Thanks for your input thus far! I look forward to more advice from everyone!
I would really like to book the 4 day cruise because you're not so rushed and have the extra day at sea- I might actually get a second to relax and enjoy myself

I'm only concerned that the extra $400 (2 guests/ least expensive room category) might put additional strain on my guests wallets, so I'm very torn there...

I guess I could suggest that people "bunk" together to make it cheaper, but is that a tacky suggestion to make?
I also know vaguely about "cast member cruises" BUT the huge downfall on those, is that it's usually LAST MINUTE cruises, rooms that haven't yet been filled and the boat's sailing soon... I need much more notice than that to get married! So when I call to book, I'll just ask and see if they have any discounts...
I really really want the outlook lounge on board the Dream, but the website says it can only hold 28 people... How accurate is that? How hard can it be to squeeze a handful more people in there? Also, do kids under the age of 5 count for that number? Our immediate families alone are 26 adults and 5 kids, and I feel like I'd be insulting some dear friends if I can't invite them.
As for photography... How much are the Disney packages? They say the first package is only 30 minutes? I want to explore the entire boat and take pictures EVERYWHERE, and that'll take much more than 30 minutes! Is it really worth the money to pay the cruise fare for a photographer to join us? It seems like that might cost as much, if not more, in the end...
We're probably going to start booking within a week or two!

Yay!