to music in the sun.
Quick Picks (If You Can’t Decide)
If you’re stuck asking, “what movie should I watch tonight?” here are three easy picks:
- The Big Sick – it’s funny and real.
- Her – weird but super cool.
- The Princess Bride – fun and light, never boring.
Final Thoughts
So yeah—these are the Top 10 Movies for Date Night. They’re full of heart, jokes, weirdness, and honesty. If you’ve been asking “what films should I watch?” or want the best movies in the last 10 years, this list has you covered.
Wanna find more ideas? Go check out www.whatishouldwatch.com. They’ve got tons of suggestions, and it’s fun to scroll.
Grab snacks. Get comfy. Press play.
Happy date night! 🍿
📌 Check out: Mind-Bending Movies That Make You Feel
📌 Dive deeper with our: Slow-Burn Love Movies List