San Gimignano Wine Tasting Tour
Discover the Hidden Gems of Tuscany: Vernaccia and Chianti
About This Tour
Tuscany is world-renowned for its exceptional red wines, but few know about the small region of San Gimignano, where an extraordinary white wine called Vernaccia is produced. Visit a carefully selected winery in Chianti Classico for a guided cellar tour, then continue to San Gimignano to taste this dry, well-structured white wine.
Highlights
- Visit to a Chianti Classico winery with guided cellar tour
- Tasting of 3 to 4 top-tier Tuscan wines
- Discover Vernaccia di San Gimignano, Tuscany's noteworthy white wine
- Free time to explore the medieval town of San Gimignano
- Stop for authentic Italian gelato
Itinerary
Pickup
Private pickup at your hotel in Florence, heading first into Chianti Classico.
Chianti Classico winery — cellar tour & tasting
Guided cellar tour and tasting of 3 to 4 top-tier Tuscan wines at a carefully selected winery.
San Gimignano — Vernaccia tasting
Continue to San Gimignano to taste Vernaccia, Tuscany’s celebrated white wine.
Free time & gelato
Free time to explore the medieval town’s towers and piazzas, with a stop for authentic Italian gelato.
Return
Drop-off back at your hotel in Florence.
What's Included
- Private, air-conditioned vehicle with dedicated English-speaking driver
- 2 cellar visits
- Wine tastings of Chianti Classico, Riserva, Super Tuscan and Vernaccia
- Extra-virgin olive oil tasting
- Traditional Tuscan lunch at the winery
- Free time to explore the medieval town of San Gimignano
- All local taxes
- Tips and gratuities
Price by Group Size
| Group size | Price per person | Total |
|---|---|---|
| 2 travelers | €400 | €800 |
| 3 travelers | €380 | €1,140 |
| 4 travelers | €320 | €1,280 |
| 5 travelers | €300 | €1,500 |
| 6 travelers | €250 | €1,500 |
| 7 travelers | €240 | €1,680 |
| 8 travelers | €220 | €1,760 |
Your Trip Designer
Vittorio Del Bono Venezze
Every private day is planned by hand, not booked from a menu. Once you enquire, the team puts together a proposal tailored to your dates, pace and taste — usually within 24 hours, with no obligation to book.
The Wineries
Meeting Point
Pickup at your hotel or residence in Florence when possible. Some central streets fall within the ZTL limited traffic zone — cars cannot enter them — in which case we arrange a nearby meeting point instead.
Tour Area
Cancellation Policy
| Notice before departure | Charge |
|---|---|
| More than 14 days | No charge |
| 48 hours – 14 days | 50% of tour price |
| Less than 48 hours | 80% of tour price |
| No-show | 100% of tour price |
Frequently Asked Questions
What makes Vernaccia di San Gimignano special?
It's Tuscany's only DOCG white wine, made from the Vernaccia grape grown around the medieval towers of San Gimignano — it's even mentioned in Dante's Divine Comedy.
How much free time do we get in San Gimignano?
Enough to walk the medieval center at your own pace, climb a tower if you like, and stop for the town's well-known gelato. Your guide can adjust the timing on request.
Is this tour really private?
Yes — the vehicle, driver and guide are reserved exclusively for your party for the entire day. You won't be grouped with other travelers at any winery.
Reviews
Kaila Jeffcoat
We had a phenomenal wine tasting experience in Tuscany with Italyandwine.net! Andrea was incredibly knowledgeable as a level 3 sommelier, and guided us through our day as he shared his passion for wine as we toured 2 wineries along with his love for history as we drove from one location to the next. We enjoyed a stop in San Gimignano to explore the historic, medieval town and from there toured 2 wineries with a wonderful wine selection and lunch included. Our understanding of Tuscany's tight restrictions for wine only broaden our knowledge of quality wine and variation of grapes and felt like we left with a comprehensive understanding of each wine we tasted and the wine-making process. It was the highlight of our 2 weeks in Italy and we will definitely be back to explore other wineries within the region through this great, family-run business!
San Gimignano Wine Tasting TourChristopher Cope
Andrea was the best guide we have ever had. He was very knowledgable and very kind. He arrived on time and communicated clearly what to expect throughout the day. He also provided great insights to the wines and region.
San Gimignano Wine Tasting TourRob Adams
My wife and I joined Matteo on a private wine tour in Tuscany. Matteo was helpful, knowledgeable and a great guide through the Tuscan countryside and wines. We will definitely recommend to friends and hope to get back soon for more fantastic Italian wine!
San Gimignano Wine Tasting TourBeth Triana
Our family was looking for a wine tour that could accommodate 9 people — most companies cap their groups at 8 — and also include some white wines alongside the famous Tuscan reds. Italy and Wine were incredibly flexible and attentive to our requests. Our guide, Ingrid, was excellent, sharing fascinating insights about the history and culture of San Gimignano. We loved exploring the medieval town as much as we enjoyed the vineyards and wines. The first winery served an amazing lunch that just kept coming — each course thoughtfully paired with a different wine, making it a true culinary experience. Overall, this tour exceeded our expectations. It was educational, fun, and a highlight of our trip. Highly recommended for anyone visiting Tuscany, whether you’re a seasoned wine enthusiast or just starting to explore!
San Gimignano Wine Tasting Tour
