Movies Like Dear Henry

If you liked Dear Henry (2022), a movie directed by Victoria Tuuloskorpi and Elina Jackson, 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
Turbulence (2025)
★ 6.4/10
Young married couple Zach and Emmy decide to take a hot air balloon trip across the Italian Dolomites to rekindle their relationship. When they and pilot Harry are joined by a third passenger, Julia, events unfold in…
2
The Princess Diaries 2: Royal Engagement (2004)
★ 6.7/10
Mia Thermopolis is now a college graduate and on her way to Genovia to take up her duties as princess. Accompanied by her friend Lilly, Mia continues her 'princess lessons', like riding horses side-saddle and archery…
3
Eat Pray Love (2010)
★ 6.2/10
A married woman realizes how unhappy her marriage really is, and that her life needs to go in a different direction. After a painful divorce, she takes off on a round-the-world journey to "find herself".
4
Hungry Hearts (2015)
★ 6.5/10
The relationship of a couple who meet by chance in New York City is put to the test when they encounter a life or death circumstance.
5
Solo Mio (2026)
★ 7.5/10
After Matt's dreams of a picturesque Italian wedding are shattered when his fiancée leaves him at the altar, he embarks on his planned honeymoon across Italy alone, immersing himself in the country's vibrant culture…
6
Racing with the Moon (1984)
★ 6.3/10
In a small coastal California town, Henry and Nicky are pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-town Caddie Winger, believing her to be…
7
Poor Things (2023)
★ 7.6/10
Brought back to life by an unorthodox scientist, a young woman runs off with a lawyer on a whirlwind adventure across the continents. Free from the prejudices of her times, she grows steadfast in her purpose to stand…
8
The Roses (2025)
★ 6.6/10
Life seems easy for picture-perfect couple Ivy and Theo: successful careers, a loving marriage, great kids. But beneath the façade of their supposed ideal life, a storm is brewing – as Theo's career nosedives while…
9
Letters to Juliet (2010)
★ 7/10
An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet"…
10
The Odd Couple II (1998)
★ 6.3/10
Brucey, the son of Oscar, calls his father to invite him to his wedding to Felix's daughter next Sunday in California. Oscar and Felix meet again at Los Angeles International Airport and rent a car in order to go to…
11
Niagara (1953)
★ 6.8/10
Rose Loomis and her older, gloomier husband, George, are vacationing at a cabin in Niagara Falls. The couple befriend Polly and Ray Cutler, who are honeymooning in the area. Polly begins to suspect that something is…
12
Avanti! (1972)
★ 6.9/10
A successful businessman travels to Italy to arrange for the return of his tycoon father's body, only to learn that dear old dad died with his longtime mistress.
13
After We Fell (2021)
★ 7/10
Just as Tessa's life begins to become unglued, nothing is what she thought it would be. Not her friends nor her family. The only person that she should be able to rely on is Hardin, who is furious when he discovers the…
14
June and John (2025)
★ 6.1/10
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his…
15
Love in the Time of Cholera (2007)
★ 6.6/10
In Colombia just after the Great War, an old man falls from a ladder; dying, he professes great love for his wife. After the funeral, a man calls on the widow - she dismisses him angrily. Flash back more than 50 years…
16
After Ever Happy (2022)
★ 6.8/10
As a shocking truth about a couple's families emerges, the two lovers discover they are not so different from each other. Tessa is no longer the sweet, simple, good girl she was when she met Hardin — any more than he…
17
Love in the Villa (2022)
★ 6/10
A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.
18
Moonstruck (1987)
★ 6.8/10
37-year-old Italian-American widow Loretta Castorini believes she is unlucky in love, and so accepts a marriage proposal from her boyfriend Johnny, even though she doesn't love him. When she meets his estranged younger…
19
The Brothers Bloom (2009)
★ 6.6/10
The Brothers Bloom are the best con men in the world, swindling millionaires with complex scenarios of lust and intrigue. Now they've decided to take on one last job – showing a beautiful and eccentric heiress the time…
20
Two for the Road (1967)
★ 7/10
Architect Mark Wallace and his wife, Joanna, travel to France to meet with an affluent client. While there, they reflect on their first decade of marriage -- memories of when they first met, of courtship, and of road…