Montepulciano - Private Historic Walking Tour

Montepulciano , Italy

Montepulciano - Private Historic Walking Tour

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About this experience

Wander through the storybook charm of Montepulciano, where cobbled lanes echo with history and every corner hides a gem. Stroll along Gracciano Street lined with artisan boutiques, soak up sweeping views from Voltaia Belvedere, and feel the heartbeat of the city in lively Piazza Grande. Admire Renaissance masterpieces, uncover tales of civic pride at the Town Hall, and wrap up your journey deep underground in the majestic De’ Ricci wine cellars, where the region’s winemaking heritage comes alive. This walking tour is your gateway to the spirit, scenery, and flavor of Tuscany—one timeless step at a time.

Available options

Montepulciano - Private Historic Walking Tour

What's included

Official Tour Guide

Private Guided Tour

Detailed itinerary

Begin your journey along Via di Gracciano nel Corso, a lively and elegant street lined with medieval buildings, like Palazzo Bucelli and the ancient Porta al Prato. With boutique shops, artisanal stores, and historic façades, it’s the perfect place for window shopping, people-watching, and soaking in the village’s timeless charm.

Continue to the Marzocco Monument, a majestic lion sculpture once symbolizing Florence’s power. Snap iconic souvenir photos here and learn about Montepulciano’s historic ties with the Florentine Republic during the Renaissance.

Then, pass by Avignonesi Palace, a true architectural gem by Giacomo da Vignola. Its elegant proportions and refined late-Renaissance style stand as a testament to the artistic grandeur of the 16th century.

Make your way to Belvedere di Voltaia, a scenic viewpoint offering sweeping vistas of Montepulciano’s rooftops and the rolling Tuscan countryside beyond. It’s one of the best spots to take in the romantic skyline and the serenity of the hills.

Next, step into Piazza Grande, the beating heart of Montepulciano. With vibrant events like the Bruscello Poliziano during Italy’s traditional holiday of Ferragosto, bustling open-air markets, and inviting cafes, the square is always full of life. Pause to admire the stone sculptures of griffins and lions—a nod to the town’s rich iconography.

From there, explore the iconic landmarks flanking the square. Visit the 16th-century Cathedral of Saint Mary of the Assumption, built in the Florentine tradition with its austere plaster surfaces and balanced forms. Then, admire the Town Hall, dating back to the 14th century, whose battlemented tower echoes Florence’s Palazzo Vecchio and has silently witnessed centuries of civic life and historic events.

End your tour at the remarkable Cantine Storiche De’ Ricci, often called the “Cathedral of Wine.” Descend into vast underground cellars carved from volcanic tufa stone, supported by soaring Gothic-Renaissance vaults and sturdy pillars. Here, you can taste Montepulciano’s finest wines and local specialties while exploring one of the most atmospheric and storied wine cellars in all of Tuscany at your own pace.

What's not included

Gratuities and Refreshments

Available languages

Guide guide

EN IT FR ES

Important information

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Travelers should have at least a moderate level of physical fitness

Meeting point

In front of Pro-Loco Tourist Office, your tour guide shall be waiting with a Signboard.

About Montepulciano

Montepulciano is a picturesque hilltop town in the heart of Tuscany, renowned for its stunning Renaissance architecture, rolling vineyards, and world-class wines. This charming medieval town offers a blend of rich history, cultural treasures, and breathtaking landscapes, making it a must-visit destination in Italy.

Top Attractions

Piazza Grande

Piazza Grande is the heart of Montepulciano, a stunning Renaissance square surrounded by elegant palaces and historic buildings. It's a great place to soak in the town's atmosphere and enjoy a coffee or gelato.

Architecture 30 minutes to 1 hour Free

Duomo di Montepulciano

The Duomo di Montepulciano is a beautiful Renaissance cathedral dedicated to the Assumption of the Virgin Mary. The interior features stunning artworks, including a fresco by Sodoma and a sculpture by Taddeo di Bartolo.

Religious 30 minutes to 1 hour Free (donations welcome)

Palazzo Comunale

Palazzo Comunale is a stunning Renaissance palace that houses the town's municipal offices. The palace is known for its elegant architecture and the beautiful frescoes in the Sala del Consiglio.

Historical 30 minutes to 1 hour Free (donations welcome)

Vino Nobile di Montepulciano Wine Tours

Montepulciano is famous for its Vino Nobile di Montepulciano, a rich and full-bodied red wine. Visitors can take guided tours of local wineries to learn about the wine-making process and taste some of the finest wines in the region.

Cultural 2-4 hours Moderate to expensive

Torri di Montepulciano

The Torri di Montepulciano are the iconic towers that dot the skyline of the town. These medieval towers offer stunning views of the surrounding countryside and are a symbol of Montepulciano's rich history.

Architecture 30 minutes to 1 hour Free (some towers may have a small fee)

Must-Try Local Dishes

Pici al Ragù

Pici is a thick, hand-rolled pasta, typically served with a rich, meat-based ragù sauce. It's a classic Tuscan dish that showcases the region's love for hearty, rustic flavors.

Main course Contains gluten and meat

Crostini di Fegatini

Crostini di Fegatini are small slices of toasted bread topped with a chicken liver pâté. This classic Tuscan appetizer is a delicious way to start a meal.

Appetizer Contains gluten and meat

Pici alla Bolognese

Pici alla Bolognese is a variation of the classic pici dish, featuring a rich, meaty Bolognese sauce. It's a hearty and flavorful dish that's perfect for a satisfying meal.

Main course Contains gluten and meat

Bistecca alla Fiorentina

Bistecca alla Fiorentina is a thick, grilled T-bone steak, typically served rare and seasoned simply with salt, pepper, and olive oil. It's a must-try for meat lovers.

Main course Contains meat

Popular Activities

Hiking in the surrounding countryside Mountain biking Wine tasting Spa treatments Enjoying the scenic views Visiting historic sites Attending local festivals Exploring local museums

Best Time to Visit

May to October

This period offers the best weather for exploring the town and its surroundings. The days are warm and sunny, perfect for outdoor activities and wine tasting. The town is vibrant with festivals and events, particularly in the summer months.

15°C to 30°C (59°F to 86°F) 59°F to 86°F

Practical Information

Language

Official: Italian
Widely spoken: English, French, German
English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (Central European Time, CET)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Montepulciano is generally a safe destination for travelers, with low crime rates and a welcoming atmosphere. However, as with any destination, it's important to take precautions to ensure a safe and enjoyable trip.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious when using ATMs, especially at night
• Be wary of strangers offering help or services, as they may be trying to scam you

Getting there

By air

Perugia San Francesco d'Assisi Airport • 60 km (37 miles)
Florence Peretola Airport • 140 km (87 miles)

By train

Chiusi-Chianciano Terme Station

By bus

Chiusi, Siena, Florence

Getting around

Public transport

The bus system is efficient and affordable, connecting Montepulciano to nearby towns and villages. Buses are a convenient way to explore the surrounding area without a car.

Taxis

Available • Apps:

Rentals

Car, Bike, Scooter

Neighborhoods

Centro Storico (Historic Center) San Biagio Poggiano

Day trips

Pienza

30 km (18.5 miles) • Half day to full day

Pienza is a beautiful Renaissance town known for its stunning architecture, local cheeses, and scenic views. It's a perfect day trip for those interested in history, architecture, and food.

Montalcino

40 km (25 miles) • Full day

Montalcino is a charming hilltop town known for its stunning views, historic sites, and world-famous Brunello di Montalcino wine. It's a perfect day trip for wine lovers and those interested in history and architecture.

Val d'Orcia

Within 30 km (18.5 miles) • Full day

Val d'Orcia is a stunning valley known for its rolling hills, cypress trees, and picturesque villages. It's a perfect day trip for nature lovers and those interested in scenic drives and photography.

Festivals

Braccio di Ferro • August Sagra del Tartufo • November Montepulciano Jazz Festival • July and August

Pro tips

Visit the town's iconic Torri (towers) for stunning views of the surrounding countryside, especially at sunset
Sample a variety of local wines, including Vino Nobile di Montepulciano, Brunello di Montalcino, and Nobile di Montepulciano, to get a true taste of the region's wine culture
Explore the town's narrow, cobbled streets and hidden alleyways to discover local shops, artisan workshops, and charming cafes
Take a day trip to the nearby town of Pienza, known for its stunning architecture, local cheeses, and scenic views
Visit the town's historic sites and museums, such as the Duomo di Montepulciano, Palazzo Comunale, and Museo Civico, to learn about the town's rich history and cultural heritage