Lots of chances to practice your Italian
Ciao! You will definitely get lots of chances to practice your Italian in Tuscany - while many know enough English to meet the needs of the tourist, much of it is pretty basic and they will love speaking to you in Italian if you try it with them, they'll help you practice! Italians are very friendly from this point of view, they appreciate travelers who try using Italian even if it isn't fluently
from Greve, you must definitely drive around Chianti to the hilltop towns... to Castellina, Panzano, Radda, San Donato in Poggio, San Gimignano, Monteriggioni, go to Siena of course in addition to Florence. You will see the days will pass quickly so just go on a day to day basis to decide where to head off too. In June, you'll also want to spend some time at your farmhouse and by the pool, taking time to rest too. First impulse is always to try to fit as much as possible into your days but you will enjoy Tuscany better by taking your time and enjoying what you do and see. Oh, head to Montefioralle above Greve, it is a very cute and small medieval village and to Badia di Passignano. If your group likes to walk, there are great posted trails around Greve (red and white signs by the CAI walking/trekking association). Ask at your farmhouse, they'll tell you which way to head as most trials correspond to the unpaved roads that connect the wineries and farm houses in the area.
I am sure your whole family will have loads of fun, Tuscans are friendly and laid back, enjoy lots of good food and wine... And don't hurry meals, those are to be savored as well!
