I used to live a few blocks away from Cafe Diplomatico. It is an institution in Little Italy, where trendy restaurants, pubs, delis, cafes, boutiques and clubs create a European feel. This place is huge and it's got a lively patio on hot summer nights. The food is authentic Italian comfort food, so if you're in the mood for a home-cooked plate of pasta or panzerotti, Cafe D's a sure bet. The smell of fresh bread emanates from this place that feels like a cross between a diner and pizzeria.
Parking's a little tight in the area, as it is in most downtown neighbourhoods, so it's best to take the subway and street car over to College. Go early to get a spot on the patio. Then linger for drinks and people watching. You'll be the envy of the late-comers, who won't be so lucky.