Montalcino
Sightseeing Tours

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Our most recommended Montalcino Sightseeing Tours

  • From Siena: San Gimignano, Montalcino & Wine Tasting

    1. From Siena: San Gimignano, Montalcino & Wine Tasting

    The first part of your full-day tour begins with a visit to the walled medieval town of San Gimignano, the City of Fine Towers, a UNESCO World Natural and Cultural Heritage Site. Armed with helpful information from your tour escort you’ll have free time to explore the town’s historical center and browse its artisan shops. San Gimignano is also the birthplace of Vernaccia, a white wine produced exclusively in the area. The wine is noted for its high quality and for being the first Italian DOCG wine. The tour continues on to Monteriggioni, the ancient crown-shaped fortress that appeared on Italy’s old 100-Lire currency. The 13th-century walls feature 14 towers that Dante likened to the giants in his Inferno. Afterwards, you’ll stop at a winery for a lunch of salami, cheese, and other local products, accompanied by a tasting of Chianti wines. Visit Val d’Orcia, another Tuscan jewel and ...

    My wife and I enjoyed the experience. If you want a hardcore wine tour, this is not for you. But if you want a tour of Of beautiful Tuscany, see San Gimignano and Montalcino, and check out a couple wineries, this is perfect. We enjoyed both wineries very much and we appreciated that the driver of our tour bus would stop at picturesque locations so we could get great pics of San Gimignano from a distance and the Chianti valley. It was more of a 10 hour tour than 11 but fun nonetheless.

  • Pienza and Montepulciano Wine Tour from Siena

    2. Pienza and Montepulciano Wine Tour from Siena

    Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. Go to the picturesque town of Pienza, and taste world-famous wines produced in Montalcino and Montepulciano. Meet your guide in Siena and join the rest of the group to start your full-day tour. Depart Siena and transfer to a wine cellar in Montalcino. Cross gently rolling hills full of vineyards, and then sample local wines served with a delicious snack of the local produce. Continue to Pienza to discover the “Touchstone of Renaissance Urbanism.” Considered an artistic jewel of the landscape of Val d’Orcia, Pienza is a perfect combination of architectural beauty and harmony. Most of the lanes bearing impressive names overlook the breathtaking landscape of the Val d’Orcia. Unique smells and flavors are entwined with this natural and artistic heritage. Pienza’s most renowned tra...

    Excellent wine tasting in Montalcino!!!! Lucia’s knowledge of wine and history was enlightening!!! Best tasting ever.

  • From Florence or Siena: Montepulciano Wine Tour with Lunch

    3. From Florence or Siena: Montepulciano Wine Tour with Lunch

    Start with pickup from your hotel in the morning and travel first to Brunello, a boutique family-run winery and one of the most famous in the area. Enjoy tastings of some high-quality wines on site. Travel to the second winery for some tastings, before you visit the town of Pienza, which is known as the "pearl of Valdorcia". In the early afternoon, explore the village of Montepulciano. Make your way to an underground winery cellar, where you will enjoy a delicious lunch of local products, paired with in-house wines, before being returned to your accommodation.

    This entire experience was amazing. Starting off, they pick you up at your hotel. They went out of their way to accommodate my group as we bought our tickets only a few hours before. We did the brunello tour. It was a 10/10 experience. The vineyards were stunning, the wine was delicious, and the organization of the whole tour was outstanding. You absolutely MUST do this tour if you can. It was one of the most memorable days of my life.

  • Brunello di Montalcino Full-Day Wine Tour with Tastings

    4. Brunello di Montalcino Full-Day Wine Tour with Tastings

    Wine lovers will enjoy this full-day tour through the beautiful Tuscan landscape with stops to visit some typical local wineries. Explore the famous wine hills of Montalcino and learn about the process and passion involved in creating Brunello di Montalcino, one of Italy's most prestigious wines. Your tour begins with a drive along the ancient Roman road from Siena to the famous wine hills of Montalcino. The first stop will be at a small, typical area winery where you’ll have a chance to walk in the vineyards, explore the cellars, and enjoy an introductory tasting of world-famous Brunello wine. Next you’ll head to Montalcino, the hill town that gives its name to the region and its wines. Here you’ll have the opportunity to climb the fortress walls, spend some time browsing the shops and tasting the Brunello wines in wine bars, or simply enjoy the incredible views of the valleys and vin...

    Highly recommend this tour! We had a great day going to three selected and very different wineries. Our guide Daniele shared his knowledge and passion about wine in general and the Montalcino region in particular with us. The highlight of the day was our homemade lunch at a small family run winery where the hosts made us feel like being friends rather than visitors. Overall, the tour was very informative and enjoyable!

  • Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

    5. Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

    Take part in an exclusive wine tasting experience and enjoy a typical Tuscan lunch in the setting of an elegant medieval Castle in Montalcino. Walk in the vineyard with an expert sommelier and take in the stunning views as you learn about traditional wine-making. Taste 3 different local wines before sitting down for a 3-course lunch. Meet your sommelier and stroll together in the vineyard during which you hear the history of the castle and its family. Admire the beautiful Tuscan landscape and learn more about traditional high-quality wine production methods and techniques. Enjoy your exclusive guided wine tasting of 3 local wines with some Tuscan snacks. During the wine tasting, you will taste three of the most important and world-famous Tuscan wines, such as Sangiovese IGT or Brunello di Montalcino. The professional sommelier will provide in-depth explanations about what you taste and...

    Great tour by Tomasso! Beautiful castle, beautiful vineyard and of course a great meal with awesome wine!

  • From Siena: Brunello di Montalcino Wine Tour by Minivan

    6. From Siena: Brunello di Montalcino Wine Tour by Minivan

    Brunello, considered the best wine in the world, has its ancestral roots in the passion of the inhabitants of Montalcino and in the ancient winemaking tradition, handed down from one generation to the next. The town of Montalcino, with its Sangiovese grapes the wine is produced from, stands on a charming hill that lets you relish its natural wholesomeness. The town, its ancient fortress, and some of the best wineries in the world are the focus of this specialized tour. The winemaking process which includes a long maturation in casks made from valuable wood, make Brunello the “Italian ambassador in the world of our winemaking reality.” Taste prestigious wines from some of the finest wineries in Montalcino and enjoy the wonderful surrounding area.

    Great tour if you are looking for a half day winery tour in Tuscany. Very courteous driver. Visited 2 wineries. Second one was really good. Bought few good brunello de montalcino with us

  • Brunello di Montalcino Wine Tour from San Gimignano

    7. Brunello di Montalcino Wine Tour from San Gimignano

    Brunello, presently considered one of the best wines in the world, has its ancestral roots in the ancient winemaking traditions of Montalcino, handed down from one generation to the next. The town of Montalcino, the home of this wine produced from Sangiovese grapes, is charmingly situated on a hill that provides beautiful views of the region. On this tour you will see the town, its century-old fortress, and the best wineries in the area. You will learn about the remarkable skills and techniques used in the production of local wine, which includes a long maturation in casks made from valuable wood. You will have the opportunity to taste prestigious wines in the best wineries of the region, and to discover Montalcino and the wonderful surrounding area.

  • Val D'Orcia: Cheese and Wine Tasting Tour from Florence

    8. Val D'Orcia: Cheese and Wine Tasting Tour from Florence

    Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting Val D’Orcia, a UNESCO World Heritage Site. Explore the beautiful towns of Montalcino, Pienza and Montepulciano and enjoy two different wine tastings and savour the famous Pecorino cheese! The tour starts with a wine tasting session in Montalcino, the land of the world-renowned Brunello wine. Here you will be enchanted by the outstanding charm of a special and definitely worth visiting wine cellar/museum. The estate has a rich history: it once belonged to the powerful Piccolomini family, whose members included Pope Pius II. Next you move up to the peak of the town, where a magnificent sight will take your breath away: sunny rolling hills, ancient oaks, picturesque olive groves, scenic country roads winding through perfect vineyards and isolated cypress trees atop hills. The tour con...

    It was a great tour except we only had one very small cheese tasting at the end of the tour. I expected a bit more wine and cheese for the tasting. Otherwise, it was a great tour with an amazing tour guide and driver.

  • From Rome: Full-Day Trip to Tuscany

    9. From Rome: Full-Day Trip to Tuscany

    During this tour around Tuscany you'll see the medieval architecture of towns such as Montepulciano, Pienza, Monteriggioni and Siena. You’ll see the winemaking process, have a chance to taste some of the region’s fine wines and enjoy a lunch of tasty regional specialties. The town of Montepulciano was a crucial trading center for Tuscany from the Middle Ages through the Renaissance. Its fame today derives from its world-renowned red wine. Proceed to the town of Montalcino, which has always been of major importance to the region due to its strategic hilltop position. It is home to Brunello, the well-known Tuscan red wine. Brunello is produced exclusively from the Sangiovese Grosso grape. The country’s average annual production is nearly 8 million bottles. Next on your tour is a stop in Siena, where you’ll see the medieval towers and alleyways that characterize this elegant town. The Pi...

  • Brunello Montalcino Full-Day Wine Tour from Florence

    10. Brunello Montalcino Full-Day Wine Tour from Florence

    Spend a full day exploring the Montalcino commune, famous for its Brunello di Montalcino wine, on a tour from Florence. You will also visit local wineries to gain a greater understanding of the history and process of winemaking. Your tour begins with a drive that weaves through the picturesque hills of Tuscany to the small region of Montalcino, just south of Siena. Upon arrival, visit 2 of the area wineries, where you will have the opportunity to meet the proprietor and explore the cellars while you learn more about the wines themselves. In addition, your guide will give you a history of the region and pointers on how to get the most from the wines during the tasting. Throughout this trip, you will have ample opportunity to enjoy the Brunello di Montalcino DOCG and Rosso di Montalcino DOC wines while also being treated to a memorable Tuscan lunch.

Other Sightseeing Options in Montalcino

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What people are saying about Montalcino

Overall rating

5.0 / 5

based on 25 reviews

This entire experience was amazing. Starting off, they pick you up at your hotel. They went out of their way to accommodate my group as we bought our tickets only a few hours before. We did the brunello tour. It was a 10/10 experience. The vineyards were stunning, the wine was delicious, and the organization of the whole tour was outstanding. You absolutely MUST do this tour if you can. It was one of the most memorable days of my life.

Highly recommend this tour! We had a great day going to three selected and very different wineries. Our guide Daniele shared his knowledge and passion about wine in general and the Montalcino region in particular with us. The highlight of the day was our homemade lunch at a small family run winery where the hosts made us feel like being friends rather than visitors. Overall, the tour was very informative and enjoyable!

Great company although we didn't know each other; driver-guide (Carlo) courteous and helpful. visited two different wineries but with excellent hospitality and excellent wines. Clear presentation. Close-knit and fun group. San Gimignano beautiful and fascinating, short time but only 90 minutes. Montalcino also a beautiful town adequate time for the visit.

Excellent wine tasting in Montalcino!!!! Lucia’s knowledge of wine and history was enlightening!!! Best tasting ever.

Great tour by Tomasso! Beautiful castle, beautiful vineyard and of course a great meal with awesome wine!