Two brothers, hard working Joe and fun loving Brian, are running small airline on Nuntacket Island struggling to keep their business open.
Whose Wife Is It Anyway
Joe’s determined to win back Helen, so he goes to New York to stop her from marrying Davis Lynch.
Helen’s sister Casey shows up on the island and makes everybody feel miserable.
Joe takes Brian to see a psychiatrist, but he ends up treating Joe instead. Lowell goes on a search for his favorite hat that Antonio lost.
The Spark and How to Get It
Thinking he’s over Alex, Brian gets back on the singles scene. After having disturbing visions of himself chasing women in his 50s, Brian wonders if he should get serious with a straight-laced woman named Joan, but cannot find "the spark".
The Waxman Cometh
Lowell inherits $25,000, which he uses to buy the town’s wax museum.
Is That a Ten Foot Sandwich or Are You Just Glad to See Me?
Casey and Brian plan Joe and Helen’s engagement party, while Joe and Helen think they’re having an affair.
Lovesick Antonio finally works up the nerve to ask Casey on a date, but before he’s able to, he has to drive around a businessman who also has his eye on her.
Brian’s attractive ninth-grade teacher shows up, and he goes out with her. Although Joe and Lowell are thrilled that Brian is "hot for teacher", he cannot get over the fact she is an older woman who once taught him.
If It’s Not One Thing, It’s Your Mother
Helen and Casey’s mom Dee Dee comes to the island to help plan the wedding.
The Wrong Stuff
When Sandpiper is losing business to Aeromass, Brian tries a celebrity endorsement by hiring an ex-astronaut, but the guy turns out to be even more obnoxious than Roy.
When an air traffic controller finds out Antonio ate his donut, he holds everyone at the airport hostage on Christmas Eve.
Sandy Cooper is back on the island, and Joe tries again to get anyone to believe she’s obsessed with him. Fay gives Antonio her third husband’s wardrobe, which makes Antonio the butt of 1970s jokes.
Have I Got a Couple for You
Fay sets Joe and Helen up with another married couple whom they love, but they get a little too clingy with the other couple. Antonio assists Lowell after he injures his hands working on Antonio’s taxi, and Brian and Casey try out a new singles place in Boston.
Roy plans to marry a mail-order bride from Russia, but problems arise when Helen sees she is better suited for a professor from Boston University.
Let’s Call the Whole Thing Off
Joe and Helen crash a wedding to see how much things will cost, and end up getting into a fight which spills over onto the bride and groom. Lowell and Antonio train for a Polar Bears water jump competition.
Remembrance of Flings Past, part 1
It’s the gang’s high school reunion, and Brian’s old girlfriend shows up, informing Joe that he might be the father of her child.
Remembrance of Flings Past, part 2
Joe has to wait for blood test results to come back to find out whether or not he’s the boy’s father. The waiting game is tense for all as Brian has to deal with his ex-girlfriend having a fling with Joe, which also goes over poorly with Helen.
Gone But Not Faygotten
Fay retires and Casey takes her place behind the ticket counter, proving to be adept at the job. When Fay returns wanting her job back, Sandpiper runs into human resource problems.
Ex, Lies, and Videotape
Brian appears on a popular woman’s talk show, but it turns out to be a trap set up by his ex-girlfriend Alex.
Portrait of the Con Artist as a Young Man
Casey gets interested in the sculptures Lowell makes out of old plane parts, and wants him to make a career of it. Brian takes a prank snapshot which ends up in the wrong hands.
The Love Life and Times of Joe and Helen
Brian makes a video diary of Joe and Helen’s relationship for them as a wedding gift.
A House to Die For
Cranky Carlton Blanchard is at death’s door, and everyone goes to his house to set what they can buy from his greedy nephew.
Helen realizes she never sent in the paperwork to divorce her and Antonio. So she enlists the help of Brian to fly her and Antonio to Mexico to get a divorce before Joe finds out. Lowell refuses to rest despite his obvious signs of illness.
Et Tu, Antonio?
Antonio plays host to his cousin, who is engaged to a beautiful woman. Joe and Helen receive their first wedding gifts, but the ones from Helen’s side are better than those from Joe’s side.
Boys Just Wanna Have Fun
Casey throws Helen a bachelorette party and Brian throws Joe a bachelor party. But Helen has a better time at her party than Joe does at his.
Here It Is: The Big Wedding
Joe and Helen are finally set to get married, except for a few minor setbacks, such as Joe dropping Helen’s wedding ring in the toilet and getting his hand stuck, and Brian picking up the wrong size tuxedos.