Oh to clarify - I wouldn't do the parks! I would solely go for a resort trip. We did the parks last March and, while it was great, you're right that it certainly was not relaxing hahaha. I intended to wait another year for an0other parks trip. But just looking online for nice, family friendly resorts within a few hours flight of the Northeast US, I keep coming back to the idea of a Disney resort. I was thinking a stay at Caribbean Beach would hit a lot of what we're looking for on this trip - beautiful pools, good food, access to Disney characters through character dining, fun activities for kids, something of a ride in the Skyliner and access to the Cars stuff at Art of Animation, and even some sand for my son to play in and we could take some ferry boat rides!
I think the idea of crowds on Castaway Cay is actually what is scaring me the most. I've read a few different reviews calling it a "madhouse" and saying there isn't even room to float in the water there are so many people. I've also read blogs with "hot tips" that you need to dash right over to the family beach to stake out chairs and umbrellas as soon as you get off the boat if you want to have somewhere to sit on the beach during the day. I live in NJ and go to the Jersey shore annually, so it's not like I'm expecting unspoiled deserted beaches, but not even having room to move in the water or having to fight for a shaded lounger with a toddler seems really unpleasant, especially paying these prices. But I also see reviews that don't have this experience at all, so it's hard for me to figure out. I guess the difference might be how sold the cruise is? I am worried because we are traveling at Spring break time, which might be a big difference from late February, but I'm not sure if it's AS crowded as the summer, which seem to be generating more of the negative reviews I'm seeing.