Most Similar Movies to How Stella Got Her Groove Back (1998)
If you are looking for movies like How Stella Got Her Groove Back (1998), you might like movies tagged with keyword : romance, comedy, drama, love, female empowerment, midlife crisis, vacation, self-discovery, career woman, single mother, passion, rebirth, adventure, healing, friendship, family, culture clash, urban life, freedom, challenge .
Bright Days Ahead (2013), Bread and Tulips (2000), Retreat to Paradise (2020), Leading Lady (2014), Coyote Ugly (2000), Late Bloomers (2011), Bangalore Days (2014) ... Let's take a look at the following list...

Bright Days Ahead (2013)
Caroline has retired and realizes that this new freedom is synonymous with boredom. Especially when she receives a membership to her neighborhood's senior club - Reluctant at first, she nevertheless decides to take the plunge.
Stream Full Movie
Bread and Tulips (2000)
After being forgotten in a highway café during a bus trip, a housewife decides to start a new life by herself in Venice.
Stream Full Movie
Retreat to Paradise (2020)
Ellie tends to the injured and cantankerous Jordan as he heals from a shoulder injury. Though he struggles to learn to use his arm again, his attitude leaves Ellie wanting to leave him in his misery. But as they get to know each other more, Jordan starts to see Ellie is exactly who he wants in his life, and hopes Ellie feels the same way.
Stream Full Movie
Leading Lady (2014)
Jodi, an idealistic British drama teacher, travels to a South African town to prepare for a major film role. In rehearsals Jodi's interactions with quirky locals may teach her that there is more to life than lights... camera... and action!
Stream Full Movie
Coyote Ugly (2000)
Aspiring songwriter Violet Sanford, after getting a job at a women-run NYC bar that teases its male patrons, comes out of her shell.
Stream Full Movie
Late Bloomers (2011)
The struggles of Mary and her husband adjusting to retirement.
Stream Full Movie

Wake Up Sid (2009)
A spoiled young adult living in Mumbai experiences a change in his lazy ways when he meets a woman at a party, who inspires him to "wake up".
Stream Full Movie
Then Came You (2018)
A hypochondriac working as an airport baggage handler is forced to confront his fears when a British teenager with a terminal illness enlists him to help her carry out her eccentric bucket list.
Stream Full Movie
A Good Year (2006)
A British investment broker inherits his uncle's chateau and vineyard in Provence, where he spent much of his childhood. He discovers a new laid-back lifestyle as he tries to renovate the estate to be sold.
Stream Full Movie
Road to Your Heart (2014)
Basson has to complete specific tasks to earn the family company, and he has only five days to complete them and make it to his father's funeral.
Stream Full Movie
Under the Tuscan Sun (2003)
A writer impulsively buys a villa in Tuscany in order to change her life.
Stream Full Movie
Den skaldede frisør (2012)
A hairdresser, who has lost her hair to cancer, finds out her husband is having an affair, travels to Italy for her daughter's wedding, and meets a widower who still blames the world for the loss of his wife.
Stream Full Movie
Starting Over (1979)
A divorced man falls in love, but somehow he can't get over his ex-wife. This affects his love life in comic ways. Based on Dan Wakefield's novel.
Stream Full Movie
A Little Bit of Heaven (2011)
An irreverent young woman who uses her humor to prevent matters from getting serious has a life-changing visit with her doctor.
Stream Full Movie
Gray Matters (2006)
They finish each other's sentences, dance like Fred and Ginger, and share the same downtown loft--the perfect couple? Not exactly. Gray and Sam, are a sister and brother so compatible and inseparable that people actually assume they are dating. Mortified, they both agree they must branch out and start searching for love. He'll look for a guy for her and she'll look fo...Read all
Stream Full Movie
Second Act (2018)
A big box store worker reinvents her life and her life-story and shows Madison Avenue what street smarts can do.
Stream Full Movie
How Sarah Got Her Wings (2015)
Good Samaritan Sarah Fitzpatrick has a fatal accident just before Christmas, and finds herself in the lobby before the gates of Heaven. Certain that she will be let in, she is shocked to find that her name is not on the reservation list. However, she is granted the chance to return to Earth as an "angel in training" with the requirement to help a soul in need. Sarah h...Read all
Stream Full Movie