Movies Like Dear Jack

If you liked Dear Jack (2020), a movie directed by Simon Hale Anderson, 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
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…
2
A Letter to Three Wives (1949)
★ 7.2/10
A letter is addressed to three wives from their 'best friend', announcing that she's running away with one of their husbands – but she doesn't specify which one.
3
Failure to Launch (2006)
★ 5.9/10
At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are…
4
True Spirit (2023)
★ 7/10
When the tenacious young sailor Jessica Watson sets out to be the youngest person to sail solo, nonstop and unassisted around the world, many expect her to fail. With the support of her sailing coach and mentor Ben…
5
Overboard (1987)
★ 6.9/10
Heiress Joanna Stayton hires carpenter Dean Proffitt to build a closet on her yacht—and refuses to pay him for the project when it's done. But after Joanna accidentally falls overboard and loses her memory, Dean sees…
6
Life of Pi (2012)
★ 7.4/10
The story of an Indian boy named Pi, a zookeeper's son who finds himself in the company of a hyena, zebra, orangutan, and a Bengal tiger after a shipwreck sets them adrift in the Pacific Ocean.
7
The Poseidon Adventure (1972)
★ 7.2/10
When their ocean liner capsizes, a group of passengers struggle to survive and escape.
8
The Last Song (2010)
★ 7.2/10
A drama centered on a rebellious girl who is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.
9
In Good Company (2004)
★ 6.1/10
Dan Foreman is a seasoned advertisement sales executive at a high-ranking publication when a corporate takeover results in him being placed under naive supervisor Carter Duryea, who is half his age. Matters are made…
10
Steamboat Bill, Jr. (1928)
★ 7.6/10
The just-out-of-college, effete son of a no-nonsense steamboat captain comes to visit his father whom he's not seen since he was a child.
11
Captains Courageous (1937)
★ 7.4/10
Harvey, the arrogant and spoiled son of an indulgent absentee-father, falls overboard from a transatlantic steamship and is rescued by a fishing vessel on the Grand Banks. Harvey fails to persuade them to take him…
12
Sorry, Wrong Number (1948)
★ 6.8/10
Leona Stevenson is confined to bed and uses her telephone to keep in contact with the outside world. One day she overhears a murder plot on the telephone and is desperate to find out who is the intended victim.
13
Nim's Island (2008)
★ 5.9/10
A young girl inhabits an isolated island with her scientist father and communicates with a reclusive author of the novel she's reading.
14
Interiors (1978)
★ 6.8/10
When Eve, an interior designer, is deserted by her husband of many years, Arthur, the emotionally glacial relationships of the three grown-up daughters are laid bare. Twisted by jealousy, insecurity and resentment…
15
Sleep, My Love (1948)
★ 6.3/10
A woman wakes up in the middle of the night on board a train, but she can't remember how she got there. Danger and suspense ensue.
16
The Thirteenth Year (1999)
★ 6.6/10
A teen learns that his birth mother is a mermaid after he begins to grow fins and slimy scales on his thirteenth birthday.
17
Titanic (1953)
★ 6.6/10
Unhappily married, Julia Sturges decides to go to America with her two children on the Titanic. Her husband, Richard also arranges passage on the luxury liner so as to have custody of their two children. All this fades…
18
The Deep End of the Ocean (1999)
★ 6.6/10
A three-year-old boy disappears during his mother's high school reunion. Nine years later, by chance, he turns up in the town in which the family has just relocated.
19
The Secret: Dare to Dream (2020)
★ 7.4/10
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.
20
Rip Girls (2000)
★ 6.3/10
A teen-age girl and her father come to an island on Hawaii, they find a closer relationship to each other and think about changing the island. During her adventures, Sydney finds friends, a new hobby with her fantastic…