Things to do in Val d'Orcia

Our most recommended things to do in Val d'Orcia

Montepulciano Wine Tasting and Cellar Tour

1. Montepulciano Wine Tasting and Cellar Tour

Embark on a fascinating journey through the wine making traditions of Tuscany on a guided cellar tour in the medieval village of Montepulciano. Famous for its noble red wines, the wine region is also notable for the use of quality wood to age the wine. Marvel at the rows of enormous oak barrels from Slavonia, where refined Nobile di Montepulciano wines are stored alongside barrels made from quality French wood. Hear about the sandy tufa soil of the area, where fossils have been found to provide evidence of ancient origins. Pair your wines with bruschetta with extra-virgin olive oil.

Montepulciano: Winery Tour and Tasting

2. Montepulciano: Winery Tour and Tasting

Head into the heart of Montepulciano to a historic underground cellar dating back to the 16th century. Learn about the cellar and admire its impressive vaults and tunnels which create a charming setting for the experience. Next, enjoy a tasting of premium wines with an expert sommelier. Sample some of the cellar's most prestigious wines, and learn about the different flavors. The tasting session includes four of the most well-known wines of the region, including Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG. The wine is also accompanied by some delicious snacks, so you can taste the very best that Tuscany has to offer.

From Rome: Tuscany Day Trip with Lunch and Wine Tasting

3. From Rome: Tuscany Day Trip with Lunch and Wine Tasting

Leave Rome's hustle and bustle behind and head to Tuscany for the day.Enjoy a guided town of Montepulciano and eat a delicious 3-course lunch with an Italian wine-tasting experience you won't forget. A comfortable, air-conditioned coach will pick you up in Rome. As you drive towards rolling hills, your expert tour guide will explain Tuscany’s rich culture and answer any questions you might have about the day ahead.  First, enjoy a walking tour of the hill town of Montepulciano. Take in an ancient but still-functioning wine cellar and ruins that pre-date Rome. Next, visit San Biagio, a 16th-century Renaissance church with a travertine facade welcoming in the sunlight and exquisite decorations inside. Just a short drive away awaits a delicious Tuscan lunch. Enjoy a 3-course meal with wine pairings in the wine cellar of an authentic vineyard farmhouse, including the famous Brunello di Montalcino and varieties from the vineyard itself.  Buy your souvenir Tuscan wine here, or wait for the final stop: Pienza. Your tour leader will offer insights, but your time is yours: shopping for pecorino cheese, balsamic vinegar, wines, and other local specialties, finding the right photo opportunity, or simply wandering the streets like a local. Next, return to Rome in air-conditioned comfort — fulfilled, relaxed, and ready for the next day.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

4. Montepulciano: Wine Tasting & Lunch in a Typical Winery

Enjoy an exclusive 1.5-hour wine tasting experience and typical Tuscan lunch in an elegant, ancient wine cellar in Montepulciano. Together with an expert sommelier, discover the cellar vaults and tunnels dating back to the 14th century Discoer the various steps in wine production. Then, take part in an exclusive wine tasting experience combined with a variety of delicious snacks. Sample four local wines including the world-renowned Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, as well as some local Tuscan products. Afterward, enjoy a full typical Tuscan lunch comprised of cold cuts, cheeses, and a seasonal pasta dish.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

5. 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.

From Siena: Val D'Orcia Wine Tour

6. 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.

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

7. 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.

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.

Montepulciano: Historical Cellars Guided Tour & Wine Tasting

9. Montepulciano: Historical Cellars Guided Tour & Wine Tasting

Start at Piazza Grande and discover the history of Montepulciano and the deep roots that for centuries have shaped the local people and the Vino Nobile. A guide will lead you inside 2 underground cellars, through tunnels dug into the spectacular brick vaults.  Here, you'll find the gigantic oak barrels, inside which the famous Vino Nobile di Montepulciano DOCG and the Rosso di Montepulciano DOC “rest”. At the conclusion of your visit, enjoy a tasting of the wines, with an explanation of their basic characteristics.

From Siena: San Gimignano, Montalcino & Wine Tasting

10. 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.

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What people are saying about Val d'Orcia

Overall rating

4.5 / 5

based on 1,557 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

The wine tour was one of the best we have had in a trip full of great experiences. Our Sommelier, Nicola was wonderful, extremely knowledgeable and really took his time giving us a deeper understanding and appreciation of the wines. We could not have enjoyed it more. The wine cellar was spectacular some of which dates to antiquity. The wines we fabulous. I would highly recommend this tour.

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!

Anna and Andrea were very helpful during the whole trip and Klaus our guide in Multipulciano was great too! The visit to the restaurant was also great which includes the wine tasting experience !!!

Emiliano is the best guide. If you consider going on this tour ask only for him. You will be entertained, informed and get a lot of good tips for your time in Rome.