20 Romantic Movies for a First Date

Updated June 12, 2024 • Staff

Looking for a love story that'll help set the tone for you and your cinephile crush or equally filmy date? If you've made sure that there's already a spark there that they wouldn't mind pursuing, have a look at agoodmovietowatch's picks for little-known but high-quality movies that'll get you giddy and give you lots to talk about for hours after. Remember that no single film can ever lead you to a happily ever after unless you work for it, but if all you need for now is that little flutter at the beginning of a promising connection, these romances ought to give you the butterflies you're looking for.

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20.

Chasing Amy (1997)

For a film made in the mid-90s, by a straight white man in his early 20s, Chasing Amy is startingly smart and sensitive, filled with more relatable moments than anyone would care to admit. Sure, by today’s standards, its exploration of sexuality is questionable at best and cringe-worthy at worst, but it’s also an honest depiction of how an era (and some people still) confront this reality. And for all the important issues it tries to address, like homophobia, racism, and toxic masculinity, it’s also at its core a confectionary romcom. If When Harry Met Sally asks, “Can women and men be friends?”, then Chasing Amy complicates it with a question of its own: “Can a lesbian and a guy who falls in love too quickly be friends?” You may or may not arrive at an answer by the film’s end, but you’ll find much to like in its earnestness and thoughtfulness.

Our staff rating: 7.8/10
Genre: Comedy, Drama, Romance
Actor: Ben Affleck, Brian O'Halloran, Carmen Llywelyn, Casey Affleck, Dwight Ewell, Ethan Suplee, Guinevere Turner, Jason Lee, Jason Mewes, Joe Quesada, Joey Lauren Adams, Kevin Smith, Matt Damon, Scott Mosier, Welker White
Director: Kevin Smith
Rating: R

Free Watching Options:

Watch Chasing Amy (1997) on Fubo for free
19.

Happy-Go-Lucky (2008)

Happy-Go-Lucky is a Mike Leigh feel-good movie tells the story of Poppy, a North London teacher, whose story we follow through a number of different situations: driving lessons, solving work issues, having fun with friends, all while trying not to lose her optimism. The acting is superb, Sally Hawkins is a gem as Poppy, and one cannot describe it, one simply has to see it and enjoy it, because it leaves you smiling :)

Our staff rating: 7.9/10
Genre: Comedy, Drama, Romance
Actor: Alexis Zegerman, Andrea Riseborough, Caroline Martin, Eddie Marsan, Elliot Cowan, Joseph Kloska, Karina Fernandez, Kate OFlynn, Nonso Anozie, Oliver Maltman, Philip Arditti, Rebekah Staton, Sally Hawkins, Samuel Roukin, Sarah Niles, Sinéad Matthews, Stanley Townsend, Sylvestra Le Touzel, Trevor Cooper, Viss Elliot Safavi
Director: Mike Leigh
Rating: R
18.

Little England (2013)

Little England is one of those rare cases in small-nation cinemas, where a film was equally appealing to mainstream and arthouse audiences. Upon its release, it was box office success and 2013's Oscar submission for Best International Feature. Festival darling Pantelis Voulgaris equipped this interwar romantic drama with the attributes of an epic: it's two hours and a half long, spans across decades, and is based on a novel of a notable size. Written by renowned author Ioanna Karystiani, who is also Voulgaris's wife, "Little England" the novel was adapted in a riveting screenplay where love, jealousy, passion, and betrayal sizzle in a dangerous mix. As any good period drama, the emotional range is high, and the beauty in the premise—forbidden love—is a gift that keeps on giving. The film features two stellar lead performances, as Pinelopi Tsilika and Sofia Kokkali make their acting debuts as the two sisters, the latter being the face of a new, even more daring phase of Greek cinema today. 

Our staff rating: 7.9/10
Genre: Drama, Romance
Actor: Aineias Tsamatis, Andreas Konstantinou, Angeliki Papathemeli, Anneza Papadopoulou, Christos Kalavrouzos, Eirini Inglesi, Eleni Karagiorgi, Evangelia Adreadaki, Maximos Moumouris, Penelope Tsilika, Sofia Kokkali
Director: Pantelis Voulgaris
17.

Begin Again (2013)

John Carney, who directed the critically and commercially successful Once, may be the world’s best captor of charm. Begin Again tells the story of a broken-hearted singer who gets discovered by a failed showbiz executive. Their ideas and love for music are all they have to face their failures and bring their creativity to life. The original songs are charming and from Keira Knightley and Mark Ruffalo to Yasiin Bey (Mos Def), Adam Levine, and Cee-Lo Green, the cast generate sparkling chemistry and portray the story beautifully. Begin again is a sweet and effortless watch, yet far from being your classic rom-com.

Our staff rating: 8/10
Genre: Comedy, Drama, Music, Romance
Actor: Adam Levine, Andrew Sellon, Aya Cash, Catherine Keener, Cee Lo Green, CeeLo Green, Danielle Brisebois, David Abeles, David Pendleton, Emily Yarbourgh, Eric Burton, Hailee Steinfeld, James Corden, Jen Jacob, Jennifer Li Jackson, Jimmy Palumbo, John Carney, Karen Pittman, Keen Ruffalo, Keira Knightley, Kena Onyenjekwe, Maddie Corman, Madison Love, Marco Assante, Mark Ruffalo, Mary Catherine Garrison, Mos Def, Paul Romero, Rob Morrow, Sama Fernands, Shannon Maree Walsh, Shannon Walsh, Simon Delaney, Stacey Maltin, Terry Lewis, Yasiin Bey
Director: John Carney
Rating: R

Free Watching Options:

Watch Begin Again (2013) on Amazon Prime for free
16.

Strictly Ballroom (1992)

Strictly Ballroom is an energetic, fun and hilarious movie. Baz Lurhman does an incredible job telling the story of a rebellious young dancer who just wants to dance his own steps in the face of conformity. When he finds an inexperienced yet determined dance partner it's the beginning of an unexpected love story like no other. This movie isn't like the usual rom-com, it has colour, vitality and passion. It's a Moulin Rouge but with even more character, and the work that put Lurhman on the map for everyone.

Our staff rating: 8/10
Genre: Comedy, Drama, Romance
Actor: Antonio Vargas, Armonia Benedito, Barry Otto, Bill Hunter, Gia Carides, John Hannan, Kris McQuade, Lauren Hewett, Pat Thomson, Paul Bertram, Paul Mercurio, Peter Whitford, Pip Mushin, Sonia Kruger, Steve Grace, Tara Morice, Todd McKenney
Director: Baz Luhrmann, Baz Lurhman
Rating: PG

Free Watching Options:

Watch Strictly Ballroom (1992) on Fubo for free
15.

Ruby Sparks (2012)

Calvin Weir-Fields (Paul Dano), a young and promising novelist imagines and writes about his idea of a perfect female companion. Somehow, his words manifest into reality - the beautiful and corky Ruby Sparks (Zoe Kazan). Soon, however, his magical love turns shallow as his creation begins to think for herself and wrestle against her creation. This romantic comedy has the right amount of wit and emotion with a deep message of loving people just the way they are.

Our staff rating: 8.1/10
Genre: Comedy, Drama, Fantasy, Romance
Actor: Aasif Mandvi, Alia Shawkat, Annette Bening, Antonio Banderas, Casey Genton, China Shavers, Chris Messina, Claudia Bestor, Deborah Ann Woll, Diana Parros, Eden Brolin, Eleanor Seigler, Elliott Gould, Emma Jacobs, Jane Anne Thomas, Janine King, John F. Beach, Kai Lennox, Mark Roman, Mary Jo Deschanel, Michael Berry Jr., Paul Dano, Rick L. Dean, Rightor Doyle, Steve Coogan, Tatiana Sarasty, Toni Trucks, Wallace Langham, Zoe Kazan
Director: Jonathan Dayton, Valerie Faris
Rating: R
14.

Columbus (2017)

What goes well with a love story? Creative architecture. Columbus the movie is such a great and genuine exploration of this idea, filmed in Columbus the city - a weird experimental hub for architecture that actually exists in real life! After his architect father goes into a coma, Jin (John Cho), a Korean-born man finds himself stuck in Columbus without a foreseeable end. In Korean tradition when a parent dies, the son should be in the same place physically otherwise they can't mourn. While waiting to see what will happen to his father he meets Casey (Haley Lu Richardson), an aspiring architect herself, who's also stuck in Columbus because of her mother. This is a beautiful movie with real-life issues and situations, to be especially appreciated by viewers who don't mind a slow narrative in exchange for a meticulously-crafted movie.

Our staff rating: 8.1/10
Genre: Drama, Romance
Actor: Alphaeus Green, Jr., Caitlin Ewald, Erin Allegretti, Haley Lu Richardson, Jim Dougherty, John Cho, Lindsey Shope, Michelle Forbes, Parker Posey, Reen Vogel, Rory Culkin, Rosalyn R. Ross, Shani Salyers Stiles, Wynn Reichert
Director: Kogonada
Rating: Not Rated
13.

The Big Sick (2017)

A revelation of a movie, both in filmmaking and commercial success. While little-known abroad, it has made more than $42 million in US Box Office revenue out of a tiny $5 million budget. Kumail Nanjiani, stand-up comedian and star of the show Silicon Valley, tells his own story of romance with his now-wife Emily V. Gordon (who co-wrote the movie). Because it is based on a true story, and because it is the product of the love of both its writers and stars, this movie is incredibly heartfelt. It is also timely, addressing heavy themes such as identity, immigration, and family relationships. Not to mention it is absolutely hilarious. And it's produced by Judd Apatow. Trust me and go watch it.

Our staff rating: 8.2/10
Genre: Comedy, Drama, Romance
Actor: Adeel Akhtar, Aidy Bryant, Alison Cimmet, Andrew Pang, Anupam Kher, Bo Burnham, Celeste Arias, Charles Gould, David Alan Grier, Ed Herbstman, Holly Chou, Holly Hunte, Holly Hunter, Isabel Shill, Jack Corrigan, Jack O'Connell, Jeff Blumenkrantz, Jeremy Shamos, Keilly McQuail, Kerry Flanagan, Kuhoo Verma, Kumail Nanjiani, Kurt Braunohler, Lauren Patten, Lawrence Ballard, Linda Emond, Marilyn Torres, Matthew Cardarople, Mitra Jouhari, Myra Lucretia Taylor, Myra Turley, Rahul Bedi, Ray Romano, Rebecca Naomi Jones, Shana Solomon, Shenaz Treasury, Shunori Ramanathan, Sophia Muller, Spencer House, Susham Bedi, Vella Lovell, William Stephenson, Zach Cherry, Zenobia Shroff, Zoe Kazan
Director: Michael Showalter
Rating: R

Free Watching Options:

Watch The Big Sick (2017) on Amazon Prime for free
12.

Love, Simon (2018)

An easy yet original coming-of-age story about Simon, a high-schooler with great parents, great friends, and one big secret he's not telling either. It's not a particularly complex movie, and it may not be one you'll remember forever, but it's very easy to have a pleasant time watching it. And if you're OK with that, its takes on finding one's identity and the negative impact of keeping secrets from our loved ones might surprise you in their depth. Love, Simon is a reminder that movies don't have to be religiously realistic to get a heartfelt new story across. It's entertainment with a message, the same way Juno or The Perks of Being a Wallflower were.

Our staff rating: 8.2/10
Genre: Comedy, Drama, Romance
Actor: Alex Sgambati, Alexandra Shipp, Bryson Pitts, Cassady McClincy, Chantell D. Christopher, Christian Ojore Mayfield, Christopher L. Plunkett, Clark Moore, Collin McHugh, Danni Heverin, Drew Starkey, Dylan Cheek, Emily Jordan, Haroon Khan, Jamila Thompson, Jennifer Garner, Joey Pollari, Jonathan Fritschi, Jorge Lendeborg Jr., Josh Duhamel, Josh Royston, Joshua Mikel, Katherine Langford, Keiynan Lonsdale, Logan Miller, Mackenzie Lintz, Mandy Fason, Matthew Laraway, Miles Heizer, Nancy De Mayo, Natasha Rothwell, Nicholas Stargel, Nick Robinson, Nye Reynolds, Patrick Donohue, Philip Covin, Robbie Rogers, Samantha Bulka, Sean O'Donnell, Talitha Bateman, Talitha Eliana Bateman, Terayle Hill, Tony Hale, Tyler Chase, Tyson Love
Director: Greg Berlanti
Rating: PG-13
11.

Portrait of a Lady on Fire (2019)

This unique romance is set during a time when a man would be sent the painting of the woman he was to marry before the wedding could take place. Héloïse, secluded with her mother and a maid on a remote island, doesn't approve of her upcoming wedding and refuses to be painted. Her mother sends for a new painter, Marianne, to try to paint her without her noticing. Marianne has to take on this near-impossible task when she starts having feelings for Héloïse. This makes for a riveting romance where Marianne has to choose between her heart and her art while keeping a huge secret from her love interest.

Our staff rating: 8.2/10
Genre: Drama, History, Romance
Actor: Adèle Haenel, Adèle Haenel, Armande Boulanger, Christel Baras, Clément Bouyssou, Clément Bouyssou, Guy Delamarche, Luàna Bajrami, Luàna Bajrami, Michèle Clément, Noémie Merlant, Noémie Merlant, Valeria Golino
Director: Céline Sciamma, Céline Sciamma
Rating: R

Free Watching Options:

Watch Portrait of a Lady on Fire (2019) on Hulu for free

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