The annual Cortona Sessions Wine Tour is a unique highlight to the Sessions that always leaves a lasting impression. The wine tour is coordinated by Michael Kirkendoll – an enthusiast of Italian wine who has developed relationships with a number of prestigious wine makers throughout Italy. Sessions participants and faculty are given the opportunity to spend a day visiting two wineries in the historic and renowned Tuscan wine region of Montalcino where they enjoy tastings of Rosso di Montalcino, a variety of Super Tuscan wines, and Tuscany's most important bottling:  Brunello di Montalcino. The wine tour always visits Terralsole winery where owners Mario Bollag and Athena Tergis Bollag roll out the red carpet, welcoming into their home for a beautiful, authentic Tuscan lunch, grand wine tasting, a swim in the pool, and some shared musical performances. It is truly a day not to be missed!

The wine tour has visited some of Tuscany's most important estates since 2010, including:

Biondi Santi
Case Basse di Soldera
Conti Costanti
Fattoria dei Barbi
Poggio Antico
Poggio di Soto