Things to do in Montalcino

Our most recommended things to do in Montalcino

From Siena: Val D'Orcia Wine Tour

1. From Siena: Val D'Orcia Wine Tour

Enjoy a day of culture, wine, and food as you visit some of the most impressive towns and villages in Tuscany. See 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 tradition is pecorino cheese. End the tour at Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of winemaking. Enjoy some free time before your return transfer to Siena by bus.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

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

Join a wine-tasting experience and enjoy a typical Tuscan lunch in the setting of a medieval Castle in Montalcino. Walk in the vineyard with an expert sommelier and take in the 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 the uniqueness of these Italian wines. After, sit down to eat a typical Tuscan 3-course lunch. The lunch menu is composed of a selection of cold cuts & cheeses, hand-made pasta with sauces, and dessert with coffee. A vegetarian option is available, please advise at the time of booking if desired.

Brunello di Montalcino Full-Day Wine Tour with Tastings

3. 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 vineyards below. After visiting the town of Montalcino the tour continues on to the stunning ancient mystical Benedictine Abbey of Sant Antimo, a special place in a tranquil setting. You’ll enjoy a traditional Tuscan lunch at a family-run winery, accompanied by the delicious wines produced at the facility. Afterwards, you’ll have the opportunity to visit the farm. In the afternoon you’ll visit a third winery where you’ll get a detailed description of the wine-making process, and learn how the vines are cared for and about the long aging process in oak barrels. After visiting the cellars and getting to know the winemakers, you’ll sit down for a final tasting of this nectar of the gods.

From Siena: San Gimignano, Montalcino & Wine Tasting

4. 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. 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. Visit San Gimignano, 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. Afterwards, stop at a winery for a lunch of salami, cheese, and other local products, accompanied by Chianti tasting.  Discover Val d’Orcia, another Tuscan jewel and a UNESCO World Heritage Site. Continue on to Montalcino, perched on a hill overlooking 1,500 hectares of Brunello vineyards that have contributed to the area’s international reputation. Finally, enter a local wine cellar, where you’ll have a chance to taste the renowned Brunello of Montalcino, rated among the finest Italian DOCG wines. Sample other typical local products as well.

From Florence: Pienza and Montepulciano Guided Wine Tour

5. From Florence: Pienza and Montepulciano Guided Wine Tour

Explore the wine lands and medieval villages of Tuscany with a guide on a day trip from Florence. Escape the “Cradle of the Renaissance” on an air-conditioned vehicle and head to Pienza and Montepulciano. Sample some of the most celebrated Brunello di Montalcino wines.   Transfer to Pienza to explore its Renaissance heart. Enjoy panoramic views of the surrounding Val d’Orcia, and learn about Pienza’s ancient traditions.  Next, go to the village of Montepulciano in the Val d’Orcia where you'll discover stately Renaissance buildings and churches of rare beauty, all set among the vineyards. Have some free time to visit the village before your return transfer to Florence.

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

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

Escape the hustle and bustle of Florence and experience the heart of Tuscany on this day trip from Florence. Ride in a spacious and air-conditioned van to the lush Val D’Orcia, a UNESCO World Heritage site. Stop at wineries, stroll through local towns, and savor local cheese. Hop aboard the comfortable bus at a centrally-located meeting point in Florence. Relax on the drive through the Tuscan countryside on the way to Montalcino. Try some world-renowned Brunello wine and stroll through the cellars and museum of a wine estate. Hear about the history of this estate which once belonged to the powerful Piccolomini family, whose members included Pope Pius II. Move up to the peak of the town for views of rolling hills, ancient oaks, picturesque olive groves, vineyards, and cypress trees. Continue to Pienza, which stands high upon a hill and dominates the Orcia valley with extraordinary views. Explore the charming streets of this small town at your leisure. Head to Montepulciano, home to the famous Vino Nobile vineyards where some of the vampire movie "New Moon" was shot. Sip on some wine while visiting the dungeon where the wine is stored under the ancient walls of the winery. Sample some Pecorino cheese and finally return by bus to Florence.

From Rome: Private Day-Tour of Tuscany

7. 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 Tuscany. Be picked up in Rome by a comfortable air-conditioned car or minivan. By mid-morning, you will be in the ancient Etruscan town of Montepulciano. The next stop is at the underground city, where one of Italy’s best wines, Nobile, is produced, and you will indulge in some wine tasting. Absorb views over some of Tuscany’s most beautiful vineyards before your private driver will take you out of town to a beautiful Tuscan vineyard. Stop at Pienza, with some free time for lunch. Get information on sites you may want to visit, such as the two Renaissance palaces and the beautiful Duomo. Pienza is a small town so you’ll go off on your own and take some time to wander around, enjoying ancient architecture and views of the rolling countryside. Whatever you choose to do with your time, be sure to sample Pienza’s most important product, pecorino cheese, in one of the many artisan food stores around the town. With full bags packed with wine and cheese, meet back at the car for a comfortable and scenic drive back to Rome.

Montalcino: Castle and Vineyards Tour with Tasting

8. Montalcino: Castle and Vineyards Tour with Tasting

Visit a famous estate in the Brunello region and learn how wine is produced. Discover 600 years of history in the castle with its courtyards surrounded by Brunello vineyards. Enjoy a 1-hour tour of the castle, cellars, and vineyards, ending with a tasting of Brunello in the historical courtyard. Starting at the main entrance, stroll through the entire walls of the castle and reach the Baldassare Peruzzi bridge, which was built in the early 16th century, and the Chapel of the Virgin of the Veil, which still contains a fragment of the veil of Virgin Mary. Along the way, visit noble vineyards and ancient medieval cellars. Finish your tour with a tasting of 3 selected wines paired with delicious local snacks.

From Florence: Brunello di Montalcino Private Full-Day Tour

9. From Florence: Brunello di Montalcino Private Full-Day Tour

Take some time to enjoy a region rich in refined winemaking and cultural treasures on a private day trip to the enchanting wine region of Montalcino. Visit 3 family-run wineries and tour their estates, including the vineyards, the wine cellars, the aging and tasting rooms. Taste a range of wines, and savor a traditional Tuscan lunch. Get picked up at your accommodation in Florence and meet your sommelier guide for the day. Then, head out into the Tuscan countryside to explore a region that has been producing red wines since the 15th century. Discover 3 family-run wineries and the famed Brunello di Montalcino, a distinctive red wine with Italy's highest DOCG that is produced from a local Tuscan type of Sangiovese. Learn about and compare the different styles of winemaking with your guide. Enjoy wine tastings at each of the scenic properties, which will include Brunello and other regional wines like Rosso di Montalcino, as well as a Tuscan lunch made from local products and specialties. At the end of your tasting journey, return to Florence for drop-off at your accommodation.

Montalcino: Brunello Wine Tasting Experience

10. Montalcino: Brunello Wine Tasting Experience

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 local breadsticks or Tuscan oil with 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 and the uniqueness of these Italian wines.

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What people are saying about Montalcino

Overall rating

4.4 / 5

based on 785 reviews

The small group was perfect for us, and our guide & driver was knowledgeable & friendly - we love San Gimignano but wished we could have had a bit longer to wander the streets & shop. Maybe even a shorter time at Montolcino, the view from the top of the castle is worth it but 20 minutes is all one needs. We enjoyed the wine tastings but found the 2nd stop at the “black tower” more interesting & professional - it was a great day and definitely a highlight of our travels Grazie

Fabulous driver/guide who could speak multiple languages really well and had deep local knowledge (including winemaking processes), lovely comfortable vehicle to travel in, stunning scenery, the right amount of time in each town and wine tasting with genuine local authentic quality wine makers (plus lovely food). We highly recommend this trip!

Leonardo was an enthusiastic, knowledgeable guide. The abbey and vineyards were picturesque. The vintners explained their craft in easy to understand yet detailed manner. A delicious and welcoming home-made meal overlooking the countryside completed the package!

Great wine tasting experience. Pienza wa also worth the time and we loved the visit. Luciao was the best tour guide. Highly recommend this tour. Thanks, Doug & Faith

Leonardo was a wonderful guide. This tour has been a highlight of our 11 day trip. Highly recommend spending the time to try this.