9 Montepulciano Wine Tours the Drive Pays For

1.Montepulciano: Wine Tasting and Cellar Tour

★★★★★★★★★★4.8 · 545 reviews · 1 hour · from $38Our pick

Spend one hour in a historic Montepulciano cellar with an English or Italian guide, learning about Nobile di Montepulciano, tufa soil, family traditions, and barrel aging. Taste five DOC and DOCG wines, with some sessions offering six, alongside pecorino, bruschetta, olive oil, and typical crostini.

“The guide was excellent! Very knowledgeable and enthusiastic. The wine was phenomenal and perfectly paired with cheese, bread, and cold cuts.”

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2.Montepulciano: Winery Tour and Tasting

★★★★★★★★★★4.6 · 187 reviews · 1.5 hours · from $41

Meet at Talosa Cantina Storica for a 1.5-hour visit beneath Montepulciano. A guide such as Luigi, Hector, or Flavio leads you through vaulted tunnels and old chambers before a sommelier explains four Tuscan wines, including Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG. Bread, water, and traditional appetizers are included.

“It was really great All of us ( adult family of 5) found it fun and informative”

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

★★★★★★★★★★4.6 · 183 reviews · 1.5 hours · from $65

Meet your English- or Italian-speaking sommelier at Talosa Cantina Storica for a short tour through 14th-century vaults and tunnels, followed by four local wines, Tuscan snacks, cold cuts, cheeses, and seasonal pasta. Guides such as Luigi, Hector, Flavio, and Julia have made this a warm, informative stop in Montepulciano.

“The tour is incredible!! So interesting! You learn a lot about wine making in the region and the underground tomb and wine barrels. Fascinating stuff! Great staff - really welcoming and knowledgeable.”

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4.Wine Tour Ebike Experience

★★★★★★★★★★5.0 · 175 reviews · 5 hours (approx.) · from $192Top rated

Start at Urban Bikery in Piazza Grande, learn the e-bike, then follow a phone-guided route through Montepulciano’s hills and vineyards. Two cellar visits include eight Montepulciano wines. Guide support may be available, with Enrico, Pierre, and Piergiorgio praised for friendly help. Bring a charged phone and expect real hills, dirt roads, and a proper workout.

“We are six from Richmond Virginia we had a marvelous time cycling through Montepulciano the Vineyard experiences were excellent. The help we received at urban Cyclery was perfecto. Thank you for making us a wonderful trip.”

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5.Montepulciano: Artisan Heroic Wine Tasting at the Terrace

★★★★★★★★★★4.9 · 116 reviews · 2 hours · from $59

At Podere della Bruciata near Montepulciano, Andrea or Alessandro leads you through the vineyards and traditional barrel room before serving three wines with a generous Tuscan tagliere. The two-hour visit ends on a panoramic terrace, with views, local food, and a relaxed look at a small family winery.

“Great tour of a micro winery. Generous amounts of wine to taste, lovely charcuterie board and all information we needed to know about wine making :) we can highly recommend.”

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6.Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

★★★★★★★★★★4.9 · 88 reviews · from $112

Meet Alessandro, Irina, or another English-speaking host at Podere Casanova for a cellar tour covering Sangiovese, organic grape growing, fermentation, and aging. Then sit among the vines for a four-course Tuscan meal with wine pairings, country views, and a private-group setting that feels personal rather than rushed.

“Intimate setting. Had a shaded picnic table to ourselves in the vineyard. Great tour and great food & drink!”

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7.Montepulciano: Historical Cellars Guided Tour & Wine Tasting

★★★★★★★★★★4.4 · 83 reviews · 2.5 hours · from $77

Start in Piazza Grande with an English or Italian guide, walk through Montepulciano’s historic center, and enter two underground cellars beneath the town. See huge oak barrels, learn how Vino Nobile and Rosso are made, then taste both wines. Valentina has led especially well-received tours, sometimes for very small groups.

“amazing our guide was personal and full of history”

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

★★★★★★★★★★4.8 · 43 reviews · 4 hours · from $105

Spend four hours at Podere Casanova with an English or Italian guide, touring the winery and vineyard before a picnic of meats, cheese, bread, dessert, and wine. Guides such as Mirko and Emanuele bring winemaking to life. In rainy weather, lunch moves to a tasting lounge with vineyard views.

“Emanuele was our guide. He was kind, informative, and helpful. It was a small group for our tour and we had an incredible time! The wine was great and the property was beautiful. We did the picnic and we highly recommend. It has everything we needed. Our picnic included lasagne which was cooked to perfection. It also included meats, cheese, and bread. Dessert too! And an additional bottle of wine. After an incredible experience, Emanuele helped us back to the train station in order to for us to make it back to our lodging in Florence. The tour was everything we hoped for! Emanuele was top-notch guide and helper. WE…”

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

★★★★★★★★★★4.7 · 39 reviews · from $141

Learn to roll pici, tagliatelle, and possibly ravioli with an Italian or English-speaking host at a Tuscan farmhouse near Montepulciano. You will prepare sauces such as aglione, ragù, or cacio e pepe, then sit down for lunch or dinner with wine. Hosts may include Maria, Alister, Irene, Daniela, or Simonetta, depending on the class date.

“We definitely enjoyed our cooking experience! We made 3 different pastas plus 2 simple sauces- all delicious. Our host was so sweet and spoke a very good English ( although she kept apologizing for it), which made our class even better. I highly recommend this class!”

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