Up to this point, my favorite place to have Cuban food was served on the street in front of Fenway by Boston's favorite son from Habana, every time I visited he was there (from Best Food around Fenway. Editor's note: Yawkey Way was renamed):
The Cuban Sandwich
El Tiante
Yawkey Way
Before the game, Yawkey Way is the place to be. Entry is restricted to ticket holders, but the legendary outdoor meeting place offers some of the best Fenway food you can find in one place. El Tiante is a particular fan favorite, owned by Cuban Red Sox pitching great Luis Tiant, serving up excellent Cuban sandwiches. As a bonus, sometimes he’s even there to watch you eat them and sign some autographs.
I rate the food at EL Tiante's - nueve-ocho-nueve-seis-cinco-cuatro