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Enchanting Montepulciano: 2-Day Itinerary

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Day 1: Town and Vineyards

Montepulciano, Italy

8:00 AM

Breakfast at Caffe Poliziano

Start your day with a delicious Italian breakfast at Caffe Poliziano, known for its freshly brewed coffee and pastries.
Caffe Poliziano is located in the heart of Montepulciano, a short walk from the main square Piazza Grande.
€10, 1 hour

9:30 AM

Explore Piazza Grande

Visit the iconic Piazza Grande, the main square of Montepulciano, surrounded by Renaissance buildings and the Duomo.
Piazza Grande is a 5-minute walk from Caffe Poliziano.
Free, 1.5 hours

11:30 AM

Wine Tasting at Contucci Cantine

Indulge in a wine tasting experience at Contucci Cantine, one of the oldest wine cellars in Montepulciano, known for its Vino Nobile.
Contucci Cantine is a 10-minute walk from Piazza Grande.
€20, 2 hours

1:30 PM

Lunch at Osteria Acquacheta

Enjoy a traditional Tuscan lunch at Osteria Acquacheta, serving hearty dishes like ribollita and bistecca alla fiorentina.
Osteria Acquacheta is a 15-minute walk from Contucci Cantine.
€30, 1.5 hours

3:30 PM

Visit Poliziano Winery

Explore the Poliziano Winery, known for its exceptional wines and stunning views of the vineyards surrounding Montepulciano.
Poliziano Winery is a short drive or a 20-minute walk from Osteria Acquacheta.
€15, 2 hours

5:30 PM

Dinner at Ristorante La Grotta

Indulge in a gourmet dinner at Ristorante La Grotta, a Michelin-starred restaurant offering refined Tuscan cuisine.
Ristorante La Grotta is a 10-minute walk or a short drive from Poliziano Winery.
€50, 2 hours
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Day 2: Artisan Shops and Piazza Grande

Montepulciano, Italy

8:30 AM

Breakfast at Caffe degli Artigiani

Start your day with a cozy breakfast at Caffe degli Artigiani, known for its artisanal pastries and strong espresso.
Caffe degli Artigiani is located near the Piazza Grande in Montepulciano.
€12, 1 hour

9:30 AM

Explore Local Artisan Shops

Stroll through the charming streets of Montepulciano and explore the local artisan shops featuring handcrafted ceramics, leather goods, and more.
The artisan shops are scattered around the town center, easily accessible on foot from Caffe degli Artigiani.
Variable, 2 hours

11:30 AM

Visit Palazzo Comunale

Discover the historic Palazzo Comunale, a medieval town hall with a clock tower offering panoramic views of Montepulciano and the surrounding countryside.
Palazzo Comunale is a short walk from the artisan shops in the town center.
€8, 1.5 hours

1:30 PM

Lunch at Ristorante E Lucevan Le Stelle

Enjoy a leisurely lunch at Ristorante E Lucevan Le Stelle, known for its creative twists on traditional Tuscan dishes.
Ristorante E Lucevan Le Stelle is located near Palazzo Comunale in Montepulciano.
€35, 1.5 hours

3:00 PM

Visit Museo Civico

Immerse yourself in Montepulciano's history at Museo Civico, a museum showcasing art, artifacts, and exhibits related to the town's heritage.
Museo Civico is a short walk from Ristorante E Lucevan Le Stelle.
€5, 1 hour

4:30 PM

Gelato at Gelateria Artigianale

Treat yourself to a delicious gelato at Gelateria Artigianale, offering a variety of flavors made with local ingredients.
Gelateria Artigianale is located near Museo Civico in Montepulciano.
€4, 30 minutes
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