Movies Like My Sweetheart Wants to Go Sailing on Sunday

If you liked My Sweetheart Wants to Go Sailing on Sunday (1961), a romance and comedy movie directed by Franz Marischka, 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
A Cinderella Story: Starstruck (2021)
★ 6.8/10Also romance and comedy
Finley Tremaine, a small-town farm girl, longs to spread her wings and soar as an aspiring performer. When a Hollywood film crew arrives in her sleepy town, she is determined to land a role in the production and…
2
Find Me Falling (2024)
★ 6.6/10Also romance and comedy
After a failed comeback album, a rock star retreats to a cliffside home on Cyprus, only to find his new life complicated by visitors — and an old flame.
3
Hollywood Stargirl (2022)
★ 6.6/10Also comedy and romance
When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.
4
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
5
Falling for Christmas (2022)
★ 6.2/10Also romance and comedy
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
6
People We Meet on Vacation (2026)
★ 7/10Also comedy and romance
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.
7
Love Is in the Air (2023)
★ 6.2/10Also romance and comedy
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
8
Marry Me (2022)
★ 6.6/10Also romance and comedy
After finding out about her fiancé's cheating ways, a pop superstar impulsively marries a total stranger. They must soon decide if two people from such different worlds can find true love.
9
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedy
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.
10
Little Italy (2018)
★ 6.6/10Also comedy and romance
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
11
Silk Stockings (1957)
★ 6.8/10Also comedy and romance
After three bumbling Soviet agents fail in their mission to retrieve a straying Soviet composer from Paris, the beautiful, ultra-serious Ninotchka is sent to complete their mission and to retrieve them. She starts out…
12
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
13
What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedy
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
14
Christmas with You (2022)
★ 5.8/10Also romance and comedy
Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.
15
Watching the Detectives (2007)
★ 6.3/10Also comedy and romance
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…
16
Holiday Harmony (2022)
★ 6.7/10Also romance and comedy
A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.
17
Boot Camp (2024)
★ 6.1/10Also romance and comedy
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
18
The Fighting Temptations (2003)
★ 5.8/10Also comedy and music
Darrin Hill, a slick-talking but down-on- his-luck NYC advertising exec, returns to his hometown in Georgia to claim the inheritance his aunt left him. But before Darrin can collect the money, he must fulfill his…
19
This Little Love of Mine (2021)
★ 6.1/10Also romance and comedy
Laura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s…
20
Chasing Papi (2003)
★ 6.7/10Also comedy and romance
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…