Some love stories just feel easy to slip into. No big drama right away, no over-the-top scenes; just two people, a shared history, and a connection that remains memorable. ‘People We Meet on Vacation‘ has that exact kind of charm.
If you enjoyed the same friends-to-lovers energy, the emotional slow burn, and the humor with honest vulnerability, you’re probably looking for similar rom-coms that feel the same.
10. Set It Up (2018)
A rom-com that stays enjoyable even after multiple rewatches! Two assistants reach their breaking point with their demanding bosses and decide to play matchmaker, hoping the distraction will finally give them some breathing room. At first, the plan seems smart; however, it soon spirals into awkward, chaotic situations. Meanwhile, as the setup grows messier, Harper and Charlie start relying on each other more and more. Over time, that shared survival mode turns into a genuine connection and becomes each other’s anchors.
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9. Love in the Villa (2022)
Plans fall apart fast when a planning-crazy woman gets dumped right before a long-anticipated romantic trip to Verona. Rather than cancel everything, she decides to go anyway, only to arrive and learn that her villa has been double-booked. A British man named Charlie ends up sharing the space, which leaves both of them stuck in a situation neither signed up for. Eventually, unexpected conversations and moments they never planned for slowly turn their irritation towards each other into attraction.
8. Palm Springs (2020)
In this movie, nothing is as it seems, and almost everything that can go wrong, absolutely does. Two strangers hook up at a wedding and soon find themselves trapped in a time loop, reliving the same day over and over. Sure, there’s chaos, laughter, and some sexual tension, but the movie ultimately becomes a meditation on love, loneliness, and companionship when life seems bleak.
7. Anyone But You (2023)
Bea and Ben get off to a terrible start, and a badly ended date leaves them with zero patience for each other. Just when it seems easy to move on, fate throws them back together on a flight to Sydney, both heading to the same wedding. Being around each other every day quickly becomes unbearable, so they strike a deal. The arrangement works a little too well. Bea finally gets her parents to stop pushing her to reunite with her ex-fiancé Jonathan, while Ben enjoys watching his ex Margaret squirm with jealousy. Their calculated plan slowly turns complicated as real feelings creep in.
6. To All The Boys I’ve Loved Before (2018)
Lara Jean Song Covey keeps her feelings to herself, writes letters to old crushes, and locks them away. However, that secrecy disappears quickly when those letters get sent out by mistake and reach the boys they were never meant for. Almost overnight, her private thoughts turn into public drama, and life at school becomes impossible to ignore. To deal with the mess, Lara Jean agrees to a fake relationship with Peter Kavinsky. At first, it seems like an easy fix that might calm things down. Over time, though, pretending fades away and real feelings creep in.
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5. One Day (2011)
Based on David Nicholls’ novel, ‘One Day‘ is a story of two friends who meet same day each year. Yes, just like the crux of ‘People We Meet on Vacation,’ in which the leads holiday annually. But ‘One Day‘ is also about how people change, getting lost in careers and regrets. There are missed chances and unspoken feelings that feel tender, frustrating, and heartbreakingly human. Netflix expanded this into a limited series that gives the right blend of emotions as well.
4. Love, Rosie
Much like ‘People We Meet on Vacation,’ in this film, we witness two best friends spending years circling what’s always been obvious to everyone else but them. The timing is off, or poor decisions, long-distance detours hinder their romance. But life always pulls them back together. ‘Love, Rosie’ makes us root for soft-hearted love stories, all the almosts we encounter, and the achingly nostalgic dream of soulmates.
3. Before Sunrise (1995)
This isn’t a cult classic just for the sake of it. ‘Before Sunrise‘ is timeless. We see how a chance meeting on a train leads two strangers to spend one night wandering Vienna, talking about love, irreverent thoughts, insecurities, ambitions, and everything in between. Jesse and Celine’s connection is both fleeting and profound, lasting just until the sun comes up. But it becomes a reminder of how conversations can feel like magic. The trilogy eventually completes its journey of temporary moments, transforming into a dreamy forever.
2. Crazy Rich Asians (2018)
One of the most wholesome movies out there, ‘Crazy Rich Asians‘ is based on a book written by Kevin Kwan. This story follows a Chinese American professor named Rachel Chu and her rich boyfriend Nick Young, travelling to his home to meet his family in Singapore. Despite all odds and Nick’s mother being disapproving of Rachel, the love story works, spreading warmth all around.
1. When Harry Met Sally (1989)
In this beloved rom-com, two strangers keep crossing paths over the years. Debates about love, sex, and whether men and women can be just friends erupt. Between the banter, something begins to thaw, and the duo becomes vulnerable, leading to their inevitable destiny as a couple. It’s one of the most rewatched movies ever, and makes us realise the value of love we might’ve overlooked.
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