Day Trips

From Florence: Private Val d’Orcia Tour to Pienza, Montepulciano, and Montalcino with Farm and Cellar Tastings

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Guided tour

    • Travel in a private minivan with a local tour leader through the UNESCO-listed Val d’Orcia countryside.
    • Explore the Renaissance charm of Pienza, a UNESCO World Heritage Site, with free time to wander its historic streets.
    • Experience an authentic farm visit, sampling artisan Pecorino cheese, jams, honey, and craft beer.
    • Descend into Montepulciano’s historic underground cellars for a guided wine tasting session.
    • Capture memorable photos at the iconic cypress-lined Gladiator Road and visit Montalcino, famed for Brunello wine.

    • Travel in comfort by private minivan with a dedicated local tour leader.
    • Stop for photos along the iconic Gladiator Road and admire the landscapes of the Val d’Orcia.
    • Explore Pienza at your own pace, with free time to discover its historic center and local shops.
    • Visit a traditional Val d’Orcia farm and taste Pecorino cheese, jams, honey, and craft beer.
    • Enjoy a guided wine tasting in a historic Montepulciano cellar.
    • Complete your Tuscan journey with a visit to the charming medieval town of Montalcino.


    • Lunch (aside from the generous cheese tasting at the farm — additional meals are at your leisure during town visits)
    • Additional wine or product purchases (available at your own expense)
    • Gratuities (optional, but appreciated for guides and hosts)
    • Entrance tickets to museums or monuments (if guests wish to visit sites independently during free time)
    • Hotel pickup/drop-off

  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

€450

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Stone path leading to Pienza with historic buildings and bell tower in Tuscany, Italy.
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