Carribean Beach is also an Epcot resort, as are all the mods I believe (not sure about CSR). I only know that CBR is for sure because I've followed the "Epcot Resort Area" sign for too many years to forget.
I would take a look at the resort photos here on
www.wdwinfo.com to see which theme you'd like. I love CBR, and we're trying POR this trip for something new. But, CSR has a spa if you're into that kind of thing (might be a nice gift to yourself), and the grounds there look beautiful too!
The dining plan (even the basic 1 snack, 1CS, 1TS) saves you some money, if you plan your meals correctly. Use it for dinner, don't order a sandwich. It's approx. $40/day/person. A typical snack item is between $2-4, CS lunch could be up to $15 because you get a meal, drink (non-alc.), and desert if it's lunch or dinner, and with the TS you get an entree, drink(non-alc.), and desert per person. If you order correctly, you'd save money. But, like another poster said, it's so nice to not have to carry the money around for your meals. You'll only need $$ for tips, extra snacks, and souvies! I definitely don't think the deluxe plan is worth it...way too much food. But, I've never done it. I just know that I thought there was too much food on the basic plan the last time I did it. Besides, I don't go to Disney to eat...I don't want to waste all that time in restaurants. To be honest, I think this will be the last year I do the meal plan because I have been way too stressed making my reservations for meals...(long story) that I think I'd just rather eat counter service for the week, or do the quick service meal plan. Ahh, not my thread, sorry for rambling.
I've never added wine so I don't know anything about that. I would recommend not staying at a value...in the summer especially it will be swamped with kids. If you go before 8/15, check out the 4+3 like a previous poster said. We saved over $700 and ended up with more days in the park and non-exp. on them. If you go after 8/15...sign up to receive offers from Disney because you may end up being sent the free dining offer.
Do your birthdays fall close to one another that you'd each be able to get your free admission/or gift card during your stay?
I, too, am turning 30 this year, and I too, will be celebrating in WDW! What better place to be? I am actually looking forward to 30, which surprises me because for soo long, I've been dreading this year...it's only been the last few weeks that I've become excited about it.
Happy Birthday! I know that no matter what you decide, value/moderate, dining plan/no dining plan, you'll have a blast!