Pienza and Val' d'Orcia
Pienza Countryside
Pienza Countryside
Pecorino cheese
Piazza Grande, Montepulciano
Cold Cuts and Cheese
Medieval alley in Pienza
Duomo of Pienza
Belvedere Pienza
Piazza Grande Montepulciano
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Pienza and Montepulciano by Tuscan Hills from Rome Private Tour

(3)
Rome, Italy
LuxuryBus & Minivan ToursFood & Drink ToursCultural Tours
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About this activity

Escape Rome for a full-day private tour through UNESCO-listed Val d'Orcia, visiting the Renaissance hilltop towns of Pienza and Montepulciano. This curated journey blends art, food, and landscape—three cornerstones of Tuscan culture—with personalised transport and optional wine tastings.

This is one of our best-selling daily excursions from Rome, because it allows travelers to discover and enjoy one of the most beautiful countryside in the world, the famous Valle d'Orcia of Tuscany, Unesco Heritage. Moreover, you will be taken to visit two of the most beautiful towns of the Tuscany region, Pienza and Montepulciano. This tour perfectly combines Art, Food, and Relax, the principles of a good life.
By specific request, we can organize a wine-tasting experience that will make the day trip even more interesting!

Highlights

  • ✓Explore Pienza's perfectly planned Renaissance centre, designed as an ideal city by Pope Pius II
  • ✓Wander Montepulciano's medieval streets and Renaissance palaces with panoramic views across rolling vineyards
  • ✓Drive through Val d'Orcia's UNESCO World Heritage landscape of cypress-lined roads and sculptural hills
  • ✓Taste local Pecorino Romano cheese and regional wines (upgradable)
  • ✓Flexible itinerary: customise stops and pace in a private vehicle

Insider tips

  • ★Book the wine-tasting upgrade in advance if you want a structured sit-down experience; vineyard visits can be arranged at select estates
  • ★Wear comfortable walking shoes—both towns involve climbing narrow cobbled streets with uneven surfaces
  • ★Visit Pienza's Piazza Pio II early in your day to beat coach tours; it's the true masterpiece and best photographed in morning light

Good to know

  • •10-hour total duration includes ~4 hours driving from Rome; plan 3–4 hours for town exploration and meals
  • •Private minivan transport means flexible departure times and stops; confirm pickup location in Rome when booking
  • •Lunch is not included; allow time and budget for meals in town (expect €12–25 per person for casual dining)
  • •Summer heat can be intense—bring water, sunscreen, and hat; spring (April–May) and autumn (September–October) offer ideal temperatures

Who it's for

Art and architecture enthusiasts drawn to Renaissance design and urbanismSlow-travel foodies seeking authentic regional cheese, wine, and landscapeCouples and small groups wanting flexible, personalised itineraries away from tour-bus routesPhotographers chasing iconic Tuscan scenery and golden-hour light

Best time to visit

April–May and September–October offer perfect weather for walking hillside towns without summer crowds or winter closures. Early morning departures (typically 7–8 AM) maximise daylight and minimise traffic around Rome.

Frequently asked questions

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From€1,050
per person