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2-Day Itinerary for Montepulciano
A two-day plan for Montepulciano built from real, notable landmarks (ranked by Wikipedia notability) and real top-rated tours — not a generic template copied across cities.
Day 1
- 1Chiesa dell'ImmacolataSee real tours & tickets →
- 2Collegiata di San MartinoSee real tours & tickets →
- 3Castello CacciacontiSee real tours & tickets →
- 4San Pietro ad MensulasSee real tours & tickets →
- 5Madonna delle NeviSee real tours & tickets →
- 6Madonna delle Fonti a GianoSee real tours & tickets →
Day 2
- 1Collegiata San LorenzoSee real tours & tickets →
- 2Sant'Anna in CamprenaSee real tours & tickets →
Top-rated tours in Montepulciano to fit around this itinerary
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Luck and Patience: truffle hunting in Tuscany
★ 4.9(13 reviews)· 3 hrs
From €210
Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
★ 4.9(147 reviews)· 3 hrs
From €65
Romantic Vespa Tour and Wine Tasting
★ 4.9(7 reviews)· 5 hrs
From €259
Tasting Tour in One of The Most Beautiful Cellars in the World
★ 4.8(291 reviews)· 1 hr
From €33
Horseback riding through the vineyards in Montepulciano Tuscany
★ 4.8(20 reviews)· 1h 30m
From €80
Montepulciano: Winery Tour & Tasting Experience
★ 4.6(136 reviews)· 1h 20m
From €35
Traditional Tuscan lunch in the cellar in Montepulciano
· 2 hrs
From €75
Montepulciano Tuscan Cooking Class with Fresh Pasta and Wine
· 4 hrs
From €100
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
Best time for this itinerary
January
10° / 3°C
April
17° / 7°C
July
31° / 19°C
October
20° / 12°C
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FAQs — 2-Day Itinerary for Montepulciano
It's enough to cover the dozen or so of top-ranked sights below — based on 8 real notable landmarks we have on file for Montepulciano, ranked by Wikipedia notability. A longer stay lets you go beyond the highlights.