Movies Like The Daytrippers

If you liked The Daytrippers (1997), a comedy and drama movie directed by Greg Mottola, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
While We're Young (2015)
★ 6/10Also comedy and drama
An uptight documentary filmmaker and his wife find their lives loosened up a bit after befriending a free-spirited younger couple.
2
Landline (2017)
★ 6.2/10Also comedy and drama
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
3
Igby Goes Down (2002)
★ 6.6/10Also comedy and drama
Igby Slocumb, a rebellious and sarcastic 17-year-old boy, is at war with the stifling world of old money privilege he was born into. With a schizophrenic father, a self-absorbed, distant mother, and a shark-like young…
4
Diary of a Mad Housewife (1970)
★ 6.2/10Also comedy and drama
Tina Balser is a bored New York housewife-mother married to Jonathan, a pompous, social-climbing lawyer who ridicules her in front of their children, criticizing everything she does or wears. She begins an affair with…
5
Uncle Frank (2020)
★ 7.3/10Also drama
In 1973, when Frank Bledsoe and his 18-year-old niece Beth take a road trip from Manhattan to Creekville, South Carolina for the family patriarch's funeral, they're unexpectedly joined by Frank's lover Walid.
6
Happiness (1998)
★ 7.4/10Also comedy and drama
The lives of several individuals intertwine as they go about their lives in their own unique ways, engaging in acts which society as a whole might find disturbing in a desperate search for human connection.
7
The Meyerowitz Stories (New and Selected) (2017)
★ 6.5/10Also comedy and drama
An estranged family gathers together in New York for an event celebrating the artistic work of their father.
8
The Skeleton Twins (2014)
★ 6.6/10Also drama
Estranged twins Maggie and Milo coincidentally cheat death on the same day, prompting them to reunite and confront the reasons their lives went so wrong. As the twins' reunion reinvigorates them, they realize the key…
9
Divine Secrets of the Ya-Ya Sisterhood (2002)
★ 6/10Also comedy and drama
In a sleepy Louisiana parish, a group of lifelong friends stage a rather unorthodox intervention to help a young playwright unravel the truth about her complicated mother and let go of her painful past.
10
Margot at the Wedding (2007)
★ 5.8/10Also comedy and drama
Margot Zeller is a short story writer with a sharp wit and an even sharper tongue. On the eve of her estranged sister Pauline's wedding to unemployed musician/artist/depressive Malcolm at the family seaside home…
11
The Ledge (2011)
★ 6.2/10Also drama
A thriller in which a battle of philosophies between a fundamentalist Christian and an atheist who shares an apartment with a gay friend escalates into a lethal battle of wills.
12
Diggers (2007)
★ 6/10Also comedy and drama
In 1976, four working-class friends come of age in The Hamptons, on the South Shore of Long Island, New York, as clam diggers, as were their fathers and their grandfathers before them. They must cope with and learn to…
13
On the Rocks (2020)
★ 6.1/10Also drama and comedy
Faced with sudden doubts about her marriage, a young New York mother teams up with her larger-than-life playboy father to tail her husband.
14
Grandma (2015)
★ 6.4/10Also comedy and drama
Self-described misanthrope Elle Reid has her protective bubble burst when her 18-year-old granddaughter, Sage, shows up needing help. The two of them go on a day-long journey that causes Elle to come to terms with her…
15
Addicted (2014)
★ 5.9/10Also drama
A gallerist risks her family and flourishing career when she enters into an affair with a talented painter and slowly loses control of her life.
16
Hooking Up (2020)
★ 6.3/10Also comedy and drama
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the…
17
Shiva Baby (2021)
★ 7.1/10Also comedy and drama
College student Danielle must cover her tracks when she unexpectedly runs into her sugar daddy at a shiva - with her parents, ex-girlfriend and family friends also in attendance.
18
Kinds of Kindness (2024)
★ 6.5/10Also comedy and drama
A triptych fable following a man without choice who tries to take control of his own life; a policeman who is alarmed that his wife who was missing-at-sea has returned and seems a different person; and a woman…
19
Demolition (2016)
★ 6.9/10Also comedy and drama
An emotionally desperate investment banker finds hope through a woman he meets.
20
Crimes and Misdemeanors (1989)
★ 7.4/10Also comedy and drama
A renowned ophthalmologist is desperate to cut off an adulterous relationship…which ends up in murder; and a frustrated documentary filmmaker woos an attractive television producer while making a film about her…