Embark on an unforgettable journey through Tuscany’s enchanting countryside. This grand tour takes you to the UNESCO World Heritage sites of Pienza, Montalcino, and Montepulciano, where you’ll discover the regions’ rich history and stunning architecture. Led by a knowledgeable guide-sommelier, you’ll explore the world of Brunello di Montalcino, one of Italy’s most prestigious wines. Complement your wine experience with a tantalizing tasting of artisanal pecorino cheese. With a private, intimate group, you’ll learn about the cultural and culinary delights that make this corner of Tuscany truly captivating. Prepare to be swept away by the beauty and flavors that await.
Good To Know
- Comprehensive guided tour exploring the UNESCO World Heritage Site of Pienza, historic Montalcino, and the Renaissance town of Montepulciano.
- Guided winery tour in Montalcino with tasting of renowned Brunello di Montalcino wines.
- Opportunity to sample local pecorino cheeses that pair perfectly with the Brunello wines.
- Private walking tour led by a professional guide-sommelier, providing expertise in history, architecture, and wine.
- Tour suitable for up to 10 participants, with wheelchair and stroller accessibility, and service animals welcome.
Tour Overview
The tour offers a comprehensive exploration of three picturesque Tuscan towns – Pienza, Montalcino, and Montepulciano.
With a private walking tour led by a professional guide-sommelier, you’ll discover the highlights of these charming locations.
Explore the UNESCO World Heritage Site of Pienza and admire the 16th-century Renaissance palaces in Montepulciano.
The tour provides a well-rounded experience, allowing you to learn about the history, architecture, and culture of these beloved Tuscan destinations.
Whether you’re a history enthusiast or simply seeking to explore the beauty of the region, this tour promises an unforgettable day in the heart of Tuscany.
You can also read our reviews of more tours and experiences in Chianti.
Exploring Pienza, Montalcino, and Montepulciano
This tour provides an opportunity to explore three of Tuscany’s most captivating towns – Pienza, Montalcino, and Montepulciano.
In Pienza, guests will discover the UNESCO World Heritage Site and marvel at the 16th-century Renaissance palaces.
The tour then ventures to Montalcino, where visitors will enjoy a guided winery tour and taste the renowned Brunello de Montalcino wine.
Finally, the experience culminates in Montepulciano, where participants can admire the stunning architecture and soak in the town’s rich history.
Throughout the day, a professional guide-sommelier provides valuable insights, ensuring an enriching and immersive exploration of these Tuscan gems.
Guided Walking Tour With Professional Guide-Sommelier
During this guided walking tour, a professional guide-sommelier leads guests on an enriching exploration of Pienza, Montalcino, and Montepulciano.
The guide’s expertise in both history and wine enhances the experience, providing deeper insights into the region’s heritage and renowned local vintages.
Guests will:
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Discover the UNESCO World Heritage Site of Pienza, marveling at its well-preserved 16th-century Renaissance palaces.
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Venture to Montalcino for a guided tour of a renowned winery, complete with a tasting of the acclaimed Brunello di Montalcino wine.
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Explore the charming town of Montepulciano, renowned for its striking architecture and rich winemaking tradition.
Throughout the tour, guests will savor small bites and indulge in a tasting of local pecorino cheese, complementing the wine experience.
Winery Visit and Brunello Tasting
Venturing into the heart of Montalcino, guests explore a renowned winery and savor the region’s acclaimed Brunello di Montalcino wine.
A guided tour of the winery provides an inside look at the wine-making process, from grape to glass. The highlight is a tasting of the prized Brunello, renowned for its complex flavors and velvety texture.
Complementing the wine is a small sampling of local pecorino cheese, a perfect pairing that showcases the best of Tuscan gastronomy.
This immersive experience allows travelers to explore the rich wine culture of the region and appreciate the dedication and craftsmanship that goes into producing these world-class vintages.
Pecorino Cheese Tasting
Complementing the wine tasting, guests savor a small selection of local pecorino cheese.
Pecorino is a quintessential Tuscan cheese made from sheep’s milk, with a rich, flavorful profile. The tasting features three distinct varieties:
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Pecorino Toscano: A semi-firm cheese with a mild, nutty flavor and a slight tanginess.
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Pecorino Stagionato: Aged pecorino with a firm texture and a more pronounced, savory taste.
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Pecorino al Tartufo: A pecorino infused with the earthy aroma and taste of truffles, creating a decadent indulgence.
These artisanal cheeses complement the robust Brunello wines beautifully, offering a harmonious pairing that celebrates the flavors of the Tuscan terroir.
- 1-Hour Experience With Brunello. Visit to the Vineyard and Cellar
- Brunello E-Bike Tour
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- Tuscan Cooking Class With Meal in Chianti, Savor Tuscanys Best
- Montalcino Cooking Class and Lunch With the Local Lady
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Tour Details and Inclusions
Though the tour covers three picturesque Tuscan towns, it is a private group experience, accommodating up to 10 participants. Snacks are provided during the tour, but lunch is not included. The meeting point is in Montalcino, and the tour returns to the same location. Visitors should confirm the exact start time with the local provider in advance. The tour is wheelchair and stroller accessible, and service animals are allowed. Cancellation is free up to 24 hours before the experience, and a lowest price guarantee is available.
Tour Details | Inclusions |
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Private Group | Guided Tours |
Up to 10 Participants | Wine Tastings |
Wheelchair Accessible | Cheese Tastings |
Free Cancellation | Snacks Provided |
Meeting and Booking Information
The tour meeting point is located in Montalcino, in the province of Siena, Italy. The tour returns to the same starting point at the end.
To ensure a smooth experience, it’s recommended to confirm the exact start time with the local provider in advance.
This tour is:
- Accessible to wheelchair users and strollers.
- Welcoming of service animals.
- Eligible for free cancellation up to 24 hours before the experience.
The tour is available daily from 9 AM to 6 PM, between August 28, 2019 and December 1, 2025.
Booking options include a Lowest Price Guarantee and a Reserve Now, Pay Later option.
The Sum Up
This captivating Grand Tour offers an immersive journey through the UNESCO-listed towns of Pienza, Montalcino, and Montepulciano. Experience the rich history, stunning architecture, and exceptional flavors of Tuscany, guided by a professional sommelier. Enjoy a winery tour and Brunello tasting, complemented by artisanal pecorino cheese. This private tour promises an unforgettable exploration of the region’s culture, beauty, and culinary delights.
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