People like to jump ugly on the monorail, but pretty much all of my recent trips have been at monorail resorts and I can't think of a single time where a monorail delay or closure impacted our travels. I would consider ourselves heavy monorail users - we'll sometimes take a loop around just to ride it - and I tend to find things
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Not saying delays or problems don't happen - they do - but it's pretty much our go-to form of transportation. Monorail hours are rather consistent too... no more of the odd late openings or mid-day closures from the last few years.
FWIW, on a couple of occasions this year I've seen the big boat running the GF/Poly/MK loop as opposed to the normal smaller launch. It was during the evening / night both times I saw it - not sure if they ran it due to crowds or mechanical issue with the regular boats?
We had the big boat from MK to GF one night - I was reminded how much longer it takes to board those things because of the much larger number of guests. We were at the MK dock for what seemed like forever! But you're right, not having to fold up the stroller is definitely nice!