Montalcino
Wine Tasting & Winery Tours

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Our most recommended Montalcino History & Heritage

  • 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!

  • Brunello di Montalcino Wine Tour from San Gimignano

    5. 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.

  • From Rome: Private Day-Tour of Tuscany

    6. From Rome: Private Day-Tour of Tuscany

    Take a break from the chaos of Rome with a Tuscan holiday. The tour focuses on the famous Val D’Orcia region, visiting the historic hill towns of Montepulciano, Pienza and the vineyards of Montalcino. If you have a taste for Tuscany but just a short time in Italy, this tour is for you! A comfortable air-conditioned car or minivan will collect you in Rome and by mid-morning, you will be in the ancient Etruscan town of Montepulciano. The next stop is at the vineyards of Montalcino. This is where one of Italy’s best wines, Brunello di Montalcino, is produced. Absorb views over some of Tuscany’s most beautiful vineyards before heading to Sant’Antimo Abbey where, with a bit of luck, you’ll be just in time to hear the monks perform Gregorian chants. Your private driver will take you out of town to a beautiful Tuscan vineyard. At lunch, enjoy a wine tasting accompanied by bruschetta and three ...

  • From Florence: Brunello di Montalcino Full-Day Tour

    7. From Florence: Brunello di Montalcino Full-Day Tour

    Explore a region renowned internationally for its Brunello di Montalcino, a red wine hard to forget due to its precious formula. Take some time to enjoy a region rich in refined winemaking and cultural treasures alike Escape the hustle and bustle of Florence and experience the heart of Tuscany by visiting the enchanting area of Montalcino. Montalcino is one of the most famous Tuscan hilltop towns in the region, located 40 km south of Siena. The territory is well-known for its excellent wine, in particular the Brunello di Montalcino DOC. The region is one of the most timeless and unspoiled places in Italy. On this tour, you will come to understand why Tuscany is not merely a place, it’s an experience. Visit the town of Montalcino and 3 different family-run wineries during the course of the day. You will taste not only the precious Brunello, but also a wide range of regional wines. Enjoy...

  • Val D'Orcia: Montepulciano, Pienza, Montalcino with Winery

    8. Val D'Orcia: Montepulciano, Pienza, Montalcino with Winery

    Built in 1500 along a narrow ridge of limestone, Montepulciano is well-known all over the world for its imposing Renaissance palaces and for the Vino Nobile, one of the most appreciated Tuscan wines all over the world. After the guide provides you with some background of the area, enjoy some free time on your own. Your next stop will be to Pienza. This is one of the most beautiful Tuscan towns, a rare example of Renaissance architecture brought to completion. Have some free time for lunch and relax. In the early afternoon, continue through enchanting landscapes to reach Montalcino, famous for the finest wines in the world: Brunello di Montalcino. Experience the romance of the mighty fourteenth-century fortress rises from atop the hill.

  • Florence: Val d'Orcia Private Chauffeur-Driven Tour

    9. Florence: Val d'Orcia Private Chauffeur-Driven Tour

    Let your driver do all the work as they take you on a journey through the enchanting Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills, and cypress trees. Explore in total freedom the enchanting towns of Montalcino, Pienza, and Montepulciano, and try some of the best wines in the world. The first stop will be Montalcino, the land of the world-renowned Brunello wine. Here you will be enchanted by the outstanding charm of the tiny village itself, a maze of cobbled streets, quaint wine shops, and Romanesque-style churches. Next stop is the majestic medieval fortress. Admire the views of sunny rolling hills, picturesque olive groves, and scenic country roads winding through perfect vineyards. Continue to Pienza, built high on a hill with extraordinary views of the Orcia valley. The entire city was rebuilt as an ideal Renaissance town by ord...

  • Montalcino: Brunello Wine Tasting with Local Snacks

    10. Montalcino: Brunello Wine Tasting with Local Snacks

    Enjoy an exclusive 1.5-hour wine tasting experience with local snack pairings in the setting of an elegant medieval castle in Montalcino. Go for a stroll in the vineyard together with your professional sommelier and learn about the wine-making process before the guided wine tasting of 3 local wines. Meet your sommelier to first take a walk together in the vineyard. Hear the history of the castle and its family as you admire the beautiful Tuscan landscape and learn more about traditional high-quality wine production methods and techniques. Then it is time for your exclusive guided wine tasting of 3 local wines paired with delicious Tuscan appetizers and bread. During the wine tasting, you will taste 3 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 an...

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What people are saying about Montalcino

Overall rating

4.5 / 5

based on 321 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!