Chianti, Monteriggioni & San Gimignano Wine Tour from Siena

Siena Ville
6 Hours
Min 2, Max 8
English, Español, Italiano
Cancel Free: 3 Days Prior
Pickup at the meeting point set by the host. Check meeting point

Here is what's in store for you

Meet your guide in Siena at 10:00 AM at the Basilica of San Domenico and depart for a full-day journey through the stunning Tuscan countryside.

Heading north, you will explore the enchanting Chianti region, a landscape of rolling hills between Siena and Florence, dotted with vineyards, olive groves, medieval villages, and ancient castles—home of the renowned Chianti wine tradition.

Your first stop will be at a family-run winery in Chianti Senese, where you’ll enjoy a guided tour of the cellar followed by a tasting of Sangiovese-based wines, discovering the authentic aromas of the region.

The journey continues with a visit to the charming fortress village of Monteriggioni, where you’ll walk along its ancient walls and explore its small, well-preserved historic center.

Next, you’ll reach San Gimignano, famous for its iconic medieval towers and recognized as a UNESCO World Heritage Site. Before exploring the town, you will visit a local winery for a guided tour and a tasting of 3 wines, including the prestigious Vernaccia di San Gimignano, accompanied by a traditional Tuscan lunch.

Afterward, enjoy free time to wander through San Gimignano’s historic center, visit its cathedral and fortress, and indulge in a delicious artisanal Italian gelato.

At the end of the experience, return to Siena with unforgettable memories of Tuscany’s landscapes, wines, and heritage.

Why choose Winedering?

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Free Cancellation

Free cancellation until 3 days before the start.

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What's Included

  • Private transportation
  • Visit to a family-run winery in Chianti with wine tasting
  • Visit to a family-run winery in San Gimignano with lunch & wine tasting
  • Local guide
  • Visit to the town of Monteriggioni
  • Free time in San Gimignano

What's not included

  • Personal expenses
  • Pick up and drop off at the hotel
  • Gratuities (optional)

Where we are and how to reach us

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Booking details and conditions

You can cancel for free until 3 Days Prior

This experience is reserved for participants over 18 years of age.

Please note that this is not a private tour and other participants may join the experience.

Frequently Asked Questions

This experience is for guests aged 18 and over. The price for adults is €220 per person.
Wines named for this experience include Chianti and Vernaccia di San Gimignano. The grape varieties behind the wines tasted in this experience are Sangiovese and Vernaccia.
It is a good fit for Couples. It can host small groups.
It departs from Siena Ville, in Tuscany (Italy). It is in the Chianti wine area.
Yes, it is available: Pickup at the meeting point set by the host. Check meeting point
This experience runs on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. It runs in the morning. Book at least 2 days in advance. Starting times: 10:00.
This experience is for 2 to 8 guests.
Unfortunately, pets are not allowed for this experience.
The languages available for this amazing experience are: English, Español and Italiano. You can choose one of these languages during the booking process.
You can cancel for free until 3 Days Prior
Tap the 'Book or Gift' button, pick a date and time, then choose your options and the number of guests: you'll see the price for your group straight away, and the whole booking takes less than a minute.

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from €220
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