On the morning of Day 2 of the Best of Tuscany, there is a neighborhood walking tour in Florence. I am not sure if this neighborhood tour includes food tasting. I am interested in doing a food tasting tour while in Florence and can do so before the start of Rick Steves tour. However, I would not want to do the food tasting tour if the RS neighborhood walking tour would duplicate it.
I haven't been on that tour, but it's unlikely for there to be food tastings on a RS walking tour. Out of 10 tours, this has only happened once, on the Portugal tour last spring, and it was noted in the daily itinerary.
If a food tour isn't specifically noted in the itinerary. - and I don't see one there - then you won't get a tasting tour. What I do see see on Day 2 is "enjoy dinner on your own". So I'd go ahead and book a food tour before the start of your RS tour or for your free time on Day 2.