Movies like Trippin’ with the Kandasamys (2021)
The best movies like Trippin’ with the Kandasamys (2021) are People We Meet on Vacation (2026), Just Go with It (2011) and Holiday in Handcuffs (2007). If Trippin’ with the Kandasamys hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Holiday (2006)7.1/10 from 5,840 votes
- NewestDating Sucks (2026)Released 2026
People We Meet on Vacation (2026)
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisJust Go with It (2011)
While romancing Palmer, a much younger schoolteacher, plastic surgeon Danny Maccabee enlists his loyal assistant Katherine to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, Katherine's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHoliday in Handcuffs (2007)
A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and share a magical Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWith Six You Get Eggroll (1968)
Abby McClure, a widow with three sons, and Jake Iverson, a widower with a teenage daughter, begin dating and eventually decide to get married. But they're not prepared for the hostile reactions from their children, who are not very excited about the new union between the two families.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Holiday (2006)
Two women, one American and one British, swap homes at Christmastime following bad breakups. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisHot Frosty (2024)
When a young widow's magic scarf brings a dashing snowman to life, can he help her rediscover romance, laughter and holiday cheer before he melts away?
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisA Touch of Class (1973)
Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThink Like a Man Too (2014)
All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Out-of-Towners (1999)
The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisOut to Sea (1997)
Care-free Charlie cons his widower brother-in-law Herb into an expenses-paid luxury cruise in search of rich, lonely ladies. The catch is that they are required to be dance hosts! With a tyrannical cruise director, and the luscious Liz and lovely Vivian, our heroes have lots of mis-adventures before they finally return to port.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Even Stevens Movie (2003)
The Stevens think that they've won an all-expenses-paid trip to an island halfway around the world. When their house is destroyed, their food stolen, and their bacon eaten, the Stevens family crumbles, unaware that their family vacation is in fact a hidden camera reality show!
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisCheaper by the Dozen 2 (2005)
The Baker family, while on vacation, find themselves in competition with a rival family of eight children.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisYour Sister's Sister (2011)
Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJudy Moody and the Not Bummer Summer (2011)
Third-grader Judy Moody sets out to have the most thrilling summer of her life.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDisaster Holiday (2024)
A workaholic dad, trying to win over his kids, heads to the coast of Durban for a big work meeting — under the guise of a family road trip vacation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRV (2006)
Climbing aboard their mammoth recreational vehicle for a cross-country road trip to the Colorado Rockies, the Munro family – led by dysfunctional patriarch, Bob – prepares for the adventure of a lifetime. But spending two weeks together in one seriously small space has a way of cramping their style.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSummer Rental (1985)
Jack Chester, an overworked air traffic controller, takes his family on vacation to the beach. Things immediately start to go wrong for the Chesters, and steadily get worse. Jack ends up in a feud with a local yachtsman, and has to race him to regain his pride and family's respect.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChristmas Getaway (2017)
When a reservation mix-up at a mountain resort forces a newly-single travel writer to share a cabin with a handsome widower and his precocious daughter over the holidays, their lives are transformed by the magic of Christmas and the unexpected power of love.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisA Biltmore Christmas (2023)
Contemporary screenwriter Lucy Hardgrove is hired to pen the remake of the holiday classic His Merry Wife!, which was shot at the renowned Biltmore Estate. Taking a tour of the grounds, she accidentally knocks over an hourglass, transporting her back in time to 1946, right when His Merry Wife! is being filmed.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisDating Sucks (2026)
A vampiress navigates the turmoils of modern dating.
Why it matches: Similar story and style · both comedy & romance
This Christmas (2007)
This year Christmas with the Whitfields promises to be one they will never forget. All the siblings have come home for the first time in years and they've brought plenty of baggage with them. As the Christmas tree is trimmed and the lights are hung, secrets are revealed and family bonds are tested. As their lives converge, they join together and help each other discover the true meaning of family.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisSomething New (2006)
Kenya McQueen thought she had it all: a successful career, good friends and family. There was just one thing she didn't have under control: her love life. All that changes when she meets sexy, free-spirited Brian Kelly. But when her ideal man arrives on the scene, Kenya must decide between the relationship everyone expects and the romance no one expected.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisThe Perfect Man (2005)
Holly is tired of moving every time her mom Jean breaks up with yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man, an imaginary secret admirer who will romance Jean and boost her self-esteem.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Talk of the Town (1942)
Hilarity ensues when a falsely accused fugitive from justice hides at the house of his childhood friend, which she has recently rented to a high-principled law teacher.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisI am the Secret in Your Heart (2024)
In school, Wang Hsiao-hsia and her childhood friend Yuzu are seen as a couple, but Hsiao-hsia secretly longs for the transfer student Cheng Yih. Cheng Yih, admired for his exceptional grades, talent, and fighting skills, captivates her heart. Despite her poor academic performance, Hsiao-hsia tries various methods to win his affection, but nothing works. Unbeknownst to her, Cheng Yih harbors feelings for Hsiao-hsia as well. Meanwhile, Yuzu, fiercely protective of Hsiao-hsia, is wary of anyone trying to get close to her. As summer arrives, a fragrant first love begins to bloom among the three of them, reminiscent of lemongrass.
Why it matches: Similar story and style · both romance & comedy
What's Wrong Wendy? (2026)
Wendy Day is a young woman struggling to find her place in a world that has always felt slightly out of step. When a string of brutal murders shakes the town, Wendy is pulled into a hidden war between vampires, demons, and ancient forces lurking beneath the surface of everyday life. As dark secrets begin to unravel, Wendy discovers that the answers may be tied not only to the town’s bloody history, but to her own connection to the supernatural. Alongside her fiercely protective sister Arlo and her estranged high school crush Victoria Sinclair, Wendy must navigate a growing nightmare of monsters, betrayal, and impossible choices. As the body count rises and the line between friend and foe begins to blur, Wendy finds herself at the center of a mystery that threatens to consume Sequoia Lake and everyone she loves.
Why it matches: Similar story and style · both comedy
Witchy Ways (2025)
When a skeptical woman retreats to a secluded cabin believed to be magical, she falls for its enigmatic witch owner, until dark spells, buried secrets, and a restless ghost threaten their chance at love.
Why it matches: Similar story and style · both romance
Jason's Lyric (1994)
The story of a young man who must confront his own fears about love as well as his relationships with family and friends.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisI'll Be Seeing You (2026)
When a work errand derails Amy's weekend plans with her grandma, they embark on a road trip with one sentimental detour but need the help of a charming activities director.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like Trippin’ with the Kandasamys?
The closest matches to Trippin’ with the Kandasamys are People We Meet on Vacation (2026), Just Go with It (2011) and Holiday in Handcuffs (2007). Below are 27 more, each with the reason it matches.
What should I watch after Trippin’ with the Kandasamys?
Start with People We Meet on Vacation (2026), the closest match to Trippin’ with the Kandasamys.
What is the highest-rated movie like Trippin’ with the Kandasamys?
The Holiday (2006), rated 7.1/10 by 5,840 TMDB users.
What is the newest movie like Trippin’ with the Kandasamys?
Dating Sucks (2026) is the most recent release on this list.
Are there English movies like Trippin’ with the Kandasamys?
Yes: People We Meet on Vacation (2026), Just Go with It (2011) and Holiday in Handcuffs (2007).
How are movies similar to Trippin’ with the Kandasamys chosen?
First come films that Trakt’s viewers watch alongside Trippin’ with the Kandasamys, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.