“Winter Break” (1989)
Tony and Sam spend a weekend together skiing in Vermont. There Tony meets Lisa, his skiing instructor. But Sam isn't happy about her father's fling. Inbetween - at home - Angela and Mona catches a cold.
Looking for the Ski Trip episodes of Who's the Boss?? Here's the complete list, all 2 of them, with season and episode numbers so you can jump straight to the right one, plus a quick note on why each is worth your evening.
Tony and Sam spend a weekend together skiing in Vermont. There Tony meets Lisa, his skiing instructor. But Sam isn't happy about her father's fling. Inbetween - at home - Angela and Mona catches a cold.
The death of a friend puts Tony in a mid-life crisis. He has become quite the adventurer, and invites the family on a ski trip. His plan to propose marriage to Angela are thwarted by a series of accidents that consistently plague her. The joy of the proposal is short-lived when…
There are 2 Ski Trip episodes of Who's the Boss?, from “Winter Break” (S05E14, 1989) through “Death and Love (1)” (S08E07, 1991).
A good place to start is “Winter Break” (S05E14, 1989). Tony and Sam spend a weekend together skiing in Vermont.
The most recent is “Death and Love (1)” (S08E07, 1991).
They're spread across 2 seasons, from season 5 to season 8.