I've done WDW at Christmas and while the decorations are fantastic, the crowds are 10 times worse than March Break which I thought was nuts so I wouldn't go back between Christmas and New Years (early December would be ideal but alas my DDs can't miss that amount of school). I recall,and this was back when Saratoga Springs was a condo resort called Buena Vista Village or something like that, on Christmas morning there was a stocking hung on our resort door Christmas Morning. And we had Christmas dinner at Captain Mickeys or whatever it was called at Downtown Disney. LOL.
I have done Beaches Turks and Caicos. My Disers, if you can go offseason to this resort DO IT! It was the most wonderful week we've ever spent as a family. I say this because every day was relaxed, no rush, nothing to do but wander the huge resort, pick where to eat from 17 locations........and we went first week of Jan the year of the Florida deep freeze (2010) and although we only really had 3 days of all blue skies, we loved it!
I like the idea of Punta Cana. We have friends who just came back and loved it. I expect to pay a premium but don't want to drop 2K each If I can help it. I love the idea of waking up Christmas morning (or New Years morning) and throwing on my bathing suit and opening gifts under a palm tree!