With wineries guided tours in Tuscany pretty expensive, a few tips on arranging a tour on your own could be useul.
– You have to rent a car (however that is also advised if you are visiting the countryside of Tuscany).
– Most of wineries require appointment.
– As few wineries offer tastings for free (altough purchasing a bottle is advised), most charge a fee (especially the small ones). Expect you to pay from 10 € to 60/70 €. They also serve you some food to accompany the wine.
– In the small and family run wineries you could find Italian speaking staff only.
By going on your own you also could enjoy a better treatment (i.e larger selection of wines and bigger glass) than going with guided large group tours.
For locating the wineries offering these services, you can also have a look to these guides, detailing wineries in two of the most-known wine areas: Chianti and Montalcino.