Extended Montepulciano Experience
3-day tour of Renaissance architecture and local wine
View Itinerary →Renaissance architecture and Vino Nobile in 2 days
Explore the heart of Montepulciano's Renaissance heritage, starting with the iconic Piazza Grande and Duomo, followed by an immersive experience in the town's historic underground tunnels and a classic wine tasting.
Piazza Grande & Palazzo Comunale
Start your day at the stunning Renaissance civic square. Admire the Palazzo Comunale and the surrounding palaces. This is the social and political heart of the town.
Duomo di San Biagio
Visit the magnificent 16th-century Tuscan Renaissance temple of travertine located just outside the main square. A masterpiece of Michelangelo's influence.
Sotterranei di Montepulciano
Descend into the historic underground tunnels beneath the town. These cellars, once used for wine storage and cooling, offer a fascinating glimpse into the town's subterranean history.
Lunch in the Historic Center
Enjoy a traditional Tuscan lunch featuring pici pasta and local pecorino cheese at a nearby trattoria near Piazza Grande.
Vineyard Tours and Wine Tasting
Visit a historic cellar for a guided tour and tasting of Vino Nobile di Montepulciano. Pair five local wines with regional cheeses for an authentic culinary experience.
Palazzo Tarugi
Conclude the afternoon by viewing the exterior and interior details of this 16th-century Mannerist palace, which faces the Duomo and showcases elegant Renaissance architecture.
Where to stay: Stay in a boutique hotel or B&B within the historic walls of Montepulciano for easy access to evening strolls.
Getting around: The historic center is pedestrian-only. Use the parking lots on the outskirts (Parcheggio San Biagio) and walk up to the town.
A day dedicated to artistic heritage and rural landscapes. Visit the Chiesa di San Agostino, explore the olive oil culture in San Polo, and enjoy the medieval atmosphere of nearby Borgo San Lorenzo.
Chiesa di San Agostino
Visit this 16th-century church to see the famous 'Madonna del Vino' and other significant religious artworks. The interior is a prime example of local religious art.
Fondazione Pruneti
Travel to San Polo in Chianti to visit this olive oil mill and gallery. Learn about the production of high-quality Tuscan olive oil and view contemporary art exhibitions.
Lunch in San Polo
Enjoy a light lunch or aperitivo near the Fondazione Pruneti, sampling local olive oil and bread.
Borgo San Lorenzo
Drive to this medieval town in Tuscany's Mugello countryside. Explore the narrow streets, the castle ruins, and enjoy the serene rural landscape distinct from the Val d'Orcia.
Sunset View at Piazza Grande
Return to Montepulciano for a final sunset view from the Piazza Grande, capturing the golden light on the terracotta roofs.
Where to stay: Same accommodation as Day 1, or consider a farm stay (agriturismo) in the surrounding countryside for a different experience.
Getting around: A car is essential for Day 2 to reach San Polo in Chianti and Borgo San Lorenzo. Public transport is limited in these rural areas.
3-day tour of Renaissance architecture and local wine
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