Romesh is sent to Batticloa to meet his Uncle Ragu who has been given a mandate from Romesh's mum. Keen for him to explore the spiritual side of his background, she's given Ragu a long list of things she wants Romesh to do. They visit the village where his Mum grew up and Romesh is slightly taken aback to discover that not only is everyone living there related to him, they're related to each other too.

Mum Shanti uses Romesh's trip to try to settle a long standing bugbear, trying to get him to lose weight. She has entrusted this task to his Uncle Rubaharan who introduces him to the ancient Sri Lankan martial art known as angapora, which sees Romesh being put through his paces by a 14-year-old martial arts expert.

Shanthi wants Romesh to explore what his life could have been if he'd grown up in Sri Lanka. To complicate matters, Romesh must also look after his 12-year-old cousin Krishna, who is actually the more grown-up of the two.

Shanthi asks Romesh to fulfil a dream of hers and see him perform in a Sri Lankan Tamil drama. Despite a lukewarm reception on set, Romesh decides he could do a better job. He ignore the requests of his mum to take cooking lessons and climb Mount Sigirya, and spends the week trying to create his own Sri Lankan movie. A movie that ends up involving a cast of snake charmers, dancers, his Uncle Ragu and a dwarf internet sensation.

Shanthi heads out to Sri Lanka to join Romesh and find out what he's learnt. Romesh does his best to bluff his way through as a tour guide before the pair of them try and join the family business of arranged marriage brokers.

Romesh and Shanthi kick off their trip in Tampa, Florida, where they have arranged to meet Romesh's cousin Pratheep, who has set up an all-American week. Romesh starts the trip as his means to go on by trying to get rid of his mother at a Floridian retirement park, but Shanthi is having none of it. Pratheep's first activity is to get Romesh to take part in a spicy food competition - one that involves downing a vomit-inducing concentrated Naga chilli soup.

Romesh's mother derails their America trip to take them to Canada for a big family reunion. Romesh starts by helping out his seven-year-old cousin in a breakdancing performance in his local primary school, before Uncle Ragu arrives. Romesh and Ragu try their hand at surviving in the Canadian wilderness, but Romesh soon gets tired of his uncle's surprises, which include appearing on a news channel where the presenters are naked and arranging a kidnapping while they are in the wilderness.

Romesh's enthusiastic younger brother Dinesh is joining him on a tour of the Deep South with their Uncle Guru. In New Orleans, the sibling rivalry gets off to a bad start when they take part in a professional wrestling match. Things do not get any better when Guru turns up in an RV to take them cat-fishing in Mississippi. Can Romesh successfully join a troupe of male cheerleaders in Alabama and put on a guerrilla performance in front of an unsuspecting crowd? By the time they reach the final day of the road trip, Romesh's persistent petulance means the family have given up on trying to get him to join in with Dinesh's lifelong dream of doing a sky dive.

Romesh is reunited with his cousin Krishna at a cowboy ranch in Colorado, where Shanthi wants Romesh to use the experience to teach Krishna how to become a man. Romesh struggles to make his horse do anything and as a result gets demoted to increasingly awful ranch hand duties, while Krishna spends the day riding. Romesh's final job is a terrifying encounter administering medical treatment to a totally unrestrained alligator.

Romesh splits from his mum to join his Uncle Ragu on a spiritual journey around Mexico. As the journey was originally planned by Romesh's late father and Ragu, and Romesh has vowed to try to be much more positive to ensure his uncle enjoys their time together. Romesh's positivity is soon tested with a blindfold spirit walk through a rugged jungle terrain, where he is forced to find his inner animal spirit. Ragu then arranges for Romesh to take part in a simulated border crossing, where participants are shown what it's like to try to illegally cross the border into the USA.

Romesh really wants to spend quality time with his mother Shanthi. Whilst he was in Mexico, she had been spending time with her long-lost relatives, the De Silva family, in LA. It turns out, to Romesh's surprise and annoyance, that Shanthi has got on very well without him in their time apart.