Montalcino's festival season has had its peak in July, but you can still get your share of live music if you don't mind a bit of a drive. Sarteano doesn't do Jazz & Wine but Jazz & Blues and the 2012 edition of the Sarteano Festival will be jammin' it from the 23rd to the 26th of August.
Without doubt one of the highlights of the festival is the concert of Italian jazz pianist Rita Marcotulli and Argentinian saxophonist Javier Girotto on Sarteano's piazza San Lorenzo (August 25 at 9.30pm).
Other gigs will take place in Catiglioncello del Trinoro, a medieval hamlet a few kilometers from Sarteano.
If you travel with children also check out some of the free concerts in Sarteano. Each day a marching band will tour the streets of the medieval town center. Not just listening but above all watching them will be fun with the kids.
August 24 - Zastava Orkestar
August 25 - Piccola Orchestra Casabei
August 26 - Large Street Band
The bands will start marching Sarteano's town center from 6pm. For more info on concert timing and prices check out the website of Sarteano Jazz&Blues.
If you can, leave early in Montalcino and enjoy the drive through the Val d'Orcia. Cypress trees, undulating hills and a beautiful sunset will make for some of your best holiday pics.