Every Caribbean Series Cuba has won or hosted, from 1949 to today. Cuba has won 8 Caribbean Series titles, most recently in 2015.
1949: Alacranes del Almendares won the Caribbean Series in Havana, Cuba. MVP: Agapito Mayor.
1952: Leones del Habana won the Caribbean Series in Panama City, Panama.
1956: Elefantes de Cienfuegos won the Caribbean Series in Caracas, Venezuela. MVP: Camilo Pascual.
1957: Tigres de Marianao won the Caribbean Series in Havana, Cuba.
1958: Tigres de Marianao won the Caribbean Series in San Juan, Puerto Rico.
1959: Alacranes del Almendares won the Caribbean Series in Caracas, Venezuela.
1960: Elefantes de Cienfuegos won the Caribbean Series in Panama City, Panama.
2015: Vegueros de Pinar del Río won the Caribbean Series in San Juan, Puerto Rico.