Cheap Caribbean All Inclusive Vacation

Hi, my friends and I are pretty broke and would like to take a holiday in the Caribbean - maybe Punta Cana or Puerto Rico (or really anywhere tropical! I've searched everywhere - expedia, hotwire, etc and everything is so expensive (more than $1000 each) and none of them are all inclusive.

I'd like to find travel sites / travel agencies offering cheap all inclusive packages for less than $800.

Also, are the cheapest deals when you book in advance or at the last minute?