Joe and Helen's initial fortune at landing famous architect Y.M. Burg to design their new house soon turn sour as he suggests a house shaped like a giant "7."

Meanwhile, Brian hires a new mechanic, Budd Bronski, who attempts to live down a previous "incident."

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.

After fighting with Helen over the architect's plans for their new house (he wants a big screen TV in the bedroom, she wants a walk-in closet), Joe has a strange dream involving Tigers, Clowns, Roy belly-dancing, and the couple dying in a plane crash with Antonio. As one by one the dreams events come to pass, Brian tries to convince Joe to heed the dream's warnings, but he fails. Joe, Helen and Antonio soon find themselves plunging to earth in the plane…

Nothing goes right at Helen's christmas party: Joe wants to hit the road to head for the slopes before they are snowed in; Antonio gives but does not receive; Roy misses his mother; Budd tries to be social; and Casey invites Carlton's annoying nephew Lewis.

Joe and Helen volunteer to babysit but it's far from the learning experience that they hoped it would be. Meanwhile, Casey gets a big time Hollywood star to come to the island to appear in her Nantucket Tourism commercial.

Fay quickly falls for Lyle, the dashing man she met on a cruise, but the wedding is jeopardized when Fay learns the awful truth about him. His real first name is George, just like her first three dead husbands. Armed with this new knowledge, Fay decides against marrying a fourth George and calls off the wedding.

Brian falls in love with a woman while flying her to Nantucket for her wedding.

Meanwhile, Antonio has mixed feelings after finding out Roy is dating Edna, "The Big Faced Girl."

Antonio thinks his fortunes have taken a turn for the better when one of passengers hires him to be his personal chauffeur. But some overheard conversations seem to indicate that his new boss is a mobster.

Meanwhile, Helen hurriedly reads "Don Quixote" when her old English Literature teacher from high school drops by for a visit.