Two brothers, hard working Joe and fun loving Brian, are running small airline on Nuntacket Island struggling to keep their business open.
In order to get Helen to break her idea that she does not date pilots, Brian hires an actor to play the role of a charming pilot who asks Helen out.
The Story of Joe
A magazine writer wants to do a cover story on Joe, but then he meets Brian, and finds his life more interesting. Cliff Clavin and Norm Peterson (crossover from Cheers) visit the island.
A Little Nightmare Music
Helen plays her cello to a very famous conductor, who tells her she’s terrible.
Sports and Leisure
Roy tries to make friends with the gang by joining them in a game of Trivial Pursuit.
A Stand Up Kind of Guy
Joe holds a bachelor party for a guy he can’t remember going to high school with. Neither can Brian or anyone else, until the exotic dancer recalls him, throwing everyone for a loop.
It’s Not the Thought, It’s the Gift
Joe and Brian compete to see who gets Helen a more expensive birthday gift.
Hell Hath No Fury like a Policewoman Scorned
Brian dates a policewoman to get her to drop charges on his unpaid parking tickets. Lowell tries to capture something funny on his video camera for "America’s Wackiest Videos".
Joe is grounded due to hypertension, and with the unreliable Brian seemingly his only option for keeping the airline running, Sandpiper’s future seems very much in doubt.
Friends or Lovers?
Joe and Helen go on their first date and Brian hires high school student Kenny McElvey as a backup pilot for the grounded Joe.
There’s Always Room for Cello
Roy’s son R.J. takes cello lessons from Helen. Roy agrees to pay for the lessons after he thinks R.J. is "hot for teacher", but the truth is R.J. is a homosexual. An enraged Roy then challenges R.J. to a one-on-one basketball match in which R.J. is not allowed to be homosexual if he loses.
A Terminal Christmas
The gang tries to cheer Fay up because she misses her dead husband.
Joe teaches a flight school with Helen as one of his students. Brian is annoyed with Joe’s boring classroom ways and spices it up by allowing unlicensed Helen to fly the Sandpiper plane.
Love Is Like Pulling Teeth
Joe has to take care of Helen when she gets her wisdom teeth pulled out, but unfortunately for him, her appointment falls on the same day as a gathering based around a much anticipated college basketball game.
The Tennis Bum
Brian is upset because Fay beat him at tennis. Roy tries to mess with Helen’s mind by claiming that one of his male pilots is actually a female, and Joe accidentally destroys Lowell’s beloved Graf Zeppelin model.
My Brother’s Back and There’s Going to Be Trouble
Joe is hospitalized for back trouble and leaves a color-coded timetable for Brian to manage Sandpiper. Brian disregards Joe fuddy schedule and runs the airline his own way. Brian has plenty of neat promotional ideas, but the plane suddenly is missing.
Plane Nine from Nantucket
Joe and Brian think they spotted a UFO and are reluctant about reporting it to the FAA, then they are visited by a UFO group who asks to ride in their plane to see if they can see it again. Helen and Fay squabble over a lunch bill.
Looking for Love in All the Wrong Places
Joe and Helen both go to the wrong place to meet each other on Valentine’s Day.
Love Means Never Having to Say Geronimo
Brian meets a great girl and wants to marry her, while jumping out of an airplane.
All in the Family
Brian dates young pilot Kenny’s mother.
Mother Wore Stripes
Joe and Brian’s mother shows up, and reveals she’s been in prison all this time.
Murder She Roast
When Brian sees a woman who looks like Fay on a TV show about escaped fugitives, he thinks she’s trying to murder him.
Duet for Cello and Plane
Helen gets a music job in Maine, only to learn the funding was cut. Joe and Helen have a messy fight, then break up when she leaves for New York City.