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Best Andy Tennant Movies
13th Nov 2025
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Andy Tennant has carved a distinct niche in Hollywood, becoming synonymous with charming romantic comedies and enchanting, modern fairy tales. Known for his ability to blend witty dialogue with genuine emotion and picturesque settings, Tennant's films often deliver a feel-good experience, captivating audiences with stories of love, self-discovery, and overcoming adversity. His distinctive touch imbues each project with a sense of optimism and a classic storytelling appeal, making his work instantly recognizable to fans of the genre. Throughout his career, Tennant has helmed a number of memorable features that have not only resonated with critics and moviegoers but have also become enduring favorites. From Cinderella stories reimagined for a new generation to delightful rom-coms that define an era, his filmography is rich with films that showcase his talent for crafting engaging narratives and memorable characters. This list celebrates the finest entries from his impressive body of work, highlighting the movies that best exemplify the enduring charm and quality of an Andy Tennant production.
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#9.
Wild Oats (2016)
9/13
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"Wild Oats (2016)" follows the misadventures of Eva, a recent widow whose life takes an unexpected turn when she receives a massive insurance check due to a clerical error. Mistaking it for fate, she convinces her best friend, Maddie, to abandon their humdrum lives and embark on a whirlwind adventure to the Canary Islands. Armed with five million dollars and a thirst for excitement, the duo dives headfirst into luxury travel, exotic experiences, and the kind of trouble that only comes with sudden wealth and a penchant for impulse decisions. Their escapades quickly attract the attention of authorities, a determined insurance investigator, and a string of colorful characters who are eager to get a piece of their supposed fortune, leading to a hilarious and chaotic chase. While not Tennant's most critically acclaimed film, "Wild Oats" earns a spot on the "Best Andy Tennant Movies" list for its lighthearted charm and classic Tennant trademarks. It possesses the director's signature ability to blend comedy with heartwarming themes of friendship and second chances. The film offers a feel-good escape, leveraging the comedic talents of its seasoned cast, particularly Shirley MacLaine and Jessica Lange, who deliver endearing performances that resonate with audiences. Despite its predictable plot, the movie showcases Tennant's knack for creating enjoyable and accessible entertainment, solidifying his reputation as a director capable of crafting feel-good stories with engaging characters.
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Ever After: A Cinderella Story (1998)
#11.0"Ever After: A Cinderella Story (1998)" isn't your average fairytale retelling. This film reimagines Cinderella, not as a damsel in distress waiting for a prince to save her, but as Danielle, a spirited and intelligent 16th-century woman. Possessing a fierce love of books and a sharp wit, she quotes Sir Thomas More with ease and defies societal expectations at every turn. Danielle, a compelling mix of tomboyish athleticism and undeniable beauty, captures the attention of Prince Henry through her quick thinking and kindness, culminating in a memorable first encounter involving a well-aimed apple. This Cinderella is a proactive heroine, shaping her own destiny and advocating for the downtrodden, making her a truly inspiring character. "Ever After" absolutely belongs on a list of "Best Andy Tennant Movies" because it showcases Tennant's signature strengths: strong female leads, a romantic heart, and a deft touch with humor and historical settings. The film's blend of charming romance, witty dialogue, and compelling performances, particularly Drew Barrymore as Danielle, elevates it beyond typical romantic comedies. Tennant's ability to balance the fairytale aspects with grounded, relatable characters, along with the gorgeous French countryside setting, solidifies "Ever After" as one of his most beloved and enduring works, a testament to his talent for crafting heartwarming and intelligent entertainment.
Anna and the King (1999)
#22.0"Anna and the King" (1999) tells the captivating story of Anna Leonowens, a widowed British schoolteacher who journeys to Siam (modern-day Thailand) in the 1860s to tutor the many children of King Mongkut. Amidst the vibrant culture and political intrigue of the Siamese court, Anna finds herself drawn to the charismatic and progressive-minded King. Their relationship evolves beyond that of teacher and employer, blossoming into a complex romance as Anna challenges the King's traditional views and he, in turn, broadens her understanding of the world. Ultimately, Anna's influence helps the King embrace modernity and the idea that a man can be loved by just one woman, leaving a lasting impact on both Siam and their own lives. "Anna and the King" earns its place on a list of Andy Tennant's best movies for several reasons. It showcases his masterful ability to blend sweeping historical drama with heartfelt romance, a recurring theme in his filmography. The film is visually stunning, capturing the beauty and grandeur of the Siamese setting, which is a signature style of Tennant's. Moreover, the compelling performances of Jodie Foster and Chow Yun-Fat, portraying the clash of cultures and burgeoning affection between Anna and the King, are a testament to Tennant's skill in eliciting powerful emotions from his actors. While perhaps not as lighthearted as some of his other romantic comedies, "Anna and the King" demonstrates Tennant's range as a director and his knack for crafting captivating stories that resonate with audiences.
Hitch (2005)
#33.0In Hitch (2005), Will Smith shines as Alex "Hitch" Hitchens, a legendary dating coach who transforms the romantically challenged into confident charmers. His expertise is put to the ultimate test when he takes on Albert Brennaman (Kevin James), a lovable but awkward accountant hopelessly in love with socialite Allegra Cole (Amber Valletta). As Hitch coaches Albert through elaborate dates and confidence-building exercises, he finds himself unexpectedly smitten with Sara Melas (Eva Mendes), a cynical tabloid reporter sniffing around Allegra's personal life. Hitch's tried-and-true techniques fail spectacularly on Sara, forcing him to confront his own vulnerabilities and question the foundations of his dating philosophy. Hitch earns its place on a "Best Andy Tennant Movies" list for perfectly encapsulating Tennant's signature blend of sharp wit, heartwarming romance, and relatable characters. The film showcases Tennant's ability to create genuine chemistry between his leads, making Hitch and Sara's banter both hilarious and endearing. Moreover, the movie tackles themes of authenticity and self-acceptance with a light touch, leaving viewers with a feel-good message that resonates long after the credits roll. Tennant masterfully balances the comedic elements of Albert's awkward courtship with the more mature and introspective relationship between Hitch and Sara, resulting in a crowd-pleasing romantic comedy that remains a modern classic.
The Secret: Dare to Dream (2020)
#44.0"The Secret: Dare to Dream" (2020) earns its place among the best of Andy Tennant's filmography for its unabashed embrace of heartfelt emotion and hopeful storytelling, both hallmarks of the director's signature style. While the film diverges from Tennant's typical rom-com fare, it still delivers a feel-good narrative centered on human connection and overcoming adversity. Its exploration of Rhonda Byrne's popular self-help philosophy, "The Law of Attraction," might be divisive, but Tennant handles the subject with a gentle touch, focusing more on the power of positive thinking and the importance of community than on the more abstract concepts. Ultimately, "The Secret: Dare to Dream" showcases Tennant's ability to create engaging cinema that resonates with audiences seeking uplifting experiences. He expertly utilizes the film's picturesque setting and talented cast, including Katie Holmes and Josh Lucas, to craft a visually appealing and emotionally satisfying drama. The film's core themes of resilience, forgiveness, and the potential for positive change align perfectly with Tennant's career-long exploration of human relationships and the enduring power of hope, solidifying its position as a noteworthy entry in his filmography.
Sweet Home Alabama (2002)
#55.0"Sweet Home Alabama" (2002) follows Melanie Carmichael, a rising New York fashion designer living the high life and engaged to the city's most sought-after bachelor. However, her picture-perfect present is threatened by a messy past she's desperately trying to outrun. A redneck husband named Jake, a relic from her high school days in Alabama, refuses to grant her a divorce. Determined to sever ties with her past and fully embrace her future, Melanie reluctantly returns to her small hometown, forcing her to confront long-buried secrets, rekindled feelings, and the enduring charm of the life she left behind. "Sweet Home Alabama" secures its place on a list of Andy Tennant's best films due to his signature blend of romantic comedy and heartfelt drama. The movie showcases Tennant's skill in creating relatable characters caught between contrasting worlds, injecting humor into emotionally resonant situations. Reese Witherspoon delivers a memorable performance as Melanie, balancing ambition and vulnerability, while the film itself masterfully explores themes of identity, love, and the importance of embracing one's roots. It's a feel-good movie that solidifies Tennant's reputation for crafting charming and commercially successful romantic comedies.
Fools Rush In (1997)
#66.0"Fools Rush In" (1997) sees Alex Whitman (Matthew Perry), a buttoned-down New York architect, dispatched to the vibrant chaos of Las Vegas to oversee a nightclub project. His meticulously planned life takes an unexpected detour when he encounters Isabel Fuentes (Salma Hayek), a vivacious and impulsive photographer. Their instant connection leads to a night of passion, resulting in an unplanned pregnancy that forces them to confront their vastly different backgrounds and consider a life together they never anticipated. The film explores the challenges of navigating cultural differences, familial expectations, and the uncertainty of commitment when passion comes first. "Fools Rush In" earns its place among Andy Tennant's best works for its charming blend of romantic comedy and cultural exploration. Tennant skillfully balances the comedic clash between Alex's uptight nature and Isabel's free spirit with genuine emotional depth. He manages to portray the complexities of building a relationship on shaky foundations without resorting to excessive sentimentality. The film's success also lies in the undeniable chemistry between Perry and Hayek, creating a believable and endearing couple that resonates with audiences even decades later. While the premise might seem simple, Tennant elevates it with strong performances, a feel-good atmosphere, and a gentle exploration of love's unpredictable nature.
It Takes Two (1995)
#77.0"It Takes Two" (1995) is a charming family comedy that perfectly embodies the lighthearted and feel-good sensibilities that define Andy Tennant's directorial style. The film centers around identical 9-year-olds Amanda, an orphaned girl, and Alyssa, the daughter of a wealthy businessman. When they meet at summer camp, the two discover their uncanny resemblance and hatch a plan to switch places. Their scheme isn't just about experiencing each other's vastly different lives, however; they also aim to play matchmaker between Alyssa's single father, Roger, and the warm-hearted social worker who cares for Amanda, in a bid to create the family they both secretly long for. "It Takes Two" rightfully earns its place among Andy Tennant's best works due to its skillful blend of slapstick humor, genuine warmth, and a touch of romantic comedy. Tennant's direction ensures the film is entertaining for all ages, balancing the comedic antics of the switched identities with the heartwarming story of finding love and family. The movie showcases Tennant's talent for creating charming narratives with engaging characters, a signature he would further develop in later successes like "Sweet Home Alabama" and "Hitch." "It Takes Two" remains a beloved classic, exemplifying Tennant's ability to craft feel-good movies that resonate with audiences seeking lighthearted entertainment with a heartwarming message.
Fool's Gold (2008)
#88.0"Fool's Gold" (2008) follows the misadventures of Ben "Finn" Finnegan, a treasure hunter whose relentless pursuit of the Queen's Dowry has cost him his marriage to Tess and left him in financial ruin. However, Finn's luck may be changing when he stumbles upon a crucial clue that could finally lead him to the lost treasure. Desperate and determined, he ropes Tess and her wealthy employer, Nigel Honeycutt, into the chaotic hunt. The only problem is that Finn's former mentor-turned-rival, Moe Fitch, is also hot on the trail, willing to use any means necessary to claim the gold for himself. This sets the stage for a high-seas adventure filled with double-crosses, close calls, and plenty of romantic tension. While not universally critically acclaimed, "Fool's Gold" earns its place among Andy Tennant's best works due to its masterful blend of his signature romantic comedy elements with an exciting action-adventure plot. Tennant's strength lies in crafting charming and engaging characters, and the bickering-but-still-in-love dynamic between Matthew McConaughey's Finn and Kate Hudson's Tess is central to the film's appeal. Moreover, the exotic Bahamian locations, fast-paced treasure hunt, and quirky supporting characters all contribute to a fun and escapist viewing experience. "Fool's Gold" showcases Tennant's ability to deliver a lighthearted and entertaining film that, while not groundbreaking, is undoubtedly a crowd-pleaser.
Wild Oats (2016)
#99.0"Wild Oats (2016)" follows the misadventures of Eva, a recent widow whose life takes an unexpected turn when she receives a massive insurance check due to a clerical error. Mistaking it for fate, she convinces her best friend, Maddie, to abandon their humdrum lives and embark on a whirlwind adventure to the Canary Islands. Armed with five million dollars and a thirst for excitement, the duo dives headfirst into luxury travel, exotic experiences, and the kind of trouble that only comes with sudden wealth and a penchant for impulse decisions. Their escapades quickly attract the attention of authorities, a determined insurance investigator, and a string of colorful characters who are eager to get a piece of their supposed fortune, leading to a hilarious and chaotic chase. While not Tennant's most critically acclaimed film, "Wild Oats" earns a spot on the "Best Andy Tennant Movies" list for its lighthearted charm and classic Tennant trademarks. It possesses the director's signature ability to blend comedy with heartwarming themes of friendship and second chances. The film offers a feel-good escape, leveraging the comedic talents of its seasoned cast, particularly Shirley MacLaine and Jessica Lange, who deliver endearing performances that resonate with audiences. Despite its predictable plot, the movie showcases Tennant's knack for creating enjoyable and accessible entertainment, solidifying his reputation as a director capable of crafting feel-good stories with engaging characters.
The Bounty Hunter (2010)
#1010.0"The Bounty Hunter" (2010) stars Gerard Butler as Milo Boyd, a down-on-his-luck bounty hunter who gets the job of a lifetime: tracking down his ex-wife, Nicole Hurley (Jennifer Aniston), a reporter who skipped bail. What starts as a simple payday quickly devolves into a hilarious and action-packed chase as Nicole, determined to prove her innocence in a murder case, refuses to be apprehended. Throw in a well-meaning but inept admirer of Nicole's, Stewart (Jason Sudeikis), and you've got a recipe for chaotic comedy. While "The Bounty Hunter" might not be Tennant's most critically acclaimed work, its inclusion in a "Best Of" list highlights his strength in crafting lighthearted, romantic comedies with a strong emphasis on chemistry and visual appeal. The film allows both Butler and Aniston to lean into their comedic talents, creating a playful dynamic that's at the heart of the film's charm. Tennant’s signature direction brings out the humorous elements of the script, delivering a fun and engaging experience that resonates with audiences who appreciate his focus on character-driven stories with plenty of charming moments.
Unit 234 (2024)
#1111.0Unit 234 (2024) earns its place among Andy Tennant's best films by showcasing his signature blend of romantic intrigue, suspenseful plot twists, and captivating characters. The film benefits from Tennant's masterful direction, building tension effectively while still allowing for genuine emotional connections to form between the leads. The compelling narrative, fueled by a hidden secret and a race against time, echoes the captivating storytelling style found in his most successful works, such as "Hitch" and "Fool's Gold," but with a darker, more thriller-focused edge. While it ventures slightly outside the overtly romantic comedy realm Tennant is often associated with, "Unit 234" demonstrates his versatility as a filmmaker. It allows him to explore themes of trust, deception, and redemption within a high-stakes scenario. The film's success hinges not only on the thrilling plot, but also on the strong performances he elicits from the cast, ensuring that the audience remains invested in the characters' fates and ultimately solidifying its position as a noteworthy and commendable addition to Andy Tennant's filmography.
Around the World in 80 Dates
#1212.0"Around the World in 80 Dates," while perhaps not Tennant's most critically acclaimed film, earns its spot on the "Best Andy Tennant Movies" list for its quintessential Tennant charm and signature romantic comedy flair. The film, starring the late, great Leslie Mann, captures the lighthearted, escapist entertainment that defines much of Tennant's best work. Its globe-trotting narrative, though fantastical, provides a visually engaging and emotionally resonant journey, exploring themes of self-discovery and the pursuit of love in unexpected places. It showcases Tennant's ability to blend humor with heartwarming moments, creating a feel-good experience that resonates with audiences seeking a romantic escape. Beyond its genre appeal, "Around the World in 80 Dates" demonstrates Tennant's skill in crafting believable relationships, even amidst outlandish circumstances. The film's supporting cast, featuring comedic talents like Owen Wilson, elevates the humor and adds depth to the protagonist's journey. While not a groundbreaking cinematic achievement, it's a solid example of Tennant's ability to deliver a fun, engaging, and ultimately satisfying romantic comedy, solidifying its place as a worthy addition to his filmography.
13th Grade
#1313.0"13th Grade" absolutely earns its place on any list of Andy Tennant's best movies, standing out as a compelling and thought-provoking dramedy that showcases his directorial versatility. While Tennant is often associated with romantic comedies, "13th Grade" highlights his ability to tackle more serious themes with sensitivity and humor. The film's exploration of learning disabilities, societal expectations, and the struggles of young adults finding their place resonated with audiences, proving that Tennant could successfully navigate complex narratives beyond lighthearted romance. It's a testament to his skill that he created a film that entertains while also raising awareness and fostering empathy. Furthermore, "13th Grade" benefits from strong performances and a well-paced script, both hallmarks of a successful Andy Tennant film. The movie balances moments of genuine heart with laugh-out-loud comedy, making it a uniquely engaging and memorable experience. While perhaps not as widely recognized as some of his other works, its intelligent storytelling and sensitive handling of its subject matter solidify "13th Grade" as an essential and often overlooked entry in Tennant's filmography, deserving recognition alongside his more commercially successful projects. It reveals a different side of the director, demonstrating the breadth and depth of his talent.
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