Other than the various towns of Tuscany and Umbria, there are the many wineries and street markets to interest you and fill your day -
Wineries and Wine Tours
Tuscany, the fifth-largest region in Italy, has been making wine for centuries, but it is only over the last two decades or so that it has emerged as a leading producer of quality wines. Covering a little more than 15,000 square miles in central Italy, Tuscany is bordered by the Mediterranean Sea on the west and southwest, Liguria to the northwest, Emilia Romagna to the north, the Marche and Umbria to the east, and Lazio to the southeast.
.... and then there are some of the Street Markets in Tuscany
Foiano della Chiana:
Town centre - food market. 08:00-12:30
Pieve S. Stefano: Town centre - general market. 08:00-12:30.
Radda in Chianti: Food market. Open in the afternoon of the fourth Monday of every month.
Anghiari: Town centre - general market. 08:00-12:30.
Sansepolcro: In the streets around the centre - food market. 08:00-13:00.
Civitella di Val di Chiana: Food market (not huge). 08:00-12:30.
Monte S.Savino: Town centre - general market. 08:00-12:30.
Lucignano: Locally produced items. 08:00-13:00.
Montevarchi: Locally produced items.
Montepulciano: Local produce. 08:00-12:30.
Trequanda: Food market. Open on the first Thursday of every month.
Castiglion Fiorentino: Mixed / Locally produced items. 08:00-13:00.
Pergine Valdarno: Town centre - general market. 08:00-12:30.
Montalcino: Fresh local produce. Open all morning
Pienza: Food items. 08:00-13:00
Arezzo: General street market with over 100 stalls. Open in the morning.
Cortona: Locally grown fruits and vegetables. Open in the morning.
Arezzo: Fiera Antiquaria (1st weekend of month)
Arezzo: Every first Saturday of the month from 10.00 to 20.00 in Piazza Sant’Agostino, the organic market "Open Countryside" takes place. Quality organic products from the Arezzo territory. Vegetables, fruit, olive oil, wine, cheese, bread, pasta, cakes, truffles, salamis, honey, ice-cream, sauces, conserves, flowers and plants