Robert Jackson gave a speech and this paragraph caught my eye.
Regarding Cuba, we have a positive policy—one that seeks to support Cubans’ right to freely determine their future. The Administration has taken steps to ease travel restrictions and increase the flow of information and remittances for ordinary Cubans, as well as allowing more exchanges for religious, academic, or cultural purposes. We believe that these policies are enhancing the independence of the Cuban people from the state, and we will be the first to cheer when a democratically chosen government in Cuba resumes its full participation in the inter-American system.
Sounds nice, but it's not reasonable to argue that U.S. policy has any measurable effect on Cubans' ties to their state. The Cuban government is cutting those ties on its own, with economic liberalization. If the U.S. wants to give Cubans more economic space, then it should end the embargo.
Short of some sort of disastrous invasion, the U.S. cannot do anything about the political ties between the Cuban people and the state. We don't know when--or if--a Cuban spring will occur, but it will not come from Washington, DC or Miami.