Helen's sister Casey arrives and spoils Joe's dinner plans with Helen.

Brian's going to a psychiatrist to deal with his break up with Alex and is grown dependent on him. Joe and Helen see him and he makes a remark that makes them think they're not suitable for each other. And Lowell is looking for his hat.

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

After receiving 20,000 dollars from the family trust fund, Lowell invests the money in an old wax museum. Despite everyone's doubts about it, Lowell renovates the museum, but at the lackluster grand reopening of "Lowell Mather's House O' Wax", he comes to realize it won't be easy. When news comes of a disastrous fire at the museum, Lowell is determined to start again from scratch, but when he realizes that the place is fully insured against fire, he's thankful just to have his money back.

Joe and Helen just want some time alone with one and another, but Brian and Casey continually interrupt them. To apologize, Brian and Casey decide to surprise them with an engagement party, but Antonio misinterprets an overheard conversation and believes Brian to be sleeping with Casey. When she hears about it, Helen drags Joe to the party site well before they are expected.

Cash-strapped Antonio takes a private job driving for a wealthy real estate developer.

Miss Jenkins, the gang's former teacher returns to the island to teach. And the boys had a great crush on her. Brian asks her out and he takes her home and she spends the night. Joe and Helen learn she spent the night. Joe praises Brian till her learns what happened between them. And Roy learns that a guy is dating his mom and wonders why?

Helen's mom comes to the island and she's hoping she'll give her money to help with the wedding as she did with Casey. When she arrives, Casey (who hasn't told her mom that her husband left her) pretends that he is out of town. When she gives Helen the check she's shocked at how little it is. At the same time Brian and Lowell compete to see who can eat more of her food. And Antonio clings to her.

Brian tells Joe they need to drum up more business, and suggests that they hire a celebrity spokesman and the man Brian wants him to consider is Ace Galvin, a former astronaut. Brian brings him over to the island and while trying to schmooze him, he goes around like a wild man which makes Joe wonder if he's the right man. But when it comes time for him to sign, they learn that Roy snatched him. Roy spends his time gloating until he learns of his latest antic.

It's Christmas and everyone has plans: Joe and Helen are going to spend it "together", Casey is going to Boston and sneak into a party, and Antonio is going to "get together" with the woman he's been seeing. Bob, the tower controller, comes to Helen for his usual coffee and jelly donut but Antonio took the last one and Bob freaks out. Antonio tries to offer him another donut but he instead puts a gun on Antonio and demands a jelly donut. While waiting, Bob tells Antonio that things are not good because for one thing his wife is seeing another guy. When Helen makes another donut, Bob comes down but someone eats it. And his wife shows up but it turns out she's the one Antonio has been seeing.

When an old schoolmate comes to the island for a visit, Joe finds himself in wedding hell doing the Hokey-Pokey.

With nothing to do one Saturday night, Joe and Helen start socializing with a new couple on the island, the Tuckers. Joe and Helen's initial trepidation is soon forgotten in all the fun, but the Tuckers quickly tire of their needy counterparts. Joe and Helen soon find themselves dumped and looking for a new couple. Meanwhile, Brian and Casey start hitting the singles hangouts together and Antonio becomes Lowell's "hands" when Lowell injures his working on the cab.

When Roy flies in a mail-order bride from Russia, Helen tries to convince Roy and Anya that this marriage should never be, but both ignore her. Anya's resolve is weakened with a chance encounter with another man, and the sight of her weeping just moments before their wedding convinces Roy to free her from his commitments to him. Meanwhile, Fay convinces Lowell to pretend to be her lover to impress her soon to be arriving friends, but Lowell insists on cramming and it finally gets to Fay who calls the whole thing off just moments before they are to arrive.

Struggling to agree on wedding plans, Joe and Helen decide to crash another couple's wedding to check out a place. Unfortunately, their fighting infects the newlyweds. Later at the airport, seeing the newlyweds about to take separate honeymoons, Joe and Helen try to right their wrongs and bring the newlyweds back together. Joe and Helen's efforts cause them to see that their wedding plan disagreements are not indicative of the marriage to be, but the two newlyweds are only convinced to get an annulment. Meanwhile, Lowell and Antonio train for a Polar Bears competition.

Past friends and flings return to Nantucket's Sconset High School for a reunion, but someone from the past has a big bombshell that could affect everyone.

Joe finds out some very important news that he's been waiting for. Lowell rethinks his profession and Antonio tries to work up the courage to finally tell Casey his true feelings.

Faye decides it is time to retire.

Casey discovers Lowell has artistic talents and tries to exploit him. Brian accidentally sends a picture of his penis to Helen's mom.

Brian creates a videotape wedding gift for Joe and Helen, including all the times they spent together.

Carlton's ill health becomes a boon to the gang when Carlton's nephew Lewis invites them over to Carlton's house to start selling off the old man's items. Joe and Helen have an eye for the house itself, Brian drools over a classic muscle car, and Roy looks for furniture. But all is for naught as Carlton's health makes a swift turnaround and, as the doctor sees it, it was hearing all the voices of all the people who came to see him that pulled him through.

With their wedding approaching, Joe tells Helen she's not doing her part like getting their marriage license. She goes to get it and learns that she and Antonio whom she married so that he wouldn't get deported are still married. It seems that someone forgot to submit the divorce papers and that someone is Helen. Now if she files now it will take a month or two for it to be processed and the wedding is a few weeks away. So she turns to Roy who advises her to go to Mexico to get a quickie divorce. She first tries to get Joe out of town so he doesn't find out. She needs Brian to fly her to Mexico. But Antonio first wants to get the marriage annulled. So she and Helen meet with the priest who tries to convince them to reconcile. But when the plane is damaged they try to get Lowell who sick to fix it. And when Joe's departure is delayed Helen tries to keep him from finding out that the airline is closed for the week end among other things.

When Antonio's cousin Dominic and his fiancee 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 his cousin win Teresa back. Meanwhile, Helen's side of the family outshines Joe's when the wedding gifts start to arrive.

Brian throws Joe a bachelor party before his wedding to Helen. Helen thinks it's stupid but let's them do it. But Brian does a bad job at planning it that they end up in a rundown hotel room and the stripper he got is not attractive. While Casey throws Helen a celebration of her own with a male stripper.

It's Joe and Helen's wedding day. Brian and Casey are suppose to help them: Brian's supposed to get the tuxedos and Casey is supposed to help Helen get ready. But because they hooked up the night before, they get up late and scurry to get their tasks done. Brian gets the wrong tuxedos and Casey is so stressed that she messes up Helen's make-up. When Brian gets the tuxedos, he runs into Casey and they do it again and he throws them into a laundry cart and they're taken away. Antonio, who was hoping to tell Casey how he feels about her, upon learning what happened between her and Brian attacks him and knocks the wedding ring into the toilet. Joe tries to get it but gets stuck.

Brian & Casey accidentally burn down Joe's house. Helen and Joe spend their honeymoon making love.

When digging through the rubble of Helen's home, Brian and Casey unearth a suitcase and photograph that had been the Hackett brother's only inheritance from their late father. Brian's attempts to remind Joe of that fails, but Joe later sees a vision of his late father and forgives Brian. Meanwhile, Antonio takes his revenge on Brian and Casey, and Helen takes out her anger on Casey's clothes.

A member of a wealthy family hires Joe and Brian to fly to Miami to pick up the remains of the family patriarch, who died there. But because they drank a lot the night before they left, a hungover Joe picks up the wrong casket. So now the right casket must be picked up. Unable to admit their mistake, the viewing remains scheduled to proceed. Brian suggests that Joe be made up to look like the dead man and take his place in the coffin until the dead man's body arrives. While in the coffin, Joe overhears some interesting information about the man and his family.

Lowell witnesses a crime, and the perp tries to get him not to testify. The Feds then offer to place Lowell in the Witness Protection Program. But he learns he would no longer be able to see his friends, so he asks Joe what he should do. Joe tries to give him advice but tells him that ultimately it's Lowell's decision.

Joe and Brian arrange a gorgeous date for Antonio.

Helen goes on a buying binge with insurance money from her burned house; Brian and Casey search for something they have in common besides sex. Monkees' Peter Tork has a cameo.

Joe and Helen hire an architect to build their dream house.

Brian's incessant eating affects his work; Joe tells him to get his act together. Helen tells Brian he should attend her overeaters support group meetings; when Brian goes, he reveals why he is eating so much. Antonio buys a pair of expensive shoes that are a little tight; he says he just has to break them in, but it appears his feet will break first. Casey goes to a job interview and pretends to be a fan of the Three Stooges because the interviewer is a Three Stooges fan.

Helen and Joe argue over details of their new house. Antonio takes his new self-help tapes to an extreme, and Casey's horrible new Nantucket Island slogan all work their way into Joe's dreams.

It's Christmas. Joe wants to go on a last-minute Vermont ski trip with Helen, but she wants to throw her planned traditional Christmas party. Joe agrees on the condition they leave for Vermont as soon as the party is over. Brian tells Casey he's bringing a date, informing her because of their relationship. She tells him she's also bringing a date. She later lies, claiming the repulsive Lewis is her date. During the party, Joe learns that snow will shut down travel to Vermont, so he tries to rush the party. Antonio brings gifts for everyone, but they don't reciprocate so he gets irate. When everybody tries to leave, Helen stops them. The partygoers soon discover their wallets are missing, and they accuse each other.

Casey brings a TV star to Nantucket to help publicize the island. Joe and Helen take care of their friend's child to see if they will make good parents.

A man shows up who says he's Joe and Brian's grandfather.

Roy's son RJ returns to the island to attend his dad's birthday party after a 5-year separation.

Lyle, a man Fay met while on vacation comes to the island to court her. He proposes to her and they were in the process of getting married when the minister utters his full name. That's when Fay freaks out, because he has the same name as her other dead husbands. She then goes to Joe who is nursing a cold to ask him what she should do.

Joe and Brian decide to go to a hockey game in Boston. They ask Antonio to man the counter. He gives the last seat to an old woman. And then a guy who says he was booked to go on the flight arrives. But because he was late Antonio gave away the last seat. He says that he will regret it. Joe and Brian return and say the game was disappointing because the star player wasn't there. And Antonio tells them about the guy and they learn it was the hockey player. He later goes on the air and blames Sandpiper for missing the game. And that's when they're the most hated people on the planet.

In the air on Valentine's Day, Brian and a passenger fall madly in love with each other. On the ground, Roy has a date with Antonio's former girlfriend - Edna, the big-faced girl.

Helen learns that her ex boyfriend Davis has been detained in Asia for over a year and is now on his way back to see her. She then tells Joe to go to Boston to get something. The guys are wondering what's up with Helen. She tells them that she didn't break up with him when she accepted Joe's proposal. She tells them that on the night she was going to see Davis, Joe proposed to her and she accepted. She told Joe that she has to see him alone but when she sees him, he surprises her with a surprise engagement party. And before she could tell Davis she accepted Joe's proposal he left for Asia. When he arrives she finds it difficult to tell him that she married Joe. And when Joe comes back the guys keep him from seeing Helen with Davis.

When Joe learns that Sandy Cooper (the woman he says is obsessed with him) is coming, he freaks out. Helen thinks he's out of his mind. And when she arrives, she's there for Brian. Joe goes on about how demented she is, Helen takes him to a therapist. But during one of his sessions Sandy shows up claiming to be his wife.

Antonio thinks his fortunes have taken a turn for the better, when one of his passengers hires him to a be his personal chauffeur. But some overheard conversations seem to indicate that his new boss is a mobster (he's actually a diamond broker). Meanwhile, Helen hurriedly reads "Don Quixote" when her old english lit teacher from highschool drops by for a visit.

Casey learns her job with the Tourism Board is hanging by a thread. But her boss informs her that he's going to give one of her ideas the go ahead and that is to get Nantucket a sister city. She finds one and the head, a Prince is coming with his wife to make it official. One of Brian's passengers, a woman comes on to him. The next day the Prince arrives and meets Casey. She asks where's the Princess and he says she came in the day before. When she arrives at the airfield to meet the Prince, Brian says she's the one he hooked up with. He then tells Casey about it and that he won't attend the party which he was suppose to go with Casey. But the princess insists he come. So Casey tries to make sure nothing happens till the bond between them is finalized. And Joe is bothered when guys flirt with Helen and she doesn't discourage it.

Helen and Joe hire a contractor to build their new house. Meanwhile, Brian stalks George Kennedy.

After a chance encounter, Antonio searches for the girl he shared a moment with in the airport. He enlists everyone's help to try to find her. Brian and Helen size up women at the ticket counters for emotional baggage that they might carry.

Joe finds the time capsule, he, Brian, Helen and Casey buried when they were kids. Inside are letters that they wrote what they thought they would be in the future. So they each read their letter, Joe thought he would be baseball star, Brian thought he would be a spy, Casey thought she would be a supermodel. And they thought Helen would still be the fat girl And Helen is a musician.

Joe and Brian learn that a woman whom they know who's an exotic dancer will be performing for the last time. They decide to attend her last performance, but Joe deceives Helen about the true nature of the trip. When Helen asks Joe where he is going, he tells her he is off to a retirement home to do volunteer work, hoping he'll be able to look Helen in the eye when he returns home.

When Casey discovers where her wayward husband is, she goes after him to get back what he ran off with. Only, when she finds him, he claims he lost everything.

Joe and Helen need to sell their jinxed lot so they can buy their dream home.

After Joe and Helen accidentally burn down Brian's house, Brian gets excited over the thought of a big insurance check. The insurance company sends an investigator because they don't believe the couples could accidentally burn each other houses down during sex. Antonio develops a crush on the investigator and follows her around like a puppy dog. Everyone is questioned and, as expected, make themselves look guilty.

Joe and Helen take an immediate liking to their new neighbors--then quickly change their minds. Antonio thinks his late uncle had an affair with movie star Gina Lollobrigida.

Brian's vow to find deeper relationships is tested by beautiful but dumb Dani. Joe tries to deal with his best friend's not inviting him to a wedding.

The whole gang end up at a singles mixer together.

Antonio works a suicide hotline one night and finds himself on a date with a depressed caller. When she turns out to be gorgeous he wonders how long until he gets dumped. Helen has to compete with a sandwhich vendor cart.

It's Halloween and everybody wants to enjoy it and go to parties. A guy shows up and buys a ticket. Joe and Brian don't want to fly him because they have plans. The guy gets a call from his wife, who had earlier dumped him. He says that he's a medical courier and he is carrying the gift of life. Joe and Brian convince him to go to his wife and he leaves his cooler behind. They look inside and see a canister that says Nelson's heart. They assume it's a heart for a transplant. So they try to find out where it goes.

Casey encourages Brian to use his insurance money to open a martini bar. Things go awry when the first customer through the door slips and falls. Brian's problems are compounded when he learns Casey never got insurance. Roy and Faye hunt for ET's.

The Sandpiper airplane gets repossessed, forcing Joe and Brian to sell the airline.

Cord's first act as the new President of Sandpiper is to hold a meeting, informing everyone they need a "big idea". Joe tries to get everyone to see there is no "Big Idea". But it turns out there is. Little does Roy know that he would be responsible for the "Big Idea", mentioning to Cord that the charter business is the one he hasn't been able to crack. So after contacting friend of his in the music business, the "Big Idea" pays off when Sandpiper becomes the charter for the singing sensation the Todds (a TV version of the Judds), that is until a feud breaks out and the tour is canceled.

When Cord chickens out on delivering a presentation before his father's board of directors, Joe and Brian must deliver it. Meanwhile, hanging out in the men's room, Helen's learns a nasty secret: Cord was expected to fail at Sandpiper for the tax write-off.

Another odd Christmas falls on Nantucket, as Antonio drives a nun around in search of a vision she saw in a dream. Meanwhile Joe plays reluctant host to feuding brothers Lou and Harry, and a little last-minute shopping ends up trapping Fay, Helen, and Casey.

Joe and Helen get blind-sided on TV by Roy's new girlfriend, Mary Pat.

Joe gets shaken down by the door-to-door salesman.

Brian becomes a hero when he has to land a jumbo-jet while returning home from a trip to Las Vegas. He doesn't handle the resulting fame very well.

When Fay sells the things of her dead husbands, they haunt her.

Brian and Helen's trip to New York to see "Rent" turns into a nightmare when the theatre refuses to transfer the tickets from Helen's benefactor to her. A con-man robs them of their money, Helen is forced to compete in a drag queen contest. A bad back leaves Joe in the house alone with a talkative Antonio.

Kicked out by Joe and Helen, Brian and Casey move into a new home with the help of a new roommate Antonio who actually lives with his girlfriend. Things suddenly become crowded when Antonio is dumped and has to move back home. Joe and Helen's nudism has them threatened with blackmail when the neighbor kids snap photos of them.

Brian becomes enamored with a lady writing letters to a lover.

The brothers hire Shannon, a beautiful temp, to fill in for vacationing Fay. Brian is very attracted to her and has to keep running into Helen's freezer to keep from making a fool of himself.

Brian and Casey are ill. Joe and Helen visit Roy's house and meet Roy's mother, Eleanor.

Casey dates a younger man while Brian dates the younger man's mother. In the meantime, Joe and Roy face their fear of circuses.

Joe and Brian go up against each other in a boxing match.

Joe makes a music room in the attic for Helen. He moves a piece of luggage out for Brian, who discovers a secret note from their deceased father and key for a lock box. The duo set out on another finder's keepers quest, just like they did eight years earlier. They enlist Faye, Antonio and Casey on their quest, which takes them to Boston, New York, and eventually back to Nantucket, only to find another suitcase in the airport locker, right next to the one from eight years before. Helen plays for another symphony and gets turned down again.

This time the suitcase actually contains money - a lot of money. Brian and Joe fight over what to do with the money, Joe always practical, Brian always impulsive, and go their separate ways. This leaves Fay wondering if she will still have a job, but instead Joe offers her 5% of the company for her loyalty. Helen hears back from the conductor in her interview and is invited to study with him in Vienna, but Joe doesn't want to leave Sandpiper. But when he learns of Helen's amazing opportunity he makes the ultimate sacrifice and finally actually agrees to sell Sandpiper to Roy, to go with her to Vienna. Brian readies for his departure to Bali, with Casey clinging at his heels, and readily signs for the sale, but after Joe signs Brian comes back and rips the contract. He tells Joe he will run Sandpiper for one year, and then Joe has to come back. This is of course much to the dismay of Casey, who has told off everyone on the island and quit her job. Joe and Helen leave, and Sandpiper goes on. But sadly not Wings.

When Casey discovers where her wayward husband is, she goes after him to get back what he ran off with. Only, when she finds him, he claims he lost everything.

Faye decides it is time to retire.

Casey encourages Brian to use his insurance money to open a martini bar. Things go awry when the first customer through the door slips and falls. Brian's problems are compounded when he learns Casey never got insurance. Roy and Faye hunt for ET's.

Brian and Casey are ill. Joe and Helen visit Roy's house and meet Roy's mother, Eleanor.

Brian's vow to find deeper relationships is tested by beautiful but dumb Dani. Joe tries to deal with his best friend's not inviting him to a wedding.

Kicked out by Joe and Helen, Brian and Casey move into a new home with the help of a new roommate Antonio who actually lives with his girlfriend. Things suddenly become crowded when Antonio is dumped and has to move back home. Joe and Helen's nudism has them threatened with blackmail when the neighbor kids snap photos of them.

This time the suitcase actually contains money - a lot of money. Brian and Joe fight over what to do with the money, Joe always practical, Brian always impulsive, and go their separate ways. This leaves Fay wondering if she will still have a job, but instead Joe offers her 5% of the company for her loyalty. Helen hears back from the conductor in her interview and is invited to study with him in Vienna, but Joe doesn't want to leave Sandpiper. But when he learns of Helen's amazing opportunity he makes the ultimate sacrifice and finally actually agrees to sell Sandpiper to Roy, to go with her to Vienna. Brian readies for his departure to Bali, with Casey clinging at his heels, and readily signs for the sale, but after Joe signs Brian comes back and rips the contract. He tells Joe he will run Sandpiper for one year, and then Joe has to come back. This is of course much to the dismay of Casey, who has told off everyone on the island and quit her job. Joe and Helen leave, and Sandpiper goes on. But sadly not Wings.

The whole gang end up at a singles mixer together.

It's Halloween and everybody wants to enjoy it and go to parties. A guy shows up and buys a ticket. Joe and Brian don't want to fly him because they have plans. The guy gets a call from his wife, who had earlier dumped him. He says that he's a medical courier and he is carrying the gift of life. Joe and Brian convince him to go to his wife and he leaves his cooler behind. They look inside and see a canister that says Nelson's heart. They assume it's a heart for a transplant. So they try to find out where it goes.

Joe and Helen take an immediate liking to their new neighbors--then quickly change their minds. Antonio thinks his late uncle had an affair with movie star Gina Lollobrigida.