- Half-day San Gimignano and Castellina in Chianti tour from Siena
- Hear tales of San Gimignano’s medieval history from an expert guide
- Explore the hilltop town at your own pace, seeing sights like Via Francigena and the Collegiata
- Visit the charming village of Castellina in Chianti and take a tour of a Tuscan winery
- Learn about wine production in Chianti and discover the difference between Super Tuscan and Gallo Nero wines
- Sample red and white Tuscan wine during a tasting session, and enjoy a plate of antipasto
Recent Photos of This Tour
What You Can Expect
Learn all about the town from your guide as you travel, and then enjoy roughly 1.5 hours of free time in San Gimignano to explore at your own pace. Admire the stunning 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 deep into the heart of Tuscany, to the famous Chianti region. Gaze out at the emerald green hills, laden with grape vines and olive groves, and stop in the postcard-perfect village of Castellina in Chianti. Visit a renowned winery here for a tour, exploring the cellars, vineyards and bottling rooms of an impressive Tuscan wine estate.
Hear about wine production in the Chianti area – the grapes used, the terrain and the climate – and learn about the different classifications of Tuscan wines, such as Super Tuscans and the prestigious Gallo Nero label. After your tour of the estate, sit down to sample a selection of the best!
Sip on different reds and whites, noting the characteristics that set them apart from other Italian wines. While sampling and discussing the wines, tuck into a selection of typical Tuscan snacks. The dishes vary according to what’s available on the day of your tour, but you can expect delights like garlicky bruschetta, mild cheeses and Tuscan salami or ham; you won’t be disappointed!
After relaxing at the winery, return to your coach for the journey back to Siena. Finish your tour in the early evening back at the start point.
Please note: occasionally this tour may run in reverse order, meaning your visit to Chianti will take place before San Gimignano.
It was a wonderful experience! The tour was about 5 hours and it started with Monteriggioni, then wine tasting and at the end San Gimignano. The guide give us a lot of information on the region and the towns we visited.
The only thing we would have preferred was to stay more in San Gimignano we stayed only 1h.
Great tour! Knowledgable tour guide and the best part was I traveled in the off season and was the only one so I recieved a private tour. My tour guide was flexible and gave me plenty of time to take pictures, shop and explore the areas. Highly recommend this tour. I was in italy for three weeks and this was my best tour!