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.