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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.

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

2. 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.

Montepulciano Wine Tasting and Cellar Tour

3. 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 & Pienza: Wine Tour From Florence

4. Montepulciano & Pienza: Wine Tour From Florence

Leave the bustling Renaissance hub behind as you travel comfortably in an air-conditioned vehicle to the enchanting locales of Pienza and Montepulciano. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza. Delight your taste buds with the exquisite flavors of the renowned Brunello di Montalcino wines. Plunge into the picturesque village of Montepulciano nestled in the Val d’Orcia, where you'll be captivated by the elegant Renaissance architecture and the breathtaking vineyard landscapes. Enjoy some leisure time to explore the village at your own pace. Reach finally Pienza, where you'll conclude your journey in the Renaissance era. Admire the panoramic vistas of the surrounding Val d’Orcia while diving into the rich history and enduring traditions of Pienza. At the end of your trip, enjoy your comfortable back to Florence.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

5. 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.

Montepulciano: Winery Tour and Tasting

6. 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 Siena: Montepulciano & Pienza Wine Tour

7. From Siena: Montepulciano & Pienza 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.

From Siena: Pienza and Montepulciano Small-Group Tour

8. 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 farm. 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, tour one of the many wineries carved out of the earth below the city and discover some of the palaces of the noble families that once lived here. Taste the Vino Nobile local wine and 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!

Florence: Valdorcia Wine, Brunello Montalcino, Montepulciano

9. Florence: Valdorcia Wine, Brunello Montalcino, Montepulciano

The tour departs from Florence and heads into the luscious surrounds of Val d’Orcia, a UNESCO World Heritage Listed site since 2004. As you travel to the first destination of the day, feel immersed in the region’s breathtaking landscapes, which were a source of inspiration for many Renaissance painters. Arrive at Montalcino, a locally owned family-run winery with an immensely welcoming atmosphere. Settle into the winery as if you were at home and learn everything there is to know about Brunello di Montalcino wine, vineyard techniques, the wine making process, wine aging, and how to appreciate wine properly. Enjoy a tasting session of the winery’s wines and try to pick up the flavors that are unique to this region. After the wine tasting, head to the nearby Papal village of Pienza, famous for its delicious Pecorino cheese. Here, enjoy a gourmet 3-course lunch in the colorful gardens of a former convent that dates back to the 15th century (April to October only). In winter season, lunch will be served inside at the restaurant). Following lunch, spend some free time exploring the town, wander around its historic center, and visit the famous cheese shops to pick up a tasty souvenir. Continue onto Montepulciano next, the final stop of the tour. Famous worldwide for its Vino Nobile wine, Montepulciano is a quintessential medieval Tuscan village with vast green landscapes marked by rolling hills and castle walls. Follow your guide for a tour of the village’s historical cellar, known locally as the ‘underground city’ and then enjoy another wine tasting session along with a sampling of delicious olive oils and other food specialties. At the end of the tasting there’s enough time to visit the main square to take some photos of the breathtaking landscape before returning to Florence.

From Rome: Bagnoregio & Orvieto Day Trip with Wines & Lunch

10. From Rome: Bagnoregio & Orvieto Day Trip with Wines & Lunch

Embark on a captivating journey through central Italy with this full-day trip that starts with pickup from a centrally-located meeting point in Rome. Hop on a comfortable bus for a scenic drive through the incredible Italian countryside until you reach Civita di Bagnoregio in Northern Lazio. Explore the hilltop village on a guided tour. Traverse the iconic bridge, marvel at rare stone formations, and immerse yourself in the historical charm. Hop back onto the comfortable, air-conditioned coach for a drive through the Tuscan countryside. Arrive at a traditional farmhouse in the area of Montepulciano. Indulge in a gourmet Tuscan lunch and a Brunello di Montalcino wine tasting. Indulge in panzanella (salad), salami, capocollo (pork cold cut), wild boar sausage, and Tuscan pecorino amidst this charming landscape. Travel to Umbria, the third-largest region in central Italy, to enjoy the ancient town of Orvieto. From the famous Duomo to the captivating Underground, Orvieto blends history with picturesque landscapes. Have some free time to explore the city and do some shopping before returning to Rome with unforgettable memories.

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Chianti Hills

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What people are saying about Montepulciano

Overall rating

(1,385 reviews)

Melissa was absolutely pleasure, she was knowledgeable and fun! An organized tour that felt comprehensive. Unfortunately we went on a very foggy day and we weren’t able to see the full Tuscan landscape but she made the experience as enjoyable as it can be given the circumstances. Pur local tour guide in montepulciano Chiara was charming. Lets not forget the driver! Julio! Fantastic navigation skills. I’m prone to motion sickness but he did well!

I took my wife, 2 boys 13 and 11, my mother, and my in-laws and they all really enjoyed the trip. The weather wasn’t the best but Tuscany was still very beautiful, lunch was great, the guide was very patient and knowledgeable, and the driver got us there without incident. All of my family members stated that they had a very good time.

It was very nice trip, I enjoyed. Our guide Marylin and the driver Andrea both are elevated Our day with lots of fun and joy. Marylin's explanation about the rome history is very clear and understandable. Many thanks for you guys giving us the opportunity to taste the fresh olive oil and wine. The lunch was awesome. Thank you.

My tour was changed to Montalcino tour a few days before and l can tell you it was fabulous, two great wineries and a 4 course lunch at one. Incredible! Elio our guide was a gem.

The tour was incredible! The guide Paula was super friendly and asked for information about the tour and the city of Rome, she exceeded my expectations.