The Caribbean Series moved to San Juan, Puerto Rico for its second edition, making the short journey across the Caribbean to a city that would become one of the tournament's most familiar hosts over the following decade. Panama's Carta Vieja claimed the championship, giving the Central American nation its first and, for many years, only title in the competition's founding era. The victory represented an early sign that the Series would not simply be a Cuban exhibition, even if Cuba's clubs would dominate much of the period that followed. No Most Valuable Player was formally recorded for this edition, and some details of the competition remain subject to verification. What is clear is that Carta Vieja's triumph in San Juan was a meaningful moment for Panamanian winter baseball, arriving just one year into a tournament that was still defining its own identity. The 1950 edition reinforced the idea that the Caribbean Series could produce genuine surprises and that no single country's representation was guaranteed to prevail.
Champion: Carta Vieja Yankees · Country: Panama · Host: San Juan, Puerto Rico
It was the 1st Caribbean Series title for Carta Vieja Yankees and the 1st for Panama, which has won 2 in all.
The 1949 edition was won by Alacranes del Almendares in Havana. Cangrejeros de Santurce took the 1951 title in Caracas.