I will be travelling to Italy with my wife and four other couples next year. We would like to hire a private (preferably freelance) tour guide while in Rome and perhaps in Tuscany. Does anyone have any recommendations?

Yes my good Friend Silvano always had excellent feedback.
Roma Sì - Tour Operator - Italy
When do you plan to go ? I can help you with a tour however I will be in Italy till August 28 so we can talk after the end of the month -
Silvano is a real nice guy and he knows the area very well.
Paolo

Thank you for the information. I will wait until september to be in touch with you. In the meantime I have looked at the Roma Si web site and sent a request for information.