Kassa a free-wheelin rasta man, falls for a straight laced gospel singer Serena, when they both meet as they enter a music contest. Serena's father the pastor forbids her to see him and wants her to marry one of his church members. Meanwhile the record boss organizing the contest, tries to get Kassa's band to sign to his label on his terms not theirs. By using heavy tactics, he pushes the band to fight back.

A young woman crash-lands her plane in Jamaica. A local named Countryman rescues her and leads her away from the authorities, who have fabricated a story about the plane, involving drug and arms smuggling by the CIA, in order to gain popularity in an upcoming election.

At a Jamaican beach hotel, super-slick waiter and self-professed "stud" Ringo works the angles (and there are many) on the ever-presents knots of unsuspecting, trusting tourists. Hey, all's fair in love and business … especially when you're continuously on the hustle, like Ringo.

Marcia has a tough life in Kingston, Jamaica, where she's the sole provider for her teenage daughter. Her business as a street vendor is threatened by thug Priest, and Marcia makes matters worse when she accepts money from Larry, who has eyes for her daughter. To get out of her problems, Marcia devises a plan that involves entering a dance contest in disguise, winning the top prize and pitting both men against each other.

Max (Sean Bones) lives in Brooklyn. He enjoys playing soccer, skateboarding, and drinking with his friends at local bars. Last summer he and his girlfriend, Willow (Norah Jones), won a free cruise to Jamaica but two days before the trip, she dumps him cold. When his friends flake, Max winds up alone on the high seas navigating through crowds of grey-haired cruisers. Over the course of several days he flirts with the staff photographer, drinks cocktails with the boat's celebrity juggler and has several strange encounters with the only other loner (Kevin Bewersdorf).
When the cruise liner docks in Jamaica, Max quickly escapes the tourist zone. At a local jerk stand he meets a charming Rasta who offers to show him a secret beach. Feeling irie as he lounges on the tropical sand with his new friends, Max loses track of time and his personal belongings. In his pathetic attempt to do something about it, he finds that the cultural divides he thought he could transcend are not so simple. Naked and broke in a foreign country where he stands out like a sore thumb, Max begins to make his way towards the American Embassy in Kingston. Along the road Jamaica is waiting to meet him.

Ivanhoe Martin arrives in Kingston, Jamaica, looking for work and, after some initial struggles, lands a recording contract as a reggae singer. He records his first song, "The Harder They Come," but after a bitter dispute with a manipulative producer named Hilton, soon finds himself resorting to petty crime in order to pay the bills. He deals marijuana, kills some abusive cops and earns local folk hero status. Meanwhile, his record is topping the charts.