Movies like Sailing to Paradise (2014)
The best movies like Sailing to Paradise (2014) are Love in Taipei (2023), Dirty Sexy Saint (2019) and Which Brings Me to You (2023). If Sailing to Paradise hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedKind Hearts and Coronets (1949)7.6/10 from 639 votes
- NewestOur Little Secret (2024)Released 2024
Love in Taipei (2023)
A young American woman is sent by her parents to a cultural immersion program in Taipei where she begins a new journey of self-discovery and romance.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDirty Sexy Saint (2019)
Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do committed relationships. This is before he meets Samantha Jamieson, an heiress turned runaway in need of help. When she starts to work as a waitress at his bar, he discovers that she is someone truly special and amazing… someone that could warm his damaged heart.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisNothing Like the Holidays (2008)
It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOur Little Secret (2024)
After discovering their significant others are siblings, two resentful exes must spend Christmas under one roof — while hiding their romantic history.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHow to Please a Woman (2022)
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMadame (2017)
Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid as a noblewoman to even out the number of guests. When the maid runs off with a wealthy guest, Anne must chase her around Paris to thwart the joyous and unexpected love affair.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisHappythankyoumoreplease (2011)
Six New Yorkers navigate love, commitment, and adulthood. When struggling novelist Sam takes in an abandoned boy he meets on the subway, his life begins to intertwine with a talented singer who challenges his bachelor ways. Meanwhile, his best friend Annie battles alopecia while torn between two drastically different men, and a long-term couple faces a crossroads that could alter their future together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Good House (2021)
When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisNight Owls (2015)
After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills, Kevin is forced to keep her awake... and over the course of the night the two begin to fall for each other.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisJolly Good Christmas (2022)
David is an American architect who relocates across the pond to take up a job at a prestigious London firm. As the clock counts down to Christmas Day, David is running out of time to buy his girlfriend – who also happens to be his boss’s daughter – a thoughtful present so he resorts to buying her a somewhat uninspired gift card.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Trial (2010)
After the horrific death of his wife and two sons, suicide seems to be the only escape for small town attorney Kent "Mac" McClain... until he's assigned a capital punishment case that begins to transform his life and those around him forever.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisXX/XY (2002)
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisFire with Fire (1986)
A tough, street-smart kid serving a sentence in a state youth reformatory meets a beautiful, innocent girl studying at a nearby convent. When forbidden love blossoms between them, they must fight the prison authorities, their parents and the law.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisLove Everlasting (2016)
Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisCharlie St. Cloud (2010)
Accomplished sailor Charlie St. Cloud has the adoration of his mother Claire and his little brother Sam, as well as a college scholarship that will lead him far from his sleepy Pacific Northwest hometown. But his bright future is cut short when tragedy strikes and takes his dreams with it. After high school classmate Tess returns home unexpectedly, Charlie grows torn between honoring a promise he made four years earlier and moving forward with newfound love. As he finds the courage to let go of the past for good, Charlie discovers the soul most worth saving is his own.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisNot Easily Broken (2009)
A car accident and shifting affections test the bond between a married couple.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisThe Secret: Dare to Dream (2020)
A widow with three children hires a handyman to fix her house during a major storm. When not doing home repairs, he shares his philosophy of believing in the power of the universe to deliver what we want.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisSad Movie (2005)
These intertwining stories about romance and separation follow a firefighter who can't find the right time to propose, a shy theme park worker who falls for an artist, an estranged mother and son, and a man seeking to regain his lost love.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisSleeping with Other People (2015)
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisAffair (2014)
Yoon-hee is one of the best curators who has everything. She meets a celebrated photographer named Hyeong-seok while preparing for an exhibit. She feels attracted towards him at first sight and suggests 100 days of sex games. The Korean version of "Nine and A Half Weeks", only instincts control their love! No rules exist between them.
Why it matches: Similar story and style · both romance & drama
At the Drive-In (2017)
Unable to purchase a $50,000 digital projector, a group of film fanatics in rural Pennsylvania fight to keep a dying drive-in theater alive by screening only vintage 35mm film prints and working entirely for free.
Why it matches: Similar story and style · both drama & comedy
Love Knots (2021)
Jodie Carpenter is the owner of 'The Loft', her family's sail-making company located near quaint Redmond's Bay Marina. When luxury developer Charles Prescott purchases the port looking to carry out a lavish expansion, Jodie fears that her business and heritage will be torn down and replaced.
Why it matches: Similar story and style · both comedy & romance
Summer of 85 (2020)
What do you dream of when you're 16-years-old and in a seaside resort in Normandy in the 1980s? A best friend? A lifelong teen pact? Scooting off on adventures on a boat or a motorbike? Living life at breakneck speed? No. You dream of death. Because you can't get a bigger kick than dying. And that's why you save it till the very end. The summer holidays are just beginning, and this story recounts how Alexis grew into himself.
Why it matches: Similar story and style · both romance & drama
Worth the HypeMovies like thisKind Hearts and Coronets (1949)
When his mother eloped with an Italian opera singer, Louis Mazzini was cut off from her aristocratic family. After the family refuses to let her be buried in the family mausoleum, Louis avenges his mother's death by attempting to murder every family member who stands between himself and the family fortune. But when he finds himself torn between his longtime love and the widow of one of his victims, his plans go awry.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisPick Up Artist (2014)
The four male characters in this film don’t seem to have much in common: a college student who accidentally comes across a sex tape of his girlfriend, an unemployed man lives at the mercy of his wife. The third man lives with his ill mother and finally, Min Gi who works as a pick-up artist teaching seduction skills. The four men head to the flashy nightclub, leaving behind their life troubles.
Why it matches: Similar story and style · both drama
Adventures in Spying (1992)
Two teens spot a notorious criminal who is supposed to be dead.
Why it matches: Similar story and style · both comedy
Inside Man (2006)
When an armed, masked gang enter a Manhattan bank, lock the doors and take hostages, the detective assigned to effect their release enters negotiations preoccupied with corruption charges he is facing.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Sailing to Paradise?
The closest matches to Sailing to Paradise are Love in Taipei (2023), Dirty Sexy Saint (2019) and Which Brings Me to You (2023). Below are 27 more, each with the reason it matches.
What should I watch after Sailing to Paradise?
Start with Love in Taipei (2023), the closest match to Sailing to Paradise.
What is the highest-rated movie like Sailing to Paradise?
Kind Hearts and Coronets (1949), rated 7.6/10 by 639 TMDB users.
What is the newest movie like Sailing to Paradise?
Our Little Secret (2024) is the most recent release on this list.
How are movies similar to Sailing to Paradise chosen?
First come films that Trakt’s viewers watch alongside Sailing to Paradise, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.