Caribbean Cruise is Sys3-based whereas Night Moves is Sys80B so the former is a bit more reliable by comparison, if you believe Sys3 is more reliable than Sys80.
The others are older. Some are more difficult to repair and some parts are definitely more difficult to get. However, Game Plan cocktails usually have a bad MPU, but replacements are available. Steve Young has coils and some other parts.
Game play is in general, meh on most of these. Some games like Rotation VIII (http://ipdb.org/machine.cgi?id=2019) are just cool to have but a cocktail is tough to justify in a small collection, thus the low prices.
Of course, being in Canada, choice and price are both limited and higher respectively. You have to factor that as well.
viperrwk