I wanted to go to DR in July, but my husband wants to wait until November. We are staying somewhere on the North Shore. Probably flying into POP. That's as firm as our plans are now. We seem to travel alot, and we always take our children. We generally fly AA, but probably will fly Pan Am. I REALLY dislike Logan airport. It is such a zoo. I have heard good things about Pan Am, and some bad things too.
We had a package deal with Filene's Basement Vacations out of Boston to Jamaica once. It was a really great deal, and the charter flights were "free". I tried to get flight only, but I couldn't. If you are interested in a package with a charter, you could try them.
We are not interested in an All Inclusive, but they have had deals as low as $699 to DR including flight. I cannot find the latest brochure; I either threw it out or gave it to someone. They have a website, but it was down last time that I checked. They are especially good deals if your plans can be flexible.
Mainer