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Three of Val d'Orcia's finest hill towns, plus two famous wines.
A private full-day tour through the UNESCO-listed Val d'Orcia, visiting Montalcino, Montepulciano, and Pienza with a wine tasting included.
Explore the Tuscan countryside by comfortable minivan, visiting the hillside towns of Montepulciano, Pienza, and Montalcino, tasting Brunello di Montalcino and Vino Nobile di Montepulciano wines along the way.
A popular starting point — every Voyzo itinerary is fully customizable, so we'll shape the order and stops around your group.
Hotel pickup included in Florence.
Montalcino, Montepulciano, and Pienza, all UNESCO-listed Val d'Orcia.
Taste both Brunello di Montalcino and Vino Nobile di Montepulciano.
Back to your hotel, home, or the airport — whenever your day wraps up.
A private full-day tour through the UNESCO-listed Val d'Orcia, visiting Montalcino, Montepulciano, and Pienza with a wine tasting included. Explore the Tuscan countryside by comfortable minivan, visiting the hillside towns of Montepulciano, Pienza, and Montalcino, tasting Brunello di Montalcino and Vino Nobile di Montepulciano wines along the way.
Val d'Orcia earned its UNESCO World Heritage listing in 2004, and not just for being scenic — the committee recognized it as an exceptional example of a landscape deliberately redesigned during the Renaissance, when Siena developed this countryside in the 14th and 15th centuries to reflect its own ideals of good governance. The rolling, cypress-lined hills you'll drive through later became a muse for Sienese School painters, which is part of why this particular stretch of Tuscany looks the way it does on postcards everywhere.
Pienza is where that Renaissance planning became literal policy. Pope Pius II, born Enea Silvio Piccolomini in this same hill town, had it entirely rebuilt starting around 1459 by the architect Bernardo Rossellino — one of the earliest real applications of humanist urban planning anywhere in Europe. The result, centered on Piazza Pio II, earned Pienza its own UNESCO listing in 1996 as the Renaissance's model "ideal city."
Montalcino's Rocca fortress, built in 1361 on the town's highest point, tells a more defensive story: a pentagonal stronghold designed by Sienese architects that was besieged repeatedly during the long conflict between Siena and Florence and, notably, never fell by force — even after the town around it eventually did. Both Montalcino and Montepulciano also happen to produce two of Tuscany's most celebrated wines, Brunello and Vino Nobile, tasted along the way as a bonus to the landscape and history rather than the main event.
Every Voyzo tour is a starting point — tell us what you have in mind and we'll build it.
