Which books have you already read and found valuable?
My recommendations:
"Cuban Revelations: Behind the Scenes in Havana" by Marc Frank
"Cuba: What Everyone Needs to Know" by Julia E. Sweig
This one is kind of dry and academic, but I found the part about agricultural policy particularly illuminating: "Cuban Economic and Social Development: Policy Reforms and Challenges in the 21st Century".
I also havehttp://www.amazon.com/Back-Channel-Cuba-Negotiations-Washington/dp/1469617633/ref=pd_sim_14_2?ie=UTF8&dpID=512hNfpu8FL&dpSrc=sims&preST=_AC_UL160_SR105%2C160_&refRID=01NK2D3END7E1TAGDJN8 "The Revolution Under Raul Castro: A Contemporary Cuba Reader" and "Back Channel To Havana: The Hidden History of Negotiations Between Washington and Havana" but haven't started them yet. They look promising.