We just returned from Italy and scheduled a few guides and a tour. They were all great and I highly recommend them all.
In Bologna, I scheduled a "Highlights and Secrets" tour through ToursByLocals with Sara Flammini. You can find her and this tour on the TBL website, but I also have her direct contact information. If you're interested, please DM me.
In Florence, we booked directly with Eleonora Catelani. My family toured with her in the Spring, but I fell sick and missed Florence entirely, so this was my revenge trip. :) I booked previously through TBL, but contacted her directly this time (cheaper!), so DM me for her details.
We spent our last two nights in Milan. Because our time was short, we scheduled six hours with one of Rick's recommended guides, Sara Cerri, who was fantastic. http://walkingtourmilan.it/ We started with the Last Supper (she acquired tickets for us), went to Sforza Castle, La Scala, and Ambriosiana.
From Bologna, we did the Italian Days tour: https://www.italiandays.it/tour-item/italian-days-food-experience-bologna-day-tour/
The visits to the parmesan, balsamic and prosciutto "factories" were awesome, but really, the highlight of this tour is the breakfast and the multi-course lunch that they feed you at the end. I assumed we'd be doing tastings at each of the places we visited, but no - it's much, much more than that! I don't want to provide any spoilers but suffice it to say it's worth it.