7 Food Tours in Siena Worth the Money

1.Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

★★★★★★★★★★5.0 · 952 reviews · 9 hours (approx.) · from $217Our pick

Spend about nine hours with a small group of up to eight, traveling from Siena to three Montalcino wineries, Sant'Antimo Abbey, and the hill town of Montalcino. Expect cellar visits, Brunello and Rosso tastings, a family-style Tuscan lunch, and guides such as Mattia, Juliana, Paolo, and Emanuele.

“Visited 3 beautiful family owned wineries and all of the wines were delicious even bought a few bottles to enjoy along our travels in Italy”

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2.Montepulciano: Wine Tasting and Cellar Tour

★★★★★★★★★★4.8 · 545 reviews · 1 hour · from $38Best value

Spend an hour beneath Montepulciano tasting Nobile di Montepulciano and other Tuscan wines. Your English or Italian guide explains the De’Ricci cellar, tufa soil, and oak aging, followed by pecorino, bruschetta, crostini, and possibly a sixth pour depending on the session.

“Amazing tour loved very bit of it. Every once in a while I order some wine from the Contucci Cellar. loved it”

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3.A Wine Tour and Tasting Experience

★★★★★★★★★★5.0 · 352 reviews · 3 hours (approx.) · from $102

Meet at Azienda Agricola La Lastra outside Siena for a three-hour visit through organic vineyards and the wine cellar. Guides such as Maya and Maia explain grape growing, winemaking, tasting, and food pairing before four wines, olive oil, and a seasonal Tuscan lunch.

“Found this wine and food tour and loved it. Beautiful setting in the winery. We toured the vineyard and cellars. Then the wine pairing!!! So good my husband bought a case to take away and one shipped home. Loved the fact that it was organic. Our guide. (Sorry can’t remember her name!) was very knowledgeable and took great pictures of us in the vineyard. Met some lovely travelers and shared food and wine. Two thumbs up.”

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

★★★★★★★★★★4.6 · 324 reviews · 1.5 hours · from $69

Meet your English- or Italian-speaking sommelier at Castello Tricerchi, stroll through the vineyard, hear the estate’s story, and taste three Tuscan wines with local snacks. Finish with cold cuts, cheeses, handmade pasta, dessert, and coffee in a medieval castle.

“We had an engaging time listening to Allessio explain the wine making process and the history of the Tricerchia family and Castle The wine tasting and lunch at the end of the tour was a great finish Gracie!”

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5.Educational Wine Tour & Tasting

★★★★★★★★★★5.0 · 203 reviews · 3 hours · from $100

Spend three hours at Azienda Agricola La Lastra, just 2 km from Siena, with a guide such as Maia, Christian, or Renato. Walk through organic vineyards, visit the cellar, taste four local wines, and share a seasonal Tuscan lunch with food and wine pairings.

“We lucked up with nice weather and our guide was the owner. He was passionate about his vines, respecting the environment, keeping them healthy organically. He told us about the process of making his wines from the grapes grown in the two vineyards that he operated. After time in the field and viewing the operations, we sat at a beautiful large table for a light lunch and wine tasting. My husband said this was his favorite tour of our whole trip to Italy. You do have to make your own way to the winery and back just outside of Siena. So read the details and allow time to catch a…”

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6.Montalcino: Guided Winery Tour and Wine Tasting

★★★★★★★★★★4.8 · 200 reviews · 1h 45m · from $53

At Corte Pavone Winery near Montalcino, an English- or Italian-speaking guide leads you through biodynamic vineyards, grape-processing rooms, and a cross-vaulted cellar before six wines arrive in three flights. Choose a Brunello, Maremma, or full-estate tasting.

“Great tour trough the fields and great guide (man with the earring 😊). I didn’t know one could know so much about wine. The explanation was very enlightening.”

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7.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 sommelier such as Luigi or Flavio guides you through old vaults, tunnels, barrels, and local wine, including Rosso and Nobile di Montepulciano, with bread, water, cheese, and cured meats.

“Better than expected! The tour isn´t that big but it was really okay!”

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