Joe is irritated about getting charged a rewind fee for a returned video tape which he believes was rewound.

Roy gets bored and decides to have some fun at everyone else's expense.

Lowell and Bunny make their separation final by signing the divorce papers only to start sleeping together again. Meanwhile, Antonio consoles a woman who's cheating husband left his cellphone in Antonio's cab.

When Joe flies in a potential investor, he's more interested in Helen than Joe's airline.

With Joe MIA, the burden of running Sandpiper Air falls all on Brian. As he struggles to keep things in the air, he gets a clue to where Joe ran off to.

When news arrives that Sandy Cooper is returning to Nantucket, Joe fears her high school obsession with him will return but the others think he's imagining things. Meanwhile, Antonio tries to raise money to send to his family and Roy is worried about a visit from his cranky mother.

Joe, Brian, Helen, and Lowell head to Boston for a night on the town but end up at a party that's more than what it seems. Roy, Fay and Antonio pool their resources to win a radio contest.

When Brian's old friend shows up and they resume their wild, partying lifestyle every night, Alex grows increasingly neglected. Lowell takes in his idol, over-the-hill television superhero Big Strong Man, who takes advantage of his hospitality.

After their night together, Helen tells Joe that it was all a big mistake and she goes to New York to marry Davis. While bemoaning his loss with Brian (who has sorrows of his own, when news comes that Alex has left the island for good), Joe comes to realize he has to win Helen back. He follows her to New York and finally catches up to her in the elevator on the way to Davis' penthouse.

After Brian's depression over Alex's departure results in a near break-down during a flight, Joe suggests he go see a psychiatrist. Once there Brian makes a partial recovery, but Joe is the one with the true breakthrough, as he realizes that his earlier acceptance of Helen's suggestion of an earlier wedding date may result in trouble for him in the marriage. When confronted, Helen agrees on the original wedding date, until Casey sparks some doubts. Misunderstandings ensue, resulting in the wedding being called off. Meanwhile, Lowell attempts to find a hat that Antonio lost.

After his therapist pronounces him fully recovered from his break-up with Alex, Brian plunges back into the dating world. His efforts at the Club Car yield nothing of interest (despite Antonio's assistance with the "Good Cop, Bad Cop" routine), so he follows the advice of others and starts dating casual friend Joan. That elusive "spark" that is missing from their first three dates finally comes to life when Brian breaks up with her, but the "spark" that was there during their dates is now gone.

Meanwhile, Lowell prepares a commencement address for his alma mater and Casey has trouble getting a good haircut.

After receiving $25,000 from the family trust fund, Lowell invests the money in an old wax museum. Despite everyone's doubts, Lowell renovates the museum. but he comes to realize it won't be easy at the lackluster grand reopening of "Lowell Mather's House O' Wax". When news comes of a disastrous fire at the museum, Lowell is determined to start again from scratch.

To pay off a $1500 IRS fine, Antonio becomes the driver/errand boy/personal assistant to Gavin Rutledge, a businessman visiting Nantucket for a week for a real estate deal. Uncomfortable at seeing Gavin dating Casey, Antonio faces a major dilemma when he finds out Gavin is married. At the cost of his job, Antonio tells Casey about Gavin, and Casey shows her gratitude by giving Antonio a jewelry gift she received from Gavin.

Meanwhile, Joe is Irked that Brian had an erotic dream about Helen.

The return of 9th grade English teacher Laura Jenkins to Nantucket reawakens the Hacketts' schoolboy crushes. For Brian, fantasy becomes reality when he spends the night with her, but to his embarrassment he doesn't perform.

Meanwhile, Roy deals with a con man interested in marrying his mother for her social security check.

To counteract Roy's Aeromass promotions, the Hacketts woo famous astronaut Ace Galvin as a celebrity spokeman for Sandpiper. Joe and Brian soon discover that Ace is as charming and persuasive in public as he is irratating and annoying in private life. Any hopes of signing him up are dashed when Roy beats them to the punch, but Roy quickly discovers just how obnoxious Galvin can be.

On Christmas Eve, new air traffic controller Bob snaps when Antonio buys Helen's last jelly donut, pulling out a gun and taking Antonio hostage. Matters for Antonio only get worse when it is revealed that his new girlfriend is also Bob's wife. Joe is eventually able to talk Bob into surrending his gun, but the others are not very appreciative of the means by which he does it.

When Fay decides to retire, Joe and Brian hire Casey to replace Fay at the counter. To the Hacketts' surprise, Casey works wonders for their business. When Fay asks for her old job back, the brothers face a predicament. Rather than fire Casey, they decide to keep both at the counter, and sparks soon fly between the women.

When Antonio's cousin Dominic and his fiancée Teresa visit Nantucket, Antonio finds himself struggling to ignore his feelings for Teresa. He succumbs to temptation during supper at his apartment, after Teresa voices concerns over problems with her relationship, but he ultimately helps Dominic win her back.

Meanwhile, Helen's side of the family outshines Joe's when the wedding gifts start to arrive.

The sad news of Harrison Kingsbury's death in Miami is occasion for celebration at Sandpiper, as Kingsbury's oldest daughter hires the Hacketts to bring the body back to Nantucket for the memorial. But the brothers fly the wrong body back to the island, and it's up to Joe to impersonate the late Kingsbury at the funeral.

When Joe is too busy with his new wife to spend time with him, Brian turns to food. He ends up trying to deal with his problems at a meeting of the "Eat-A-Holics." Meanwhile, Antonio tries to get used to tight shoes, after he pays $200 for them, and Casey gets hired by the Nantucket Tourism Board.

Joe and Brian are thrilled at the return of Grandpa Hackett, but Helen isn't so sure he is who he claims to be. Meanwhile, Antonio refuses to continue a chain letter, which everyone else gets and passes along, and begins to suffer for it.

A publicity disaster occurs when Antonio covers for the Hacketts so they can go to a hockey game. Antonio bumps the Bruins' abrasive star goalie Danny "Dead End" Connelly off a Sandpiper flight to a critical game, causing the Bruins to lose.

Meanwhile, winter tourism on the island takes an upswing when Casey welcomes the International Society of Masochists to Nantucket.

On the verge of losing her job with the Tourism Board, Casey sees a solution when her sister city idea is accepted. But things go downhill when Brian sleeps with the visiting princess of prospective sister city Khirinan.

Meanwhile, Antonio offers to take the little princesses for their hair care appointment. It turns out to be two dogs, which he promptly loses.

Casey finally catches up with the husband who abandoned her, but her rage lessens as he professes his heartfelt remorse at his desperate act. She's understanding to his sad stories of bankruptcy and shame causing him to leave in the first place…until she sees him on his yacht.

Meanwhile, Roy teaches Antonio how to dance.

Brian's vow to find a deeper, more meaningful relationship is tested by beautiful but dumb Dani.

Meanwhile, Joe tries to deal with the fact that one of his best friends didn't invite him to his wedding.

As a furious storm rages outside, Joe and Helen stop by the "Singles Mingle" to drop off Brian's wallet, intent on leaving as soon as possible to begin celebrating the first anniversary of their wedding. But news soon comes that the roads are closed due to high water and everyone is trapped. Not wanting to let everyone know they are married, for fear of their reaction, Joe asks Helen to be his bride again.

Meanwhile, Fay, Roy and Casey mingle, while Antonio is offered his money back and asked to wait in the office till the party is over. And Brian tries to convince the only woman in the place he's attracted to, the sexy bartender, that he's not a pathetic as he seems.

When a medical courier leaves his package in the terminal on Halloween Eve, the gang scramble to find him before time runs out.

Roy falls for talk show host Mary Pat Lee, but discovers she used confidential information to ambush Joe and Helen on her show.

Meanwhile, Brian pays Casey to run errands for him.

Joe and Helen deal with a crooked vacuum cleaner salesman charging them to repair a vacuum originally sold with an "eternal" guarantee.

Meanwhile, Brian gets close to Roy to get closer to his niece.

Brian falls for "R" after reading her love letters mistakenly sent to a former occupant of the house.

Meanwhile, Joe and Helen ask Antonio to install a new security system for them.

When Fay goes on vacation, the Hacketts hire a beautiful woman to fill in at the counter. Brian finds her distressingly distracting, while Joe and Helen have uneasy dreams about her.

Meanwhile, Casey helps Antonio get a job at the department store, only to see him promoted ahead of her.

Roy invites Joe and Helen over to his house on an important night for him: the introduction of his girlfriend to his mother. But when he's dumped before the fateful evening, Helen reluctantly fills in.

Meanwhile, Brian passes on his cold to Casey before her big date.

To cheer up Helen, Joe restores her old cello. While Helen is busy rediscovering her old passion, Joe and Brian discover that the ages-old treasure hunt they undertook when their father died isn't over yet. They and the rest of the gang are led all over New England, only to wind up back at the airport and discover $250,000 in an old suitcase in an airport locker.