Wine Country Day Trips in Rome: the 4 We Rate

1.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83Our pick

Spend about 12 hours touring Tuscany from Rome by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with wine, then browse Pienza. English-speaking guides such as Flavio, Barbara, Anna, and Antonino lead the day, with small-group upgrades adding extra tastings and a Montalcino castle visit.

“This was the best experience ever!! Beautiful countryside tour. Outstanding authentic food. Erica and Barbara were great guides. Could not have asked for a better experience”

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2.Tuscany & Montepulciano Day Trip with Lunch & Wines

★★★★★★★★★★4.7 · 3,004 reviews · 11 - 12 hours · from $81Best value

Spend 11 to 12 hours traveling from Rome to Tuscany with an English-speaking guide, visiting Montepulciano, San Biagio, and Pienza. You’ll walk medieval streets, eat a three-course vineyard lunch, and taste local wines, including Brunello di Montalcino. Guides such as Antonino, Anna, Eduardo, and Barbara are known for lively stories and practical help throughout the day.

“Fanatic tour guide was very well clued up. Every stop was magnificent and the food was amazing”

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3.Bagnoregio & Orvieto Day Trip with Wines & Lunch

★★★★★★★★★★4.6 · 1,075 reviews · 12 hours · from $93

Spend 12 hours visiting Civita di Bagnoregio and Orvieto from Rome, with a Tuscan farmhouse lunch and five-wine tasting near Montepulciano. Guides such as Chiara, Laura, Alberto, and Semih are praised for clear history and practical help. Expect long coach rides, steep walks, and a full but rewarding day.

“Barbara was an excellent guide. Very warm and welcoming. She made us feel like family.”

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4.Tuscany Comfort Day Tour from Rome with Wine & Lunch

★★★★★★★★★★5.0 · 313 reviews · 12 hours (approx.) · from $349Top rated

Travel from Rome to Florence by prebooked high-speed train, tour Florence with a guide, then ride by private air-conditioned van to a family-run winery near San Gimignano. Enjoy vineyard views, a wine tasting, charcuterie, focaccia, homemade pasta, dessert, and free time in the medieval hill town before returning to Rome.

“Had a great time on this tour. The tour guide Sarah was very knowledgeable about the history of Tuscany and Florence. We started off with exploring Florence then went to a winery for lunch. The winery was beautiful, the food and wine were all so good. The day ended with a stop at San Gimignano where there where many wonderful leather goods shops and things you can buy for your home.”

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