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A group of students attend high school on a cruise ship.

In Turkey, Jimmy "Budall" Farrell whoops it up belly-dancing. Sean and Ashley get swindled by a rug-selling charlatan but are able to get revenge. Max tries to get Denise to loosen up and have fun.

In Greece, Denise and Tamira go biking on a country route but their bikes get stolen. After wandering around for a while, they end up at a Greek party where Denise meets a cool guy. Sean and Jimmy go to what they believe to be a nude beach but is really a no swimming beach that's teeming with stinging jellyfish as Jimmy soon finds out.

In France, Sean craves wine and sets out to find some. Ashley's mother arrives and threatens to remove Ashley from Breaker High. Jimmy falls in love with Monette, the daughter of a French winemaker. When Jimmy breaks their wine presser, Sean saves the day by encouraging his friends and the whole village to stomp the grapes. Cassidy injures herself when she falls off her bike and Max is blamed.

Ashley sells her tiara to buy Alex a gift while Alex sells his fishing pole to buy Ashley a gift.

In India, Sean and Jimmy ride their egos when the attempt to outdo one another in everything, including eating chili peppers and walking on hot coals. Ashley discovers that her hometown boyfriend, Tyler, is escorting her arch rival to the prom. When Alex attempts to console her, it leads to a possible shipboard romance between the two.

In New York, Cassidy tells Max she loves him and he returns to the boat. Ashley buys one of Jimmy's paintings at an art exhibit thinking it was painted by the artist Serge.

Sean sets out to fulfill three goals: to play on a sports team, to see his name in lights, and to experience his first kiss.

On the boat, Alex thinks Ashley's cheating on him with Max, when Max is innocently painting Ashley's portrait as a present for Alex. Sean announces that he's over Tamira and decides to hold a Seandezvous. However, when a boy named Brent asks out Tamira, Sean panics and asks out a girl named Kerry. Brent and Kerry ditch their dates for each other, leaving Tamira and Sean together wallowing in their own grief.

On the boat, Jimmy becomes the third wheel with newly dating couple Sean and Tamira and can't seem to leave them alone. He then accidentally broadcasts their make-out session on Shipwreck Radio.

In Kenya, Cassidy and Ashley flirt with their guides, Kip and Marcus. Sean and Jimmy believe they can get a little slumber party action if they follow the girls on their photo safari but instead find themselves a little too up close and personal with a lion. Denise proves that women can be warriors and Alex learns that there's more to life than football and machines, when he tries to be a Masai warrior.

Denise organizes a party for tropical storm victims.

Ashley mistakenly believes Jimmy is her cousin and is thoroughly relieved when the truth is revealed. Alex and Max fall victim to a video game addiction that Denise must remedy. Sean attempts the role of peacemaker between Tamira and Cassidy.

Alex plans a romantic weekend for himself and Ashley in Costa Rica. Jimmy loses an important butterfly specimen.

Alex's homesickness strains his relationship with Ashley; Max wants to learn to dance in time for a Mexican festival.

On the boat, Sean discovers that he's falling for Tamira, just as she's crushing on another guy. Meanwhile, in her attempt to win that other guy, Tamira realises that Sean's the one that she really wants.

In New York, the students reminisce about their first days on Breaker High when they are quarantined due to a supposed Hepatitis A outbreak.

On the boat, Tony quits for the third time and is replaced by a horrendously evil drill sergeant. Denise enlists the gang to rid the boat of this so-called activities coordinator and to bring back Tony.

On the boat, Tamira confides in Sean that she must leave Breaker High due to financial reasons. Feeling he must help, he throws a The Brady Bunch (1969) Night to raise money for Tamira. Unfortunately, that theme night fails, but Sean is more successful when he throws a L'île aux naufragés (1964) Night. After the party, Sean gives Tamira the money raised and she's able to stay at the school with no one the wiser and her dignity intact.

Denise falls for a Jamaican reggae singer during a stop; Jimmy thinks he ate poisonous fruit.

On the boat, Max spies Cassidy and Alex kissing, causing Max to retaliate by kissing Tamira. Sean tries to teach Tamira to dance but she's torn over her relationship with Sean and her attraction to Max.

On the boat, Alex and Max have a falling out and Jimmy jumps at the chance to move in with Max, who he hopes will become his best friends. This causes tension between Jimmy and Sean, who feels left out and abandoned by his own best friend. Cassidy sets up Tamira on her first date.

Sean and Jimmy cause another international incident, this time in Rome, which involves the supermodel Paprika and impersonating Macaulay Culkin and the heir to the Chef Boyardee fortune. Tamira gets to meet world modelling sensation Apollo.

In New York, Max catches Cassidy cheating on him and runs away from the ship. Sean pretends that he is Mr. Big Shot City Guy who knows everything. Denise takes Jimmy out to lunch with her and her family and a Harvard recruiter.

In Norway, Jimmy eavesdrops on Cassidy and Denise and mistakenly believes that Denise is crushing on Sean. Ashley's hometown boyfriend, Tyler shows up which infuriates Alex when he becomes her second man.