Next available: Mar 19, 2026
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Tuscany Wine & Hills from Siena

 ACTIVITY 
Day tour from Siena through Chianti and Val d'Orcia to Pienza and Montepulciano, with winery visits, Chianti and Nobile di Montepulciano tastings and extra virgin olive oil sampling.

  Duration: 10h 15m
  Hosted in: EN



Tuscany Wine and Hills Tour from Siena

 Next available: Mar 19, 2026
☆☆☆☆☆    Be the first to review
$ 172.71
About This Activity
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Mobile Voucher
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Printed Voucher
Monday - Sunday
Group: Max10 people




What you'll do

The adventure begins in the medieval village of Monteriggioni, where you join your group and set off to explore the rolling hills of Chianti. Immerse yourself in Tuscany's winemaking heritage with a visit to a family-run winery. There you will taste three distinct wines at the first cellar and learn about local production methods while sampling extra virgin olive oil and rustic Tuscan bread. Knowledgeable guides enrich the experience with stories about the region's history, art and rural culture.

From Chianti you continue into the scenic Val d'Orcia, arriving in Pienza — a compact town famed for its harmonious Renaissance architecture and panoramic views. Enjoy free time to wander historic lanes, visit artisan shops or relax over a leisurely lunch at your own pace.

The tour proceeds to Montepulciano, a hilltop town known for its elegant churches and Renaissance palazzi. Here you can savour traditional Nobile di Montepulciano wine and take in spectacular vistas of rolling vineyards and cypress-lined roads. A second winery stop offers further tastings paired with local snacks, deepening your appreciation of Tuscan flavours and winemaking traditions.

The day concludes with a comfortable drive back to Siena, allowing time to reflect on a full day of culture, food and outstanding countryside scenery.

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Included / Excluded
Scenic drive through Val d'Orcia
Stops in Monteriggioni, Pienza and Montepulciano
Traditional Tuscan bread and local snacks
Extra virgin olive oil tasting
Wine tastings (including Chianti and Nobile di Montepulciano)
Guided winery visits
Return transport from Siena

Before You Go

Minimum legal drinking age applies

Notify operator of dietary requirements in advance

Sun protection and a camera recommended

Comfortable walking shoes and weather-appropriate clothing

Valid photo ID required for alcohol tastings


Meeting Point

Italy

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Activity Highlights

Highlights of the tour

This carefully curated day trip blends culture, gastronomy and scenic drives to deliver an authentic Tuscan experience.

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