8 of the Best Adam Sandler Movies to Watch Right Away

Adam Sandler is a well-known comedian, actor, and producer who has been entertaining audiences for decades. While some of his movies have been critically panned, others have become beloved classics. In this article, we will be taking a look at ten of the best Adam Sandler movies.

From his early days on “Saturday Night Live” to his more recent work on Netflix, Sandler has had a long and varied career. He’s made us laugh, cry, and everything in between. Whether you’re a die-hard fan or just looking for a good movie to watch, there’s something on this list for everyone.

So sit back, grab some popcorn, and get ready to relive some of the best moments from Sandler’s filmography. From silly comedies to heartwarming dramas, these ten movies showcase the range and talent of one of Hollywood’s most beloved stars.

Happy Gilmore

Adam Sandler stars as Happy Gilmore, a failed hockey player who discovers he has a natural talent for golf. Happy’s unorthodox style and hot temper make him an outcast on the golf course, but his determination to save his grandmother’s house from foreclosure drives him to compete in a high-stakes golf tournament.

The film features a hilarious supporting cast, including Christopher McDonald as Happy’s arch-nemesis, Shooter McGavin, and Carl Weathers as Happy’s eccentric golf coach, Chubbs Peterson. The chemistry between Sandler and McDonald is particularly strong, with the two actors playing off each other’s energy to create some of the film’s most memorable moments.

Happy Gilmore is a classic underdog story, and Sandler’s performance as the lovable but flawed hero is one of his best. The film also features some great comedic set pieces, including a brawl with Bob Barker and a memorable scene in which Happy uses his hockey skills to take on a group of unruly fans.

Overall, Happy Gilmore is a must-see for fans of Adam Sandler and anyone who loves a good sports comedy. With its quotable one-liners and memorable characters, it’s no wonder the film has become a cult classic in the years since its release.

The Cast of Happy Gilmore

The Cast of Happy Gilmore

  • Adam Sandler stars as Happy Gilmore in the classic comedy. He plays a passionate hockey fan who discovers an unexpected gift for golf.
  • Christopher McDonald plays Shooter McGavin, Happy’s main rival on the golf course who will do whatever it takes to see Happy fail.
  • Julie Bowen appears as Virginia Venit, a promotional director at the Tour championship and Happy’s love interest throughout the film.
  • Frances Bay portrays Grandma, Happy’s grandmother and biggest supporter through all of his ups and downs.
  • Carl Weathers stars as Chubbs, the mysterious pro golfer who mentors Happy in his time of need.
  • Allen Covert is Otto, one of Happy’s mischievous friends who helps him stay ahead of the game.
  • Robert Smigel plays an IRS Agent determined to take Happy’s prize money away from him.
  • Finally, Bob Barker rounds out the cast as himself, offering up some sage advice to Gilmore during a tournament.

The Waterboy

“The Waterboy” is a 1998 sports comedy film directed by Frank Coraci and starring Adam Sandler in the lead role. Sandler plays Bobby Boucher, a socially awkward waterboy for a college football team who discovers he has a talent for tackling. The film also stars Kathy Bates, Henry Winkler, and Fairuza Balk.

The movie is known for its humor, with Sandler’s character providing plenty of laughs with his over-the-top southern accent and quirky personality. The film also features some impressive football scenes, with Bobby’s tackling skills providing a highlight reel of bone-crunching hits.

While “The Waterboy” may not be Sandler’s most critically acclaimed film, it remains a fan favorite and a classic example of his signature brand of comedy. The movie also features a memorable performance by Kathy Bates as Bobby’s overbearing mother, who provides some of the film’s most hilarious moments.

The Cast of The Waterboy

Billy Madison

Released in 1995, Billy Madison is one of Adam Sandler’s most iconic movies. The film follows the story of Billy Madison, a rich and lazy man-child who must go back to school to earn his father’s respect and take over the family business.

The movie is filled with classic Adam Sandler humor, including slapstick comedy and witty one-liners. Sandler’s portrayal of Billy Madison is both hilarious and endearing, making the character one of his most beloved.

Billy Madison also features an all-star cast, including Bradley Whitford, Bridgette Wilson, and Norm Macdonald. The film’s memorable scenes, such as the dodgeball match and the musical number, have become pop culture staples.

The Cast of Billy Madison

  • Bridgette Wilson stars as Veronica Vaughn, the teacher and love interest of Billy Madison (Adam Sandler).
  • Bradley Whitford plays Eric Gordon, an old schoolmate of Billy’s who returns to town to challenge him for a teaching position.
  • Josh Mostel co-stars as Principal Max Anderson, headmaster of the school where Billy is trying to become a teacher.
  • Norm Macdonald portrays Frank, one of Billy’s best friends from childhood.
  • Darren McGavin appears as Brian Madison, Billy’s wealthy father who provides him with numerous challenges.
  • Jared Cook is cast as Ernie, another friend from childhood of Billy’s.
  • Claire Cellucci plays the role of the Attractive Lady, an old classmate with whom Billy finds a romantic connection.

Big Daddy

Adam Sandler stars as Sonny Koufax, a lazy law school graduate who refuses to take the bar exam and spends his days lounging around and living off a settlement from a lawsuit. When his girlfriend dumps him, he decides to try to win her back by adopting a young boy named Julian (played by Cole Sprouse).

The movie is a classic example of Sandler’s comedic style, with plenty of crude humor and slapstick comedy. However, it also has a heartwarming story about a man who learns to take responsibility and become a father figure to a young boy who desperately needs one.

The chemistry between Sandler and Sprouse is one of the highlights of the movie, and the supporting cast, including Jon Stewart and Rob Schneider, provides plenty of laughs as well.

The Cast of Big Daddy

  • Adam Sandler as Sonny Koufax, a 32-year-old slacker who takes custody of his 5-year-old adopted son Julian “Frankenstein” McGrath (portrayed by Cole and Dylan Sprouse).
  • Leslie Mann as Corinne Maloney, Sonny’s love interest.
  • Rob Schneider as Nazo, Sonny’s best friend from childhood.
  • Allen Covert as Phil D’Amato, the lawyer who helps Sonny with the adoption process.
  • Joey Lauren Adams as Layla Maloney, Corrine’s daughter.
  • Steve Buscemi as Homeless Guy, a homeless man whom Sonny befriends.

Punch-Drunk Love

“Punch-Drunk Love” is a 2002 romantic comedy-drama film directed by Paul Thomas Anderson and starring Adam Sandler as Barry Egan, a lonely and emotionally unstable man who falls in love with his sister’s coworker, Lena Leonard (Emily Watson).

The film received critical acclaim for its unique blend of comedy and drama, as well as Sandler’s performance, which was a departure from his usual comedic roles. Sandler’s portrayal of Barry Egan is both vulnerable and intense, and he brings a depth and complexity to the character that is rarely seen in his other films.

The film also features stunning cinematography by Robert Elswit, who uses bold colors and striking imagery to create a dreamlike atmosphere that perfectly complements the film’s surreal storyline. The score by Jon Brion is also noteworthy, adding to the film’s whimsical and offbeat tone.

“Punch-Drunk Love” is a must-see for fans of Adam Sandler and anyone looking for a unique and captivating romantic comedy-drama. Its blend of humor, romance, and drama makes it one of Sandler’s best films to date.

50 First Dates

“50 First Dates” is a romantic comedy film released in 2004, directed by Peter Segal and starring Adam Sandler and Drew Barrymore. The film tells the story of Henry Roth (Adam Sandler), a womanizer who falls in love with Lucy Whitmore (Drew Barrymore), a girl with short-term memory loss.

The movie takes place in Hawaii, where Henry works as a veterinarian at a local aquarium. On one of his days off, he meets Lucy at a café and they hit it off. However, the next day, Lucy has no memory of meeting Henry and he soon discovers that she suffers from a rare brain disorder that causes her to forget everything that happened the day before.

Undeterred, Henry decides to pursue Lucy and comes up with a plan to make her fall in love with him every day. He creates a video diary for her to watch each morning, reminding her of who he is and what they mean to each other. As the days go by, Henry and Lucy’s relationship grows stronger, but Henry must constantly find new ways to win her heart.

“50 First Dates” is a heartwarming and funny movie that showcases Adam Sandler’s talent for both comedy and drama. The chemistry between Sandler and Barrymore is undeniable, and the film’s unique premise makes it stand out from other romantic comedies. It’s a must-watch for fans of the genre and a great example of Adam Sandler’s versatility as an actor.

The Wedding Singer

One of Adam Sandler’s most beloved movies is “The Wedding Singer,” a romantic comedy that tells the story of a wedding singer named Robbie Hart (Sandler) who falls in love with a waitress named Julia Sullivan (Drew Barrymore). The movie is set in the 1980s and features a lot of nostalgic music and fashion from that era.

The chemistry between Sandler and Barrymore is undeniable, and their on-screen romance is sweet and heartwarming. The movie also features hilarious supporting performances from actors like Steve Buscemi and Jon Lovitz.

One of the most memorable scenes in the movie is when Robbie sings “Grow Old With You” to Julia on a plane. The song has become an iconic moment in romantic comedy history and is often referenced in pop culture.

Overall, “The Wedding Singer” is a feel-good movie that will make you laugh and tug at your heartstrings. It’s a must-watch for fans of Adam Sandler and romantic comedies in general.

Uncut Gems

Uncut Gems is a 2019 crime thriller directed by Josh and Benny Safdie, starring Adam Sandler as Howard Ratner, a New York City jeweler and gambling addict. The film follows Howard as he tries to pay off his debts and retrieve an uncut opal he smuggled into the country, all while juggling his failing marriage, mistress, and strained relationship with his family.

The film received critical acclaim for its intense plot, realistic dialogue, and Sandler’s performance, which many consider to be his best work to date. Sandler’s portrayal of Howard Ratner is raw, gritty, and unapologetic, showcasing his range as an actor beyond his usual comedic roles.

Uncut Gems is not for the faint of heart, as it is a tense and unpredictable ride from start to finish. The Safdie brothers’ direction and cinematography are also noteworthy, as they capture the frenetic energy of New York City and Howard’s chaotic life with precision and style.

The Best Adam Sandler Movies

The Many Great Movies from Adam Sandler

Adam Sandler has had a long and varied career in Hollywood, with plenty of hits and misses along the way. The ten movies highlighted in this article represent some of his best work, showcasing his unique blend of humor, heart, and charm.

From the raunchy antics of Happy Gilmore and The Waterboy to the heartfelt drama of Click and Spanglish, Sandler has proven himself to be a versatile actor with a wide range of talents. Whether he’s playing a lovable loser or a successful businessman, he always manages to bring a certain spark to the screen.

Of course, not every Adam Sandler movie is going to be a hit with every viewer. Some people may prefer his earlier, more irreverent comedies, while others may enjoy his more recent dramatic roles. But no matter what your personal taste may be, there’s no denying that Sandler has made a significant impact on the world of film.

So whether you’re a die-hard fan or a casual moviegoer, be sure to check out these ten great Adam Sandler movies. You’re sure to find something to love in each and every one of them.