Movies like Sideways
If you like "Sideways" you are looking for road movie, sentimental and dark comedy movies about / with road trip, wine, couples, vineyard, on the road, vacation and divorce themes of Comedy, Drama and Romance genre shot in USA.
Find your next favorite and similar movies in two steps:
1. Identify all themes of interest from this film (block below).
2. Look for them in the presented list.
Sideways (2004)
216K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 127 min.
Story:
Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.
Style:
road movie, sentimental, dark comedy, melancholic, romantic drama, humorous, semi serious, existential, feel good, heartbreaking ...
Audience:
chick flick, date night
Plot:
road trip, wine, couples, vineyard, on the road, vacation, divorce, infidelity, food, affair, midlife crisis, wedding, golf, friendship, sexual attraction, passion, buddy, travel, life philosophy, character study, melancholy, small town, love and romance, best friend, cooking ...
Time:
2000s, year 2004, 21st century, contemporary
Place:
california, san francisco, los angeles, bay area, usa, san diego california
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Most similar movies to Sideways
The list contains related movies ordered by similarity. Recommendation engine sorted out realistic, clever, semi serious and interesting films with plots about relationships, dialogue, life philosophy, storytelling, loneliness, love and love and romance mostly in Drama, Comedy and Romance genres. Some movies like Sideways: Lost in Translation (2003), Friends with Money (2006), The Descendants (2011), Garden State (2004), Elizabethtown (2005). The matching attributes are highlighted in bold.
Genre: Comedy, Drama
Country: USA, Japan
Duration: 102 min.
Story:
Two lost souls visiting Tokyo -- the young, neglected wife of a photographer and a washed-up movie star shooting a TV commercial -- find an odd solace and pensive freedom to be real in each other's company, away from their lives in America.
Style:
melancholic, atmospheric, cerebral, intellectual, sexy ...
Audience:
girls' night, date night, family friendly, chick flick
Plot:
loneliness, midlife crisis, older man younger woman relationship, age difference, friendship, character study, alienation, fish out of water, melancholy, unlikely couple, actor, hotel room ...
Time:
2000s, year 2003, 21st century
Place:
japan, tokyo, asia, yale university, america ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 88 min.
Story:
After she quits her lucrative job, Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends.
Style:
sexy, witty, melancholic, stylized, humorous ...
Audience:
girls' night, chick flick
Plot:
friendship, shopping, midlife crisis, nervous breakdown, money problems, maid, crumbling marriage, love and romance, unfulfillment, master and servant, power relations, looking for love ...
Time:
year 2006, 2000s
Place:
los angeles, california, usa, santa monica california, new jersey
Similarity:
100%
Genre: Comedy, Drama
Country: USA
Duration: 115 min.
Story:
With his wife Elizabeth on life support after a boating accident, Hawaiian land baron, Matt King takes his daughters on a trip from Oahu to Kauai to confront the young real estate broker, who was having an affair with Elizabeth before her misfortune.
Style:
touching, depressing, sad, poignant, suspense ...
Audience:
teens
Plot:
infidelity, teenage daughter, bittersweet, dying mother, family drama, grief, father daughter relationship, family relations, beach, dysfunctional family, cheating wife, death ...
Time:
year 2011, 2000s, 2010s, 21st century
Place:
hawaii, usa, iran, california
Similarity:
100%
228K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 102 min.
Story:
Andrew returns to his hometown for the funeral of his mother, a journey that reconnects him with past friends. The trip coincides with his decision to stop taking his powerful antidepressants. A chance meeting with Sam - a girl also suffering from ...
Style:
sentimental, funny, indie film, sweet, independent film ...
Audience:
chick flick, teens, date night
Plot:
depression, self discovery, melancholy, coming of age, female nudity, paraplegic, love story, love, family relations, relationships, drug, dealing with death ...
Time:
year 2004, near future, medieval times, 2000s, 21st century
Place:
new jersey, los angeles, new york, usa, seattle
Similarity:
100%
Movie in collections
Genre: Comedy, Drama, Romance
Country: USA
Duration: 123 min.
Story:
Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his ...
Style:
sweet, sentimental, melancholic, road movie, romantic ...
Audience:
teens, girls' night, chick flick
Plot:
small town, love story, suicide attempt, love, bittersweet, stewardess, road trip, destiny, hometown, life philosophy, self discovery, on the road ...
Time:
year 2005, 2000s, 21st century
Place:
kentucky, oklahoma city, usa, memphis, mississippi ...
Similarity:
100%
159K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 134 min.
Story:
Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.
Style:
funny, emotional, humorous, intense, melancholic ...
Audience:
date night, teens, chick flick, girls' night
Plot:
dysfunctional family, 40 year old, relationships, husband wife relationship, family bonds, family drama, life philosophy, depression, midlife crisis, high maintenance, adulthood, family life ...
Time:
year 2012, 2010s, year 2013, 70s, year 1974 ...
Place:
usa, california, new jersey
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 122 min.
Story:
After spending eight months in a mental institution, a former teacher moves back in with his parents and tries to reconcile with his ex-wife.
Style:
romantic, touching, romantic comedy, inspirational, sentimental ...
Audience:
chick flick, date night, girls' night, teens, adult
Plot:
mental illness, love, family drama, bipolar disorder, depression, adaptation, character study, social misfits, supportive parent, father son relationship, male female friendship, mental patient ...
Time:
2010s, year 2012, 21st century
Place:
philadelphia, peru, usa, pennsylvania, america ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 106 min.
Story:
Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.
Style:
feel good, humorous, romantic, sweet, light ...
Audience:
chick flick, girls' night, date night, teens
Plot:
love and romance, friendship, couple relations, infidelity, writers, book, love, happy ending, crumbling marriage, teacher, passion, loneliness ...
Time:
year 2007, 19th century, 21st century
Place:
usa, california, england
Similarity:
100%
Movie in collections
Genre: Comedy, Drama, Romance
Country: Spain, USA
Duration: 96 min.
Story:
Two girlfriends on a summer holiday in Spain become enamored with the same painter, unaware that his ex-wife, with whom he has a tempestuous relationship, is about to re-enter the picture.
Style:
romantic, sexy, sexual, philosophical, artsy ...
Audience:
date night, chick flick, adult
Plot:
artist, polyamory, love triangle, art, bohemian life, love and romance, women, love affair, painter, love, love story, couples ...
Time:
year 2008, 2000s, 21st century
Place:
barcelona, europe, spain, catalonia, new york
Similarity:
100%
Genre: Comedy, Drama, Mystery, Romance
Country: France, USA
Duration: 106 min.
Story:
As the devoutly single Don Johnston is dumped by his latest girlfriend, he receives an anonymous pink letter informing him that he has a son who may be looking for him.
Style:
melancholic, road movie, emotional, sexy, atmospheric ...
Plot:
midlife crisis, loneliness, single parent, existentialism, illegitimate son, teenage girl, nudity, flowers, quest, divorce, female exhibitionist, casual sex ...
Time:
year 2005, 2000s, 90s, 21st century
Place:
new jersey, france, tokyo
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA, UK
Duration: 98 min.
Story:
Verona and Burt have moved to Colorado to be close to Burt's parents but, with Veronica expecting their first child, Burt’s parents decide to move to Belgium, now leaving them in a place they hate and without a support structure in place. ...
Style:
humorous, road movie, sexy, touching, talky ...
Audience:
date night
Plot:
pregnancy, road trip, sexual humor, parenthood, love story, on the road, couple relations, family drama, love, family relations, parents and children, eccentricity ...
Time:
year 2009, 21st century
Place:
arizona, colorado, wisconsin, usa, miami ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 108 min.
Story:
When Jack and Sally announce that they're splitting up, this comes as a shock to their best friends Gabe and Judy. Maybe mostly because they also are drifting apart and are now being made aware of it. So while Jack and Sally try to go on and ...
Style:
talky, realistic, philosophical, melancholic, semi serious ...
Plot:
marriage, infidelity, relationships, midlife crisis, divorce, loneliness, marital separation, depression, breakup, character study, friendship, family problems ...
Time:
20th century, 90s, year 1992, 70s
Place:
new york, usa, manhattan new york city
Similarity:
75%
359K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 109 min.
Story:
George Clooney plays the dry cynical character of Ryan Bingham, an executive who specializes in "downsizing". Ryan lives out of his suitcase, traveling the country for the sole purpose terminating unwanted employees day after day. Just as ...
Style:
touching, sexy, romantic, rom com, romantic drama ...
Audience:
date night, chick flick, adult
Plot:
loneliness, on the road, travel, couples, hotel, business trip, airport, love affair, downsizing, business, love and romance, motivational speaker ...
Time:
year 2009, 2000s, 21st century
Place:
san francisco, dallas texas, las vegas, iran, usa ...
Similarity:
67%
24K
Genre: Comedy, Drama
Country: UK
Duration: 112 min.
Story:
When Steve Coogan is asked by The Observer to tour the country's finest restaurants, he envisions it as the perfect getaway with his beautiful girlfriend. But, when she backs out on him, he has no one to accompany him but his best friend and ...
Style:
road movie, humorous, visually appealing, melancholic, funny ...
Plot:
on the road, road trip, food, sarcasm, countryside, eccentricity, existentialism, friendship, restaurant, midlife crisis, lifestyle, artists and showbiz ...
Time:
21st century
Place:
england, northern england, london
Similarity:
100%
153K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 96 min.
Story:
The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
Style:
romantic, intellectual, visually stunning, humorous, meditative ...
Audience:
date night, chick flick
Plot:
dating, couples, older man younger woman relationship, age difference, love and romance, teenage girl, dachshund, lolita, sarcasm, relationships, divorce, 17 year old ...
Time:
20th century, 70s, year 1979
Place:
new york, manhattan new york city, usa
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA, Austria
Duration: 101 min.
Story:
On his way to Vienna, American Jesse meets Céline, a student returning to Paris. After long conversations forge a surprising connection between them, Jesse convinces Celine to get off the train with him in Vienna. Since his flight to the U.S. ...
Style:
philosophical, sentimental, sexy, intellectual, romantic comedy ...
Audience:
date night, teens, girls' night, chick flick
Plot:
love, chance meeting, destiny, lovers, tourist, young lovers, fall in love, relationships, coincidence, love story, teenage girl, stranger ...
Time:
90s, 20th century, year 1995
Place:
vienna, austria, europe, france, los angeles ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA, Italy
Duration: 113 min.
Story:
After a rough divoce, Frances, a 35 year old book editor from San Francisco takes a tour of Tuscany at the urgings of her friends. On a whim she buys Bramasole, a run down villa in the Tuscan countryside and begins to piece her life together ...
Style:
feel good, romantic, sentimental, touching, scenic ...
Audience:
chick flick, date night, girls' night, teens, teen drama
Plot:
small town, writers, divorce, love, passion, life, tourist, starting over, male female relationship, middle aged woman, friendship, vineyard ...
Time:
year 2003, 21st century
Place:
italy, europe, tuscany, san francisco, california ...
Similarity:
100%
Genre: Adventure, Comedy, Drama, Fantasy, Romance
Country: USA, UK
Duration: 114 min.
Story:
A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.
Style:
feel good, inspirational, motivational, surreal, scenic ...
Audience:
teens, date night, kids, family outing
Plot:
self discovery, daydreamer, travel, life changing experience, loneliness, disorder, adventurer, journey, lifestyle change, photographer, coworker, obsessive quest ...
Time:
year 2013, 2010s, 21st century
Place:
iceland, greenland, usa, new york, los angeles ...
Similarity:
100%
Movie in collections
Genre: Comedy, Drama, Romance, Thriller
Country: USA
Duration: 95 min.
Story:
A beleaguered small-business owner gets a harmonium and embarks on a romantic journey with a mysterious woman.
Style:
romantic, surreal, touching, sentimental, rom com ...
Audience:
chick flick, date night, adult
Plot:
depression, asperger's syndrome, true love, shyness, love and romance, brother sister relationship, crazy love, character study, mental illness, love story, socially awkward, insanity ...
Time:
90s, year 2002, 2000s, 21st century
Place:
los angeles, hawaii, california, utah, usa ...
Similarity:
100%
106K
Genre: Comedy, Drama, Romance
Country: USA, UK
Duration: 117 min.
Story:
Failed London banker Max Skinner inherits his uncle's vineyard in Provence, where he spent many childhood holidays. Upon his arrival, he meets a woman from California who tells Max she is his long-lost cousin and that the property is hers.
Style:
feel good, romantic, sentimental, sexy, romantic drama ...
Audience:
chick flick, date night, girls' night
Plot:
wine, vineyard, countryside, fall in love, love story, character change, inheritance, love and romance, workaholic, stock broker, starting over, doubts and hesitations ...
Time:
year 2006, 20th century, 80s, 21st century
Place:
provence, france, europe, england, london ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story:
During their travels from Chicago to New York, Harry and Sally Will debate whether or not sex ruins a perfect relationship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.
Style:
feel good, romantic, romantic comedy, sweet, sentimental ...
Audience:
date night, girls' night, chick flick, teens
Plot:
male female friendship, friendship, fall in love, autumn, love and romance, love, love story, unlikely couple, initially antagonists, best friends in love, friends, life philosophy ...
Time:
80s, 20th century, year 1989, 70s, year 1987 ...
Place:
new york, manhattan new york city, chicago, seattle, usa
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 118 min.
Story:
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. ...
Style:
romantic, feel good, romantic comedy, sexy, funny ...
Audience:
chick flick, date night, girls' night, teens
Plot:
divorce, womanizer, infidelity, marriage, love and romance, happy ending, love story, dating, relationships, flirting, mentor, family drama ...
Time:
year 2011, 2010s, 21st century
Place:
los angeles, california, iran, usa
Similarity:
100%
Genre: Comedy, Drama
Country: USA
Duration: 101 min.
Story:
A family loaded with quirky, colorful characters piles into an old van and road trips to California for little Olive to compete in a beauty pageant.
Style:
road movie, feel good, melancholic, funny, sweet ...
Audience:
teens, chick flick, kids, girls' night, family friendly ...
Plot:
road trip, dysfunctional family, on the road, nothing goes right, loser, gay, honest, obsessive quest, escapades, coming of age, suicide attempt, journey ...
Time:
2000s, year 2006, 21st century
Place:
california, arizona, los angeles, nebraska, north america ...
Similarity:
100%
Movie in collections
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story:
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom ...
Style:
touching, romantic, sentimental, sweet, romantic comedy ...
Audience:
date night, girls' night, chick flick, teens, teen drama
Plot:
breakup, love, relationships, couples, love story, unrequited love, love and romance, couple relations, manic pixie dream girl, unfulfilled love, life philosophy, heartache ...
Time:
year 2009, 2000s, 20th century, 2010s, 21st century
Place:
los angeles, california, new york, usa
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 99 min.
Story:
Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because ...
Style:
romantic, touching, feel good, romantic comedy, funny ...
Audience:
chick flick, date night, girls' night, teens, family friendly
Plot:
memory loss, love, fall in love, love story, amnesia, love and romance, memory, wooing, relationships, dating, life philosophy, true love ...
Time:
year 2004, 2000s, 21st century
Place:
hawaii, usa, oceania, alaska
Similarity:
100%
113K
Genre: Biography, Comedy, Drama, Romance
Country: USA, India, Indonesia
Duration: 133 min.
Story:
Liz Gilbert had everything a modern woman is supposed to dream of having – a husband, a house and a successful career – yet like so many others, she found herself lost, confused and searching for what she really wanted in life. Newly divorced ...
Style:
romantic, inspirational, touching, sentimental, road movie ...
Audience:
girls' night, teens, family friendly, date night, chick flick
Plot:
self discovery, midlife crisis, travel, lifestyle change, love, starting over, journey, life, changing lives, introspection, fall in love, tourist ...
Time:
2010s, year 2010, 21st century
Place:
italy, india, indonesia, europe, usa ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story:
Professor Lawrence Wetherhold (Dennis Quaid) might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.
Style:
humorous, emotional, talky, melancholic, realistic ...
Plot:
dysfunctional family, writers, happy ending, professor, father daughter relationship, character study, self discovery, eccentricity, family relations, parents and children, teacher, couples ...
Time:
year 2008, 21st century
Place:
usa, pittsburgh, pennsylvania, new york, new jersey
Similarity:
100%
302K
Genre: Comedy, Drama, Romance
Country: USA
Duration: 106 min.
Story:
Benjamin, a recent college graduate is very worried about his future, he then finds himself in a love triangle with an older woman and her daughter.
Style:
inspirational, witty, sexual, sexy, erotic ...
Audience:
date night, teens, adult
Plot:
coming of age, age difference, wedding, older woman younger man relationship, adultery, forbidden love, milf, college graduate, virginity, sex scene, hot and sexy, extramarital affair ...
Time:
20th century, year 1967, 60s, 1930s
Place:
california, los angeles, usa, san francisco, bay area
Similarity:
100%
Genre: Drama, Romance
Country: USA
Duration: 109 min.
Story:
We meet Jesse and Celine nine years on in Greece. Almost two decades have passed since their first meeting on that train bound for Vienna.
Style:
philosophical, cerebral, sexy, sentimental, romantic ...
Audience:
chick flick, date night, girls' night
Plot:
marriage, summer vacation, writers, hotel room, hotel, midlife crisis, relationships, love story, couple relations, existentialism, hopes, divorce ...
Time:
2010s, year 2013, 90s, 21st century
Place:
greece, mediterranean sea, europe, chicago, paris france ...
Similarity:
100%
Genre: Comedy, Drama, Romance
Country: USA
Duration: 95 min.
Story:
Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.
Style:
sentimental, realistic, sweet, romantic, emotional ...
Audience:
date night, chick flick, girls' night
Plot:
happy ending, divorce, marriage, relationships, writers, long term relationship, bittersweet, family drama, husband wife relationship, breakup, fall in love, grief ...
Time:
20th century, 80s, 90s
Place:
italy, venice
Similarity:
100%
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