Skirt, I've been up against the same problem before. When both of my schools (I'm a school psych) cleared-out their closets when they adopted brand-new textbooks, I had a humongous stash of really quite current & excellent Houghton-Mifflin textbooks that I wanted to get down to Jamaica. I explored every single possibility, including trying to ship them directly to Gail (Treehouse). It was a real downer, bc shipping to Jamaica is prohibitively expensive & bureaucratic! They could be shipped to the port at Montego Bay, but the biggest problem by far is the "duty fee" that the Jamaican Government will charge for the books to enter the country. I finally had to give up getting them there. If it's only a few books, I'd carry them down myself. However, I've taken to taking the money I'd normally spend (along with some generous donations from nice folks where I live) & buying the books & school supplies directly there in Negril at the Tallrich (school & stationary supply store), behind ValuMaster. Another good thing about doing it this way is that you also inject some much-needed money into the local economy there. Or, you could just buy the books there, and take the school supplies from a place like Target down yourself.
If you're just hell-bent on somehow getting them down there, the closest I came was to use a shipping company that Heng Fa (he sometimes posts here) recommends, out of New York. The problem with me using that is that I live nowhere near the East Coast! If you do live there, I think you might stand a chance.
Another person who is very instrumental in getting the books & school supplies to schools that really need them out in the rural areas (the Negril All-Age School already gets a TON of donations, due to its location) is Debbie Lightheart, who is the owner of Moonlight Villa up on the cliffs/West End. As a matter of fact, a school teacher, who teaches in a small school on the way north to Lucea, lives right across the street from her - Byron's wife - Byron owns the No Limit Bar there. Good luck!