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3 days
Italy, Europe

3-Day Montepulciano itinerary guide

Use this route structure as a starting point, then adapt stops and timing with your group in Journii.

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Top stops to prioritize

  • Sanctuary of the Madonna di San Biagio
  • Ristorante ai 4 Venti
  • Ercolani Cellars - "Underground City"
  • Museum
  • Antica Trattoria Il Marzocco
  • Fonti dell'Abbondanza
  • OSTERIA ACQUACHETA dal giovedì al lunedì pranzo e cena necessaria la prenotazione L'OSTESSA E L'OSTE AUGURANO BUONA VITA
  • Gattavecchi Winery

Day 1: Most popular attractions

For day 1, we strategically grouped the most popular attraction, Piazza Grande, with surrounding point of interests to start your trip off with a bang.

  • Sanctuary of the Madonna di San Biagio
  • Gattavecchi Winery
  • Museo della Tortura di Montepulciano
  • Cathedral Saint Mary Of The Assumption
  • Comune di Montepulciano

Day 2: South side of town

For day 2, we recommend exploring the south side side of town.

  • Ercolani Cellars - "Underground City" and Museum
  • La Bottega del Nobile
  • "AMOREMIO" Enoteca&Gastronomia
  • Bar Gelateria Duomo
  • De' Ricci Cantine Storiche in Montepulciano
  • Talosa - Cantina Storica
  • Contucci

Day 3: Off the beaten path

For day 3, if you don’t mind the extra trek, today covers more off the beaten path places like Fonti dell'Abbondanza.

  • Fonti dell'Abbondanza
  • Centro Storico Pienza
  • Az. Agr. Crociani Susanna Crociani
  • Azienda Agricola Canneto
  • The Grapevine by MANVI - Organic Winery, Agriturismo and Yoga

Related itinerary guides

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