Jacqueline Laguardia Martinez is Lecturer at the Institute of International Relations, University of the West Indies. Georgina Chami is Research Fellow at the Institute of International Relations, University of the West Indies, and recipient of the Central America/Caribbean Fulbright Visiting Scholars Program in 2010. Annita Montoute is Lecturer at the Institute of International Relations, University of the West Indies. Debbie A. Mohammed is Senior Lecturer at the Institute of International Relations, University of the West Indies.

• 1. Introduction.- 2. Interrogating Regional Integration Worldwide.- 3. Regional Integration in the Caribbean.- 4. The History and Background of Cuba-U.S. Relations (Until December 17, 2014).- 5. Advancements in the Cuba-U.S. Relationship.- 6. Limits on the Cuba-U.S. Relationship.- 7. Factors and Actors Impacting Cuba-U.S. Relations.- 8. Background: U.S. Impact on the Cuba-CARICOM Relationship.- 9. Cuba-CARICOM Cooperation.- 10. Cuba-CARICOM Trade and Economic Relations.- 11. Conclusion.