When Donnie asks Paul to join a fantasy football league, Paul decides to enlist the help of New England Patriots' Rob Gronkowski. In return, Paul gives "Gronk" a cooking lesson to prepare for an important family meal. In LA, Mark takes Johnny "Drama" to the dentist to help him take his teeth, and his acting career, to the "next level." And when Alma gets a new smartphone, she quickly becomes addicted to a host of new apps--much to the chagrin of her boys.

The entire Wahlburg clan gears up for their favorite local holiday, Dorchester Day--an event that has become the backdrop for some of the family's most infamous pranks. While Paul insists that the family forgoes the hijinks this year, his nephew Brandon has other plans--and he has his sights set on Paul's assistant, Kari. Meanwhile, Donnie enlists Johnny "Drama" and Henry "Nacho" to paint a shed in his backyard while he's away on tour and the process becomes a joke all its own.

During the New Kids on the Block's European tour, Donnie gets homesick so Jenny invites Paul to London. Paul attempts to get his brother to enjoy English cuisine, but ultimately cooks for the entire band.

Paul must navigate a jam-packed day including a visit to an oyster farm, an interview with a reporter and a skateboarding event for his son. Right when he thinks he has things under control, Mark adds fuel to the fire by insisting he meet the mayor of Boston to discuss a new Wahlburgers location. When the visiting reporter becomes enthralled by Alma's Wahlberg childhood stories, Paul becomes terrified about just how candid this profile may become.

At Donnie's suggestion, Paul decides to take up woodworking as a hobby to help manage the stress of running the restaurants. Alma, who is terrified Paul is going to hurt himself, insists his older brother Arthur--a carpenter himself--try and protect Paul in the dangerous endeavor. Meanwhile, Mark decides to let Johnny "Drama" and his funk band, perform at the Boston premiere of his new movie. "Drama" gets nervous when he thinks his band may not be up to the task.

When Mark notices that the restaurants are busier than ever, he asks his bodyguard Scott to go to Boston to look after Alma. Scott soon finds himself out of his element when Alma turns her temporary protector into her new best friend. Meanwhile, pop duo MKTO visits Wahlburgers while on a tour stop and Paul gets a chance to provide his daughter Madison with the night of her life. Johnny "Drama" dusts off some of his old music and hustles himself an opportunity to perform on stage with MKTO.

Paul and his brother Bob decide to take their sons Ethan and Oscar on a fishing trip in attempt to start a new family tradition. What starts as a leisurely trip down memory lane is cut short when they ditch the boat for a local paint ball course and the day becomes a cutthroat contest of kids versus dads. Meanwhile, Alma finds out that her grandson Brandon is dating two girls at the same time and her decision to interfere becomes a lesson in modern day relationships.

An argument over whose job is tougher leads Donnie to challenge Paul to let him run the restaurant for the day. The work proves to be far more taxing than Donnie expected, and his experiments with new recipes do nothing to soothe Paul's anxiety. Meanwhile, Arthur offers Johnny Drama a co-starring role in an independent film.