1. Aaron Boone Sends The Yankees To The Fall Classic
After the Yankees managed to come back down 5-2 in game seven of the 2003 ALCS of Pedro Martinez, the ballgame carried itself into extras.
In the bottom of the 11th inning, Aaron Boone stepped up to the plate and took a Tim Wakefield knuckle-ball into the seats in left on the very first pitch to clinch the pennant for the New York Yankees.
The image of Boone rounding the bases with his hands extended outwards and Mariano Rivera crying on the mound speaks for itself. This was the greatest moments in Yankees/Red Sox history.
Do you agree with our list? Which moments from the rivalry remain in your memory? Let your voice be heard in the comments below.