Montepulciano Wine Tours

TUSCANY · DESTINATION

6 Best Montepulciano Wine Tours In Siena

Most booked first.

Our shortlist of the 6 most-booked montepulciano wine tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

6 Best Montepulciano Wine Tours In Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena - Pienza: the Renaissance town with an hour to wander for real

1.Small-Group Montepulciano and Pienza Day Trip from Siena

Most Popular 5.0

Small-group Siena day trip to Pienza and Montepulciano via Crete Senesi and Val d’Orcia, with pecorino farm lunch and wine tastings.

“Absolutely wonderful tour. Tour guide exceptional. Julianna was very informative kind and fun to be with. Loved seeing the countryside and the villages. Best tour I’ve been on with 8 folks. Loved the small group.”

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From Siena: Pienza and Montepulciano Small-Group Tour

From Siena: Pienza and Montepulciano Small-Group Tour - Pienza: why this tiny town feels so carefully designed

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

4.9

Siena day trip to Pienza and Montepulciano with panoramic drives, organic-farm lunch, pecorino tasting, and Vino Nobile cellar sampling.

“Matt was a wonderful guide: great knowledge, sense of humour and flexibility. The stops were fascinating and the lunch was superb. Although it isn’t a cheap trip, we felt it was really good value. The wine cellar visit in Montepulciano was optional but don’t miss it! Matt said his aim was to create great memories…”

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Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch - Price and Logistics: what $265.49 buys you

3.Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

5.0

Full-day Montepulciano wine tour with two tastings, a 3/4-course lunch, and door-to-door pickup. Small group, English driver.

“We had a great tour of two wineries and our driver Patrizio was very prompt and professional . We had a great time on our honeymoon ❤️ Highly recommend taking TuscanyTours.IT Talia & Daniel”

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Cities, Cheese and Wine Tour in Pienza & Montepulciano

Cities, Cheese and Wine Tour in Pienza & Montepulciano - Montepulciano: Streets Worth the Morning, Cellars Worth the Pause

5.Cities, Cheese and Wine Tour in Pienza & Montepulciano

5.0

One day in Tuscany with Montepulciano, a cheese-farm lunch near Pienza, and two Nobile-area wine tastings, with hotel pickup.

“Stephan was an amazing guide and driver for our day. He knowledge about the region made our day fun and informative. We would highly recommend this tour and exploring the hidden gems.”

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Montepulciano: Dining Experience at a Local’s Home

Montepulciano: Dining Experience at a Local's Home - The 2.5 Hours: Cooking Demo, Then Three-Course Shared Dinner

6.Montepulciano: Dining Experience at a Local’s Home

4.9

Montepulciano home dinner with a Cesarina cooking demo, a shared 3-course meal with regional wines, and real Tuscan family stories.

“It was a really great and unforgettable experience. Our hostess Barbara gave us a very warm welcome and gave us a wonderful experience. The food was outstanding and the ambience couldn't have been better. Thank you very much for that!”

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