Our most recommended things to do in Montepulciano

From Rome: Tuscany Guided Day Trip with Lunch & Wine Tasting

1. From Rome: Tuscany Guided Day Trip with Lunch & 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 and Cellar Tour

2. 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: Pasta-Making Class with Tasting and Wine

3. Montepulciano: Pasta-Making Class with Tasting and Wine

The pici are the most famous pasta dish in the Province of Siena. It is a type of pasta made by hand, thicker than normal spaghetti, which is made by rolling the dough and rubbing it with both hands; this gesture is precisely called, in the local dialect, "appiciare". It is a peasant recipe, easy to make, which you can easily learn even if you are not much familiar with the practice of cooking. You will pleasantly learn to make not only pici, but also tagliatelle and tasty sauces for seasoning, such as meat ragout, aglione sauce, or cacio e pepe [“Cheese and Pepper”]. Reproducing these Tuscan recipes at home will be easy, and with the advice you will receive from our housewives, you will not go wrong; your performance will definitely be a big shot! At the end of this cooking course on fresh pasta, you will enjoy the first courses, properly paired with a glass of wine. As a small present for you, the apron of the true Tuscan Chef.

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.

From Siena: Val D'Orcia Wine Tour

5. 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. Meet your guide in Siena and join the rest of the group to start your full-day tour. Explore Montepulciano, where the stateliness of its Renaissance buildings and the refined beauty of the town's churches mix with the ancient tradition of winemaking. Cross gently rolling hills full of vineyards, and then sample local wines served with some snacks. Enjoy some free time in this magnificent village. 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. Enjoy the end of the tour by walking through the streets of the village before your return transfer to Siena by bus.

Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

6. Montepulciano: Winery Tour, Tasting, and Vineyard Picnic

Head to a scenic winery in the heart of the Tuscan countryside and soak up panoramic views of the rolling hills and vineyards that surround you. Enjoy a guided tour of the winery, its cellar, and vineyard, and learn how wine is made from grape to glass. After the tour, pick up your picnic basket and find a spot in the vineyard to settle down for lunch. Dine on a selection of delicious local products and delicacies, including cold cuts, cheese, focaccia, cakes, and more. Lunch is also accompanied by a bottle of red or brut wine of your choice.

From Florence: Val D'Orcia, Montepulciano, Pienza Wine Tour

7. From Florence: Val D'Orcia, Montepulciano, Pienza 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 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. Next, go to Pienza to explore its Renaissance heart. Enjoy panoramic views of the surrounding Val d’Orcia, and learn about Pienza’s ancient traditions before your return transfer to Florence.

Montepulciano: Winery Tour and Tasting

8. 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.

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: Pienza and Montepulciano Small-Group Tour

10. From Siena: Pienza and Montepulciano Small-Group Tour

Travel along one of the most panoramic roads in Tuscany, driving the characteristic moonscape of the Crete Senesi en route to the medieval hamlet of Pienza in the Val D’Orcia valley. One of the first towns to be entirely planned on paper by important architects and artists of the time, Pienza was commissioned by Pope Pius II - the humanist pope - to help him renovate his native town and bring it to new splendor. A wholesome lunch, based on fresh local ingredients will be waiting on a beautiful terrace (weather permitting) at a local dairy farm. Learn about the process of making Italy’s famous pecorino cheese. Continue in the afternoon to Montepulciano, one of Tuscany’s largest hill towns. Under the dominance of Siena in the Middle Ages, and Florence during the Renaissance, today it is renowned for its wine. See influences from both towns in the architecture and art of the historic center, located on a steep hill with beautiful views of the Tuscan and Umbrian border. Go to the main Piazza Grande, and tour one of the many wineries, carved out of the earth below the city. Discover some of the palaces of the noble families that once lived here. After a short walk around town with a guide, enjoy some free time to taste the fabled wines, or continue to explore the palaces, churches and streets on your own. As you follow the route of the main road downhill, imagine how hard the “Bravio delle Botti” festival must be; a competition to race wine barrels from the bottom to the top of the hill!

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What people are saying about Montepulciano

Overall rating

4.5 / 5

based on 1,385 reviews

From the beginning of the trip the tour guide Valentina was very welcoming and ensured her guests were treated with the upmost respect. Valentina was very knowledgeable from the history of certain areas of our trip to her recommendations for food and sites to see after the tour. The overall experience of the locations visited we’re breathtaking. The additional tour guides were also welcoming and informative. If I were to visit Rome again I would highly book another trip with this company to ensure I get the best experience during my time in Italy.

So much fun with our guide Heather and driver Andre. They looked after us very well all day long. The views were amazing and overall the day was very enjoyable, made several friends on the trip as a solo traveler so never really felt alone. Would recommend!

Anna (guide) and Andrei (driver) were both excellent and made the trip a breeze for all patrons. My girlfriend gets motion sick easily and they offered her the emergency seat in the front of the bus to alleviate it. Highly recommended.

The mountaintop town and the farm were the best! Fantastic views and great homeade food!

Heather is the best guide! Thanks for a wonderful honeymoon excursion to Toscana