I unfortunately havent had the opportunity to do a fly in outfitter trip, but I am sure I would love them.
The boys and I have been doing a yearly early spring bass fishing tent camping trip into the southern states. The fishing to be honest has been pretty bad every single time and the weather also not great. Our best outing I think we had one day we caught 5 largemouth total. But after 3 of the trips (the last one i literally got skunked for bass for 3 straight days) we got absolutely soaked in severe thunderstorms, I for some reason still want to go every year. Ive learned to appreciate taking the boat out in the first week of april while my home lake is still frozen. Wearing shorts and t shirts with the boys is what the trip is about. The fish are just a bonus. Luckily a bit of by-catch has kept it at least somewhat interesting. Ive caught some new species chain pickerel, warmouth, shellcracker, and ive caught a couple of giants a ridiculously huge bowfin, a 20lb blue cat...so those things make it fun too. my buddy caught a 3lb shellcracker last year that was insane.
Like most things, they are what you make of them. Attitude and expectations define your trip. Ive got so many stories, because even the really really bad parts are the best memories and stories to tell in hindsight.