I think that I got the most from re-watching the series is how much the characters came to care about each other - even Mr. Howell, who supposedly only values money, shows that he cares about the other castaways. More than ever, I wish they had gotten their fourth season - or, at least, had gotten to do a proper finale at the time, rather than eleven years later.
As for when they meet the Howells, I flagged that as the best part of the movie because I can't get over the throwaway gag that Mr. Howell is SO rich that he's got Fidel Castro at his beck and call, hand-delivering his cigars! That always cracks me up! But Commander Benson has said, more than once, that it's what transpires after that that makes the scene for him -- when Mr. Howell's guests are overheard making snide remarks about Gilligan and the Skipper, Mr. Howell, without a second's hesitation, promptly throws them out. (And those two goofy Russian spies claim to be with the guests, and Mr. Howell throws them out, too!)