They're just two different types of vacation. We did WDW in Feb and DLR is our home park. WDW is like a Disney-themed Club Med--removed from the rest of the world and all of your needs are taken care of. DLR is easier to traverse (especially with small children) and more intimate. We found the bus/boat/monorail system at WDW to be an absolute nightmare with a 2 year old, but probably not as bad with just adults. Still, we felt that a HUGE amount of time was spent on transit rather than on park enjoyment. I really disliked the amount of planning we had to do beforehand, like booking our main meals. I prefer to have flexibility, but its just not possible to decide that afternoon which restaurant you'd like for dinner unless it's the off-season. I found it stressful to basically have to have a plan for guaranteeing that you will do the things you want to do, and like DLR's freedom better.
That said, for a honeymoon as a couple's get away from it all, I would definitely pick WDW over DLR.
I think you are right on and it just shows a side of human nature that I find amusing. Whatever a person gets accustomed to sort of fades into the background and folks do not notice it. To a WDW vet buses, boats and monorails are so much a part of the landscape it does not bother them after awhile. Trying to explain the advantages DLR has with park and ride proximity falls on deaf ears and all they hear is "DLR is smaller".
Many WDW vets get so ingrained with planning out their dining, parks and shows six months in advance. When you tell them they do not need to do this at DLR and in fact cannot do this, they cannot handle it and get nervous and bothered to the point where they see this as a
negative about DLR. Sort of like "DLR must be inferior because I cannot plan my dining four months from now".
And of course DL's small castle always seems like such a big deal. They rarely stop to think "yeah, but MK does not have a Matterhorn". Why? Because they never had a Matterhorn so they do not see that about DL. It is like it is invisible.
Again, I am not knocking WDW vets - I am just amused by human nature. At WDW I have kind of gotten used to all the limitations at WDW. I never park hop and I have learned pretty well how to work their transportation system to keep it to a minimum. It bothers me there how much time is wasted if you want an afternoon break so I have figured out ways to work with that too. I make lots of dining reservations to give myself options.
And interestingly I have found some things at WDW to which I have gotten emotionally attached. And when I am at DLR I miss WDW. A quick list would be Off Kilter, "Mulch, Sweat & Shears", Rock 'n Rollercoaster, Streetmosphere characters at DHS, "Beaches & Cream", Philharmagic and Sci-Fi Dine-In.