5 star rating: Highly Recommended 22 Reviews

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  • Location:Siena, Italy
  • Duration:5 hours (approx.)

Best San Gimignano Day Trip from Siena with Wine Tasting

Visit the enchanting Tuscan hill town of San Gimignano on a half-day tour from Siena, and enjoy a wine-tasting session, too! After hearing the town’s history from your guide, enjoy some free time to soak up the sights, like its exquisite Collegiata cathedral. Head to a winery in the hills to explore its vineyards and cellars, and then enjoy a wine-tasting session, with antipasto, several Tuscan wines, and, of course, the prestigious Vernaccia white.

Numbers are limited to eight on this small-group tour, ensuring you’ll enjoy personalized attention from your guide.


  • Half-day San Gimignano trip and wine-tasting session from Siena
  • Learn about San Gimignano’s medieval history and architecture from a friendly guide
  • Enjoy free time in the hilltop town, seeing attractions like the Collegiata and Via Francigena
  • Take a tour of a Tuscan winery and try the region’s famous Vernaccia white wine
  • Snack on a plate of antipasto (crostini, olives, cheese and more) while sampling Tuscan wines
  • Small-group tour with a maximum of eight people ensures a more personalized experience

What You Can Expect

Best San Gimignano Day Trip from Siena with Wine Tasting

Enjoy a wine-tasting session in one of San Gimignano's wineries!

Leave your central Siena hotel and travel north through the Tuscan countryside by luxury minivan. Your destination is San Gimignano, an impressive medieval town complete with lovely, old city walls and lofty towers. Perched on a hill overlooking the verdant Val d’Elsa valley, the UNESCO-listed town is loved for its views, history and architecture.

Learn all about the compelling town from your guide as you travel, and then enjoy free time in San Gimignano to explore at your own pace. Admire the fascinating architecture around Piazza della Cisterna and Piazza del Duomo, and have your camera ready for photos by the Collegiata – San Gimignano’s Romanesque cathedral. Perhaps take a stroll along the Via Francigena strip – an ancient pilgrimage road – or visit the shops to browse the locally made handicrafts and beautiful Santa Fina pottery.

Meet your guide at the pre-arranged time and travel to a renowned Tuscan winery in the countryside near San Gimignano. After a tour of its vineyards and wine cellars, sit down to enjoy a wine-tasting session, sampling the region’s full-bodied Vernaccia wine. The only white Tuscan wine to have achieved Italy’s most prestigious wine classification – DOCG status – Vernaccia has been considered to be one of the country’s noble wines since medieval times. Savor its dry, floral tones and compare its rich flavors against samples of other Tuscan wines.

Italians like to eat as they drink, so follow their lead and soak up the delicious wines with some light antipasto. The snacks served during your wines tasting will vary each time, but expect treats like crostini and bruschetta with olives, cheese, ruby-red tomatoes and cured meats.

At the end of your tasting, return to your minivan for your journey to Siena. Your tour finishes back at your hotel.

Customer Reviews

5 star rating: Highly Recommended July 2015

My husband and I were delightfully surprised by how amazing this tour actually was. The tour guide was outstanding!! He was friendly and very knowledgable of the Tuscany region. The tour only included us and another couple, which was a lovely surprise. It made it more personal. This tour is a must!!

5 star rating: Highly Recommended June 2015

We had a great time. The wine tasting event was spectacular. My wife and I fell in love with San Gimignano. I would definitely recommend this tour to anyone wanting to visit wine country.

5 star rating: Highly Recommended December 2014

This tour was amazing!

5 star rating: Highly Recommended December 2014

This tour was great! Danny our guide was very knowledgeable about the Siena and San Gimignano area and made for a very enjoyable tour. The wine tasting was excellent. I would highly recommend this tour.

5 star rating: Highly Recommended October 2014

This was a fun tour. We had a couple of hours in San Gimignano which was great. It's a delightful little town that I think you could spend a couple of days enjoying. The wine tasting over lunch was absolutely hilarious. The guy running the wine tasting was a real comedian and had all the groups there laughing most of the time. The wines were very nice and the oils were great. It was just an all-round great experience.

5 star rating: Highly Recommended October 2014

This tour was amazing!

5 star rating: Highly Recommended October 2014

Fantastic tour. The guide was very knowledgeable and entertaining. I would have liked to have more time in San Gimignano (we had about 45 minutes) but the wine tasting was fantastic. They do not skimp on the wine as we each received about 6 glasses. We also got to try a variety of olive oils. The truffle oil was fantastic.

5 star rating: Highly Recommended October 2014

Our tour guide Marco was excellent he made the trip really worthwhile. It was a really wet day and we were pleased to be collected from our accommodation. When we left Siena but by the time we were approaching Sam Gimignano the weather cleared and Marco pulled over to the side of the road for us to take photos. We could have possibly spent more time there as it was market day. The wine tasting was enjoyable, a lovely setting but being from New Zealand we were not into Italian wine. On the whole a great morning out

5 star rating: Highly Recommended September 2014

What a great time we had on this tour! Our guide was full of information and we enjoyed his company! The wine tasting was AMAZING!

5 star rating: Highly Recommended July 2014

I greatly enjoyed the tour and wine tasting. Our driver was very nice and have good information about local sites. I would recommend this to others.

From USD $ 64.92

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Tour code: 5919SANGIMIGNANO


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