Best movies like The Sure Thing

A sure thing comes once in a lifetime... but the real thing lasts forever.

A unique, carefully handpicked, selection of the best movies like The Sure Thing Starring John Cusack, Daphne Zuniga, Anthony Edwards, Boyd Gaines, and more. If you liked The Sure Thing then you may also like: 10 Things I Hate About You, Valley Girl, National Lampoon's Van Wilder, Van Wilder 2: The Rise of Taj, When Harry Met Sally... and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

Gib, a beer-guzzling slob, and Alison, an uptight Ivy-Leaguer, are an unlikely duo stuck together on a cross-country trip during Christmas break. At first they get on each other's nerves but, as time passes, they find their divergent natures complement each other. Now they need to realize what they've already found before it's too late.

selected filters: Sort: Default

You may filter the list of movies on this page for a more refined, personalized selection of movies.

Still not sure what to watch click the recommend buttun below to get a movie recommendation selected from all the movies on this list

Know any good movies to watch like The Sure Thing 1985. With a similar plot or stoyline. Suggest it.

10 Things I Hate About You

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Valley Girl

Julie, a girl from the valley, meets Randy, a punk from the city. They are from different worlds and find love. Somehow they need to stay together in spite of her trendy, shallow friends.

National Lampoon's Van Wilder

Van Wilder has been attending college for far too many years and is scared to graduate, but Van’s father eventually realizes what is going on. When he stops paying his son's tuition fees, Van must come up with the money if he wants to stay in college, so he and his friends come up with a great fund-raising idea – throwing parties. However, when the college magazine finds out and reporter, Gwen is sent to do a story on Van Wilder, things get a little complicated.

Van Wilder 2: The Rise of Taj

Taj Mahal Badalandabad leaves Coolidge College behind for the halls of Camford University in England, where he looks to continue his education, and teach an uptight student how to make the most out of her academic career.

When Harry Met Sally...

During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they're still no closer to finding the answer.

Where the Boys Are

Four college co-eds travel to Fort Lauderdale for their Easter week of Spring Break, and become involved in a series of adventures and misadventures

Dorm Daze 2

The gang from Dorm Daze is back, but this time they're on a cruise ship on a tropical voyage through the high seas. The cruise makes an educational stop at the island of San Paradiso, where the students are supposed to explore an important archaeological site. Things go from normal to crazy as their visit coincides with every other college's spring break. The moment the boat docks, classes are over! For these Billingsley students, their Semester at Sea will be an adventure no one will ever forget.

New York Minute

Top student Jane Ryan heads to Manhattan for a college-scholarship competition. Her rebellious twin Roxy Ryan goes along to crash a video shoot. But anything can happen - and does - in a romp involving a pursuing truant officer, a smuggler, hunkalicious guys and the girls' realization that when the chips are down, a sister can be the best friend of all.

Not Cool

Former prom king Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

Overnight Delivery

A man suspects his girlfriend of being unfaithful, so he sends her a letter, but then finds out that he was wrong. He has 24 hours to stop the package, prevent a disaster, and fall in love. The only problem is the delivery man will not stop until the package has been delivered.

Revenge of the Nerds

At Adams College, the jocks rule the school from their house on high, the Alpha Beta fraternity. So when a group of socially-challenged misfits try to go Greek, they're instantly rejected by every house on campus. Deciding to start their own fraternity to protect their outcast brothers, the campus nerds soon find themselves in a battle royale as the Alpha Betas try to crush their new rivals.

Road Trip

From the director of the Hangover trilogy and Joker, Road Trip is a raunchy college comedy classic. After an Ithaca college student films his one-night stand with a beautiful sorority girl, he discovers one of his friends has accidentally mailed the homemade porn tape to his girlfriend. In a frenzy, he must borrow a car and hit the road in a desperate bid to intercept the tape. Featuring a talented cast that includes Breckin Meyer, Rachel Blanchard, Seann William Scott, Amy Smart, Fred Ward, Tom Green, Anthony Rapp, Andy Dick, and Ethan Suplee.

Road Trip: Beer Pong

It’s Road Trip - Beer Pong! Three college roommates are on the ride of their lives when they drop everything to join a bus full of sexy, scantily clad models to compete in the ultimate sport competition: the National Beer Pong Tournament.

Roadie

A young Texas good ol' boy has a knack with electronic equipment, and that talent gets him a job as a roadie with a raucous traveling rock-and-roll show.

Just Friends

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

Book of Love

John Twiller takes down his high school yearbook and begins to reminiscence about that time he first moved into the neighborhood in 1956. His teenage self, Jack is obsessed with Lily one of the more popular girls around. The sole obstacle is Angelo, her bullying boyfriend. With the help of his pals Crutch, Floyd, and Spider, he makes every attempt possible to change her mind.

Calendar Girl

Three young men go on an end of the summer trip to Hollywood, California. Their quest: to fulfill the fantasy of meeting Marilyn Monroe.

California Dreaming

Young T.T. comes from Chicago to spend the summer in California. He slowly becomes "California-ized," while learning about love and life in the Golden State.

Can't Hardly Wait

It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.

Some Kind of Wonderful

A young tomboy, Watts, finds her feelings for her best friend, Keith, run deeper than just friendship when he gets a date with the most popular girl in school.

Say Anything...

Lloyd, an eternal optimist, seeks to capture the heart of Diane, an unattainable high school beauty and straight-A student. He surprises just about everyone-including himself-when she returns the sentiment. But Diane's over-possessive, divorced Dad disapproves and it's going to take more than just the power of love to conquer all.

Corvette Summer

Ken loves to design and build exotic cars. When the High School shop class project car, a fully tricked out dream Corvette, is stolen, he begins searching for it. His search leads him to Las Vegas, where Vanessa, a teenaged prostitute wannabe, helps him try to track it down.

EuroTrip

When Scott learns that his longtime cyber-buddy from Berlin is a gorgeous young woman, he and his friends embark on a trip across Europe.

100 Girls

Matthew, a college freshman, meets his dream girl in a dorm elevator during a blackout. He never sees her face, but instantly falls in love. In the morning, the power is restored, but the "dream girl" has vanished. All Matthew knows is that she lives in an all-girls dorm. He sets out on a semester-long journey to find his mystery girl among a hundred female suspects. Could it be Wendy? Dora? Arlene? Patty? Cynthia? Or the 95 other girls, any of whom could have been in that elevator with Matthew.

Sex Drive

A high school senior drives cross-country with his best friends to hook up with a babe he met online.

Private School

Private-school student Christine loves Jim. But her classmate, Jordan, is also vying for Jim's attention and trying to end his relationship with Christine. Meanwhile, Jim's friend Bubba embarks on a series of sexual escapades, including dressing up as a woman to access the girls' locker room. Despite Jim and Christine's efforts to spend some time alone, various shenanigans and schemes interfere.

Fast Times at Ridgemont High

Based on the real-life adventures chronicled by Cameron Crowe, Fast Times follows a group of high school students growing up in Southern California. Stacy Hamilton and Mark Ratner are looking for a love interest, and are helped along by their older classmates, Linda Barrett and Mike Damone, respectively. At the center of the film is Jeff Spicoli, a perpetually stoned surfer who faces-off with the resolute Mr. Hand—a man convinced that everyone is on dope.

The Girl Next Door

Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright future is jeopardized when he finds Danielle was once a porn star. As Danielle's past catches up with her, Matthew's love for her forces him to re-evaluate his goals.

Something Borrowed

Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

Spring Break

Two sets of two college guys spend a spring break together in Fort Lauderdale, Florida. There they have lots of fun in and out of the sun.

Crossroads

Three friends get together and bury a box making a pact to open it at midnight at their high school graduation. In the little town in Georgia that they live in, things soon change. One is little miss perfect, one is an engaged prom queen, and the other is a pregnant outcast. The night of graduation, they open the box and they strike up a conversation. All of a sudden, one brings up the topic of her going to Los Angeles for a record contract audition. They all decide to go together and they leave. With a little money, they set out on the road with a guy named Ben. When one of them tells the other a rumor that he might be a homicidal maniac they are all scared of him. When they reach LA, Lucy falls in love with Ben and against her father's wishes, she stays and she goes to the audition.

I Love You, Beth Cooper

A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.

Detours

A newly single New Yorker must re-locate to Florida for her dream job. She drives south with her widowed dad, her mom's ashes in a coffee can, and a GPS with a mind of its own.

6.8 / 10 2010 Comedy
suggested by: sunnydisposition

Easy A

Olive, an average high school student, sees her below-the-radar existence turn around overnight once she decides to use the school's gossip grapevine to advance her social standing. Now her classmates are turning against her and the school board is becoming concerned, including her favorite teacher and the distracted guidance counselor. With the support of her hilariously idiosyncratic parents and a little help from a long-time crush, Olive attempts to take on her notorious new identity and crush the rumor mill once and for all.

The Flamingo Kid

Brooklyn teenager Jeffrey Willis, thoroughly unhappy with his modest homestead, embraces the other-world aspects of his summer job at the posh Flamingo Club. He spurns his father in favor of the patronage of smooth-talking Phil Brody and is seduced by the ample bikini charms of club member Carla Samson. But thanks to a couple of late-summer hard lessons, the teen eventually realizes that family should always come first.

Getting There

Taylor and Kylie Hunter are sweet sixteen and licensed to drive. Grab a seat in their classic Mustang convertible as they set out on their very first road trip, to the Winter Games in Utah. Cute outfits, even cuter guys. And all kinds of friends along the way. But watch for Olympic-size detours. Will they ever make it to the velvet-smooth ski slopes and posh Stein Ericksen Lodge at Deer Valley and the big-air snowboarding at Park City? Will they be on time for the Winter Games? See for yourself why half the fun is getting there.

Going the Distance

Nick is a successful young man whose comfortable West Coast life couldn't be better. However, when his girlfriend falls under the influence of lecherous music producer Lenny Swackhammer, Nick impulsively decides to travel to Toronto to intervene. Nick's buddies Tyler and Dime opt to turn the quest into a cross-country road trip that's complete with wacky antics and encounters with beautiful women.

Happy Together

Christopher is an ambitious college freshman, striving to become a writer. Through a computer fault he's assigned the same room as Alex, a real party freak and... a girl! He's annoyed and tries to get a different room as soon as possible, but when he learns to know her, he also starts to like her. She not only improves his sexual life, but also his writing skills

License to Drive

Teenager Les Anderson thinks his life can't get any worse after he flunks his driver's exam, but he's wrong. Even though he didn't receive his license, Les refuses to break his date with the cool Mercedes Lane, and he decides to lift his family's prize luxury car for the occasion. Unfortunately, Mercedes sneaks some booze along and passes out drunk, and a confused Les makes the bad decision of enlisting his rebellious friend, Dean, to help.

5.1 / 10 1995 Drama Romance
suggested by: EmeraldElephant

Mad Love

Matt falls for Casey, the new girl in school. She's fun-loving and eccentric, but there's a darkness to her whimsy that Matt can't begin to comprehend. When Casey attempts to commit suicide, her parents place her in a mental institution. Matt springs her out, and together the young lovers head on a road trip. They believe their love can "cure" Casey's problems. Matt starts to wonder, though, if are they inspired or misguided.

Palm Springs Weekend

Set in Palm Springs during a long, fun-filled weekend where several Los Angeles college students flock to spring break, centering on Jim who finds romance with Bunny, the daughter of Palm Springs harred, stressful police chief. Jim's bumbling roommate, Biff, tries to get Amanda, a tomboyish girl's attention with a so-called love gadget. Meanwhile, Gayle Lewis is a high school senior posing as a wealthy college girl who is pursued by Eric Dean, a wealthy and spoiled college prepie, while Gayle has eyes for a cowboy from Texas, named Stretch. Also Jim and Biff's basketball coach, Campbell, tries to romance Naomi, the owner of the motel where all of the gang is staying at, which is interfered by Naomi's young, trouble-making, brat son who's dubbed, Boom-Boom.

Some Girls

While on Christmas break, college student Michael journeys to Quebec City to spend time with his attractive girlfriend, Gabriella. Not long after he arrives, Gabriella breaks up with him, but her two equally gorgeous sisters waste no time showing romantic interest. In the meantime, Michael is left to deal with Gabriella's eccentric grandmother and offbeat father, an academic who spends most of his time naked.

National Lampoon Presents: Endless Bummer

From National Lampoon, the masters of raunchy comedy, comes a summer tale of beers, babes, and bros! In the surf town of Ventura, California, JD's surf board is stolen by a surfer from Los Angeles...a crime that cannot go unpunished. Gathering his friends and the local surf hero, Mike Mooney, they take a road trip to LA to get the surfboard back, then return to Ventura for the wildest summer party ever!

Malibu Beach

Day or night, it's a hot and wild summer at Malibu Beach. When the sun is high, it's Dina's (Kim Lankford) job to patrol the area. Being the hot new lifeguard on duty isn't as easy as you'd think -- there's the older, muscle-bound beach idiot Dugan continually lusting after her, while jerk kids fake drowning just to get her to save them. And who can forget that pesky bikini-stealing dog?!?

A Lot Like Love

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to ... lovers?

Sydney White

A modern retelling of Snow White set against students in their freshman year of college in the greek system.

Take Me Home

In New York City, Thom is broke and jobless, illegally working as a taxi driver. Claire is a successful business-woman, but personally she's in shambles - then comes the phone call that her estranged father is in the hospital. Not knowing what to do, Claire hops in Thom's cab and orders him to just drive and so he does. They find themselves in Pennsylvania and Claire makes the rash decision to drive across the country to California. On the road, there are many detours as the obstacles and secrets force them to learn about themselves and each other.

Trojan War

Brad is about to hook up with the girl of his dreams, but runs into a problem, no condom. So Brad sets out into the night to find one, running into many obstacles along the way, while not knowing his best friend, Leah is in love with him.

Kisses and Caroms

In California, Zack owns the "Breakingtime Billiards", a store that sells pool tables and game room supplies. He works with his girlfriend Jennifer; the sexy seller Tara; the installer of pool tables and best friend, the wolf David, and his idiot assistant Eddie. After having a threesome arranged by Jen with Tara, Zach breaks up his relationship with Jen, in spite of her bringing him up all the time. He tells his sexual experience to David while Jen asks for an advice to her psychologist Dr. Bob Johnson in his radio show. Along the day and after the visit of many peculiar clients, Zack concludes that Jen is his dream girl.

Hot Pursuit

Young Danny is following his rich girlfriend's family to the Caribbean. But suddenly he simply must make a chemistry test and cannot go with them. After they have left, he gets a leave from his professor and takes a plane to find them. But he is not quite sure where they are, and meets smugglers, crazy captains and murderers.

More related lists

Sort results by:

X close
Default
Clear filters
...