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5 star rating: Highly Recommended 5 Reviews

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

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 December 2013

Apparently the driver/tour guide got ill, so they needed to find someone else, which they did pretty quick, because there was only a 30 minutes delay in picking me up at the hotel. They called the hotel and informed me of delay, which I appreciated. The tour itself was very nice. First we drove to San Gimignano (we stopped on the way to take some photo's of the city in the distance - the pics turned out lovely) and had some free time there, then to wine tasting. Wine tasting was nicely organised, we had a table for our group and there were two other groups there. We tasted several of the most famous Toscan wines and had some antipasti. Back to Siena around 14h00.This trip was a good value for money

5 star rating: Highly Recommended August 2013

July 13 2013. Simply awesome. Highly recommended. The tour guide Simone (Simon) was knowledgeable, friendly, thoughtful and witty. The wine tasting experience was amazing, lots of wine bottles to try from, the spread of food with the wine was impressive...a great marketing strategy...we all bought while full and half drunk.... Worth every penny you pay.

From USD $ 84.19

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Tour code: 5919SANGIMIGNANO


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