One of the principal aims of the Cuba Initiative is to promote research on the current challenges and alternatives for a political transition in Cuba. The Havel Program has published the following works by authors who offer varied considerations and contribute to the ongoing dialogue about the possibilities for the country's future.
- "The Road to Freedom, Grounded in the Rule of Law", authored by Jason Poblete (May 2022).
- "Constitutional Considerations for a Free Cuba", authored by Jeffrey Scott Shapiro, Eloy Viera Cañive and Marcell Felipe (August 2021).
- "Legal Avenues for a Transition to Democracy in Cuba: The CubaDemanda Project", authored by Santiago Alpizar and Arnaldo Fernandez (August 2021).
- "Cuba's Future Economic Policies Under a Representative Democracy", authored by José Antonio Villamil (August 2021).
- "The Cuban Economic Crisis: Its Causes and Possible Policies for a Transition", authored by Jan Svejnar and Carmelo Mesa-Lago (October 2020).