20 best movies like Diamonds (1999)

Three young men with disabilities embark on a road trip to a brothel in Montreal catering to people with special needs to lose their virginity and embrace their independence. Inspired by a true story and remake of the Belgian film Hasta La Vista

Teddy Duncan's middle-class family embarks on a road trip from their home in Denver to visit Mrs. Duncans Parents, the Blankenhoopers, in Palm Springs. When they find themselves stranded between Denver and Utah, they try to hitch a ride to Las Vegas with a seemingly normal older couple in a station wagon from Roswell, New Mexico. It turns out that the couple believes they are the victims of alien abduction. The Duncan's must resort to purchasing a clunker Yugo to get to Utah, have their luggage stolen in Las Vegas, and survive a zany Christmas with Grandpa and Grandma Blankenhooper.

An inventor and his mom hit the road together so he can sell his latest invention.

Duets is a road-trip comedy which revolves around the little known world of karaoke and the whimsical characters who inhabit it. All roads lead to Omaha, site of a national karaoke competition where this motley group of singers and stars come together for a blow-out sing-off.

Whenever trouble strikes in one of her relationships, single mother Mary Jo Walker and her daughter, Ava, pack up and move to another city, a routine Ava is tiring of. This time, they are helped on their move to San Diego by trucker Jack Ranson. While Ava settles in, getting a leading part in the school play, Jack starts dating Mary Jo but soon reveals himself to be controlling and aggressive. Mary Jo prepares to flee again, angering Ava.

A pair of former brothers-in-law embark on a road trip through Iceland.

The life of a bank manager is turned upside down when a friend from his past manipulates him into faking his own death and taking off on an adventure.

A young man with Tourette's Syndrome embarks on a road trip with his recently-deceased mother's ashes.

Two guys serendipitously meet at a time when they both find themselves at personal crossroads and decide to embark on an unplanned road trip across the American Southwest.

Maddie, a persona shifting con-artist who is as beautiful as she is dangerous, leaves her unwitting victims tormented when they realize they have been used and robbed of everything – including their hearts. But things get complicated when her former targets, Ezra, Richard, and Jules team up to track her down. While pursuing her newest mark, Maddie meets a potential love interest, Patrick, which threatens to derail her assignment, much to the chagrin of her mysterious boss, The Doctor.

Single mom Laura, along with her awkward 14 year-old son Henry is forced to drive Jack, her estranged, care-free pot dealing father across country after he's kicked out of yet another nursing home.

When an overachieving high school student decides to travel around the country to choose the perfect college, her overprotective cop father also decides to accompany her in order to keep her on the straight and narrow.

When Ross is diagnosed with terminal brain cancer and given six weeks to live, his newly engaged older brother Seth offers to spend his $50,000 wedding fund on a final trip of a lifetime. Their plans are complicated when Ross invites a call girl to join the group and Seth’s uptight fiancée insists on tagging along. This raucous road trip comedy features hip-hop star Asher Roth.

Hoping to bring his family closer together and to recreate his childhood vacation for his own kids, a grown up Rusty Griswold takes his wife and their two sons on a cross-country road trip to the coolest theme park in America, Walley World. Needless to say, things don't go quite as planned.

Serving Sara is a 2002 romantic comedy film which stars Matthew Perry, Elizabeth Hurley and Bruce Campbell. Joe Tyler (Perry) is a process server who is given the assignment to serve Sara Moore (Hurley) with divorce papers.

David Portnoy, a 15-year-old birding fanatic, thinks that he's made the discovery of a lifetime. So, on the eve of his father's remarriage, he escapes on an epic road trip with his best friends to solidify their place in birding history.

After spending two decades in England, Bill Bryson returns to the U.S., where he decides the best way to connect with his homeland is to hike the Appalachian Trail with one of his oldest friends.

Three young guys like wine and women. They tested wine with pleasure, but the second they have never been able to taste. Under the guise of a wine tour, the three plans a trip to Spain to finally have sex. Nothing will stop them. Certainly not the fact that the first guy is blind, the second is in a wheelchair and the third is completely paralyzed.

Corey refuses to let his emotionally disturbed younger brother Jimmy be institutionalized, and the two run away together. They soon join forces with a resourceful girl, who notices that Jimmy has a special talent: he is a "wizard" at video games and can achieve the high score on absolutely everything he plays. Evading their parents and a sinister bounty hunter, the trio head for a climactic showdown at the national video game championships in California.

After losing her job and learning that her husband has been unfaithful, a woman hits the road with her profane, hard-drinking grandmother.

A washed up Vegas lounge singer, Jack Satin (Hamilton von Watts), has no money, no job, and delusional aspirations of fame. When Jack is forced to leave Vegas, he packs up his old Cadillac and hits the road for Atlantic City. But his car dies in the desert and Jack is left stranded in the small town of Lost Springs. There, Jack meets jazz legend turned mechanic, Doc Bishop (Robert Guillaume), who helps him with his car trouble. Although Jack is far from the stage, he begins to find himself feeling at home in the small town. When he meets local bar owner, Lauren Wells (Melissa Joan Hart), Jack starts to see there is more to life than chasing fame and fortune. Doc encourages Jack to explore his true love of music, while Lauren provides the audience he has always wanted. But as Jack realizes this town has more to offer him than the bright lights of the big city, his Vegas past catches up with him -- what unfolds is comedy at the crossroads of life.

While making his nightly rounds in the neighborhood, Patti's pet cat D.C. finds himself the carrier of a call for help from a kidnap victim. Patti enlists skeptical law enforcement help to find the victim before it's too late.

As the devoutly single Don Johnston is dumped by his latest girlfriend, he receives an anonymous pink letter informing him that he has a son who may be looking for him.

For the past 60 years, a space-traveling smart-ass named Paul has been locked up in a top-secret military base, advising world leaders about his kind. But when he worries he’s outlived his usefulness and the dissection table is drawing uncomfortably close, Paul escapes on the first RV that passes by his compound in Area 51. Fortunately, it contains the two earthlings who are most likely to rescue and harbor an alien on the run.

Hector is a quirky psychiatrist who has become increasingly tired of his humdrum life. As he tells his girlfriend, Clara, he feels like a fraud: he hasn’t really tasted life, and yet he’s offering advice to patients who are just not getting any happier. So Hector decides to break out of his deluded and routine driven life. Armed with buckets of courage and child-like curiosity, he embarks on a global quest in hopes of uncovering the elusive secret formula for true happiness. And so begins a larger than life adventure with riotously funny results.

Paulie, an intelligent parrot who actually talks, relates the story of his struggle to a Russian immigrant who works as a janitor at the research institute where he is housed and neglected. Paulie's story begins many years earlier when he is given as a gift to a little girl who stutters. Eventually, he teaches the girl to speak correctly but is taken away by her father because he believes the girl cannot distinguish fantasy from reality because she believes the bird can talk. Paulie goes through a series of adventures with a pawn shop owner, an aging widow, a Mexican-American troubadour and a would be thief before being taken to the institute where he now lives

Deadbeat dad kidnaps his kids from the bus to an abusive foster home and they go on a run. The cops are after them, they bicker constantly and his idea of a way out is grim, yet this dangerous ride might just turn them into a family.

Young Indian man Thomas is a nerd in his reservation, wearing oversize glasses and telling everyone stories no-one wants to hear. His parents died in a fire in 1976, and Thomas was saved by Arnold. Arnold soon left his family, and Victor hasn't seen his father for 10 years. When Victor hears Arnold has died, Thomas offers him funding for the trip to get Arnold's remains

An aging, booze-addled father takes a trip from Montana to Nebraska with his estranged son in order to claim what he believes to be a million-dollar sweepstakes prize.

Having suffered a tragedy, Ben becomes a caregiver to earn money. His first client, Trevor, is a hilarious 18-year-old with muscular dystrophy. One paralyzed emotionally, one paralyzed physically, Ben and Trevor hit the road on a trip into the western states. The folks they collect along the way will help them test their skills for surviving outside their calculated existence. Together, they come to understand the importance of hope and the necessity of true friendship.

There are times when it's right and proper to simply bury the dead. This is not one of those times... Gram Parsons was one of the most influential musicians of his time; a bitter, brilliant, genius who knew Elvis, tripped with the Stones and fatally overdosed on morphine and tequila in 1973. And from his dying came a story. A story from deep within folklore; a story of friendship, honour and adventure; a story so extraordinary that if it didn't really happen, no one would believe it. Two men, a hearse, a dead rock star, five gallons of petrol, and a promise. And the most extraordinary chase of modern times.

The most dangerous former operative of the CIA is drawn out of hiding to uncover hidden truths about his past.

A sultry woman joins an illiterate killer and a brainy hacker, both escaped convicts, to search for gold.

Military men Rock Reilly and Eddie Devane are tasked with taking a prisoner, blonde bombshell Toni Johnson, on what becomes an unforgettable road trip. Toni, an enlistee who's in trouble for deserting her unit, soon proves that she's craftier than most inmates.

When Mystery, Inc. are guests of honor at the grand opening of the Coolsville Museum of Criminology, a masked villain shows up and creates havoc before stealing the costumes of the gang's most notorious villains...Could it be that their nemesis, mad scientist Jonathan Jacobo has returned and is trying to recreate their deadliest foes?

More interested in partying and flirting with young musicians than work, veteran rock journalist Ellie Klug has one last chance to prove her value to her magazine’s editor: a no-stone-unturned search to discover what really happened to long lost rock god, Matt Smith, who also happens to be her ex-boyfriend. Teaming up with an eccentric amateur documentary filmmaker, Ellie hits the road in search of answers.

Art dealer, Charles Mortdecai, searches for a stolen painting rumored to contain a secret code that gains access to hidden Nazi gold.

Story of a couple that starts the first legal brothel in Nevada and a boxer they own a piece of.

Ever since her parents left her as a baby, little Annie has led a hard-knock life with her calculating foster mother, Miss Hannigan. However, all that changes when hard-nosed billionaire and mayoral candidate Will Stacks takes her in on the recommendation of his advisers. Stacks believes that he's Annie's guardian angel, but the plucky youngster's confidence and sunny outlook may mean that Annie will save Will instead.

A mentally disabled man gets help from a sociopath when he tries to reunite with his dying father, who years earlier disowned him.

Angus is a large, pathetic 14 year old whose thoughts are most often filled with the image of one Melissa Lefevre. Angus is shy and thinks that he has no chance of ever 'getting' her. Being especially uncool, he is incredibly surprised (along with the rest of the school) that he is chosen to dance with her at the Winter Ball. The only one not surprised is the cool-kid who set him up to fail, but Angus' best friend is going to help him win the heart of Melissa by developing a new look for him

Harmony had an encounter early in life with the young Elvis, and can't seem to shake his influence. Now a Pink Lady selling cosmetics, she seems to inadvertently bring harm to any Elvis impersonators she encounters. After a bizarre car accident leaves a slew of them dead, Harmony goes on the run from the authorities, hooking up with a downtrodden ad exec who has Elvis troubles of his own.

Bingo, the runaway circus dog, is off the leash and saving Chuckie's life! Bingo and the boy become the best of friends in this canine comedy featuring doggy disguises and skateboarding, pinball and prison. Chuckie and his parents (Cindy Williams and David Rasche) are moving house, a thousand miles away, but Bingo won't be allowed to join them. Chuckie and Bingo's determination to be reunited is t

A young mute girl from Pakistan loses herself in India with no way to head back. A devoted man with a magnanimous spirit undertakes the task to get her back to her motherland and unite her with her family.

Whilst on a short weekend getaway, Louise shoots a man who had tried to rape Thelma. Due to the incriminating circumstances, they make a run for it and thus a cross country chase ensues for the two fugitives. Along the way, both women rediscover the strength of their friendship and surprising aspects of their personalities and self-strengths in the trying times.

Harry is a retired teacher in his 70s living in the Upper West Side of New York City where his late wife and he raised his children--where he's lived all his life. When the building he lives in is torn down to make way for a parking garage, Harry and his beloved cat Tonto begin a journey across the United States, visiting his children, seeing a world he never seemed to have the time to see before, making new friends, and saying goodbye to old friends.

Mitch Robbins 40th birthday begins quite well until he returns home and finds his brother Glen, the black sheep of the family, in his sofa. Nevertheless he is about to have a wonderful birthday-night with his wife when he discovers a treasure map of Curly by chance. Together with Phil and unfortunately Glen he tries to find the hidden gold of Curly's father in the desert of Arizona.

In 1999, Star Wars fanatics take a cross-country trip to George Lucas' Skywalker Ranch so their dying friend can see a screening of The Phantom Menace before its release.

A film based on the semi-autobiographical novel of the same name by American writer Jonathan Safran Foer, in which a young Jewish American man endeavors—with the help of eccentric, distant relatives—to find the woman who saved his grandfather during World War II, in a Ukrainian village which was ultimately razed by the Nazis.

Self-described misanthrope Elle Reid has her protective bubble burst when her 18-year-old granddaughter, Sage, shows up needing help. The two of them go on a day-long journey that causes Elle to come to terms with her past and Sage to confront her future.