Eh I think both the example you've provided aren't the best. A season pass breaks even at most places in 4-6 days if you're going at peak rates. A car rental is

Eh I think both the example you've provided aren't the best. A season pass breaks even at most places in 4-6 days if you're going at peak rates. A car rental is much more variable (parking, distance limits etc) but does have a higher mental load than a ski pass. Both would be pretty easy things to hit break even if you're going to be doing/using it. A metro pass is often a much higher break even point. Iirc, when I did the calculations for the NYC metro card, you broke even using your pass to and from 1 place if you left your place every day. Obviously that calculation is much different for each city, but they require a high number uses vs your examples.