Varitek had a great season in 1999. Varitek played in 144 games. He hit a .269 batting average, with 20 home runs and 76 RBIs. Varitek went 5–21 with 3 RBI in the 1999 ALDS playing. the Cleveland Indians. He then went 4–20 with 1 RBI in the ALCS playing the New York Yankees.