Yastrzemski began the 2014 season with the Delmarva Shorebirds of the Class A South Atlantic League (SAL), where he led the league with 10 triples and batted .306/.365/.554 (5th in the league) with 10 home runs and 44 RBIs. He was an SAL mid-season All Star, and appeared in the SAL all-star game. After the all-star game, he was promoted to the Frederick Keys of the Class A-Advanced Carolina League, where he batted .312 in 93 at-bats. He was then promoted again, to the Bowie Baysox of the Class AA Eastern League. Between Frederick and Bowie, Yastrzemski combined to bat .288 with 14 home runs, 18 stolen bases in 24 attempts, and 18 triples, which led all of Minor League Baseball. He was an MiLB Orioles organization All Star.
