This was actually my favorite piazza in San Gimignano. It's the one with the old cistern, or well…read more There's always a bunch of people sitting on it as they do on the steps in other public squares. What's unusual is that this square is really in the shape of a triangle. You'll also see the Devil's Tower near the cistern. It has been said that the owner returned to find his tower taller than it was when he left it. Lol! That's kind of spooky. What I loved most about this medieval piazza is the famous gelato shop. It was a historical and tasty experience.

This is a lovely piazza/town square in the heart of Sam Gimignano. Admittedly, San Gimignano was…read moreone of my two favorite places visited during my two weeks in Tuscany and this square was absolutely lovely. There is an old cistern (hence its name) in the square along with lots of lovely shops, including a pair of dueling gelato shops (one of which is often featured on travel shows). There are plenty of opportunities for getting your perfect Instagrammable moments here as well.

Where do I begin? This must have been the best part of our tour/day/time in Florence. We arrived a…read morelittle late and were given a fairly quick tour of the winery. I mean, I do understand though, because there's only so much that can be said after both parties have done enough wine tours to last a lifetime. We were told to stop and enjoy the view of Chianti and our wine educator even took a couple shots for us! It was spectacularly beautiful, even in the winter. Our light lunch consisted of: prosciutto & salami, bruschetta (made fresh), pate on bread, truffle on bread, a light salad, pasta (you had 4 options, the hubs chose the spicy and I chose the truffle), local cheeses and a homemade jam and tasting of balsamic vinegar, biscotti, and wine pairings with it all! Our wine educator came by with every serving to explain the wine and the food, all while we sat by a cozy fire-burning stove. Everything was absolutely delicious: hubs said his spicy pasta was the best pasta he had on the entire trip and I might say the same for my truffle pasta. *Winter is slow for them, while in their prime season (Mar-Oct), they see about 4,000 people (they said its nuts and we truly get to enjoy the vineyard, and the employees do as well). In fact, it was literally just the hubs & I for our light lunch and wine tasting. *They ship to all over the world, so no need to worry about lugging those bottles home! *We ended up having to pay for the lunch ourselves (it should have been taken care of by our private tour person). That ended up being 35 Euros for the hubs and 40 Euros for myself (since I got the truffle).

Capannino in Castellina (Chiant) sits on sloping hills with a southwest exposure, looking out…read moreacross classic Chianti countryside. The landscape features vineyard rows follow the natural terrain, and the horizon stretches into nearby historic towns like Monteriggioni, reinforcing how deeply agriculture and history overlap. The vineyard is rooted in tradition, centered on 100% Sangiovese. The soils clay, limestone, and do the heavy lifting, producing wines known for structure, and a clear sense of place: cherry, spice, earth, and that unmistakable Chianti backbone rather than overt richness or flash. It sits within long-standing estate traditions tied to Bibbiano, where viticulture has been passed through generations. And that carries into the experience itself. This is not a polished wine-tour destination with curated tastings and choreographed hospitality. It's quieter, more minimal, and focused almost entirely on the vineyard and what it produces. That simplicity may feel sparse to some, but it's also the point.

It's the main gateway into the medieval village of San Gimignano, and not to be confused with the…read morefamous one of the same name in Rome. It's located in front of the Martyrs of Montemaggio Square where there's a war memorial to the fallen of San Gimignano. There's also a beautiful view of the Tuscan countryside as you walk up to this impressive looking gateway. There are many views like that one as you walk along the walls of this ancient town. However, you'll need to overlook the touristy parts of it so that you can truly appreciate and enjoy it.

This town is a MUST stop if going wine tasting through the Tuscan region. Beautiful views of the…read moreTuscan valley from the top with a fantastic shops and restaurants. We got to experience someone reading some beautiful Italian poetry on the top of the hill who we found out is typically doing this daily.

The tower is the tallest in San Gimignano below is the church and museum. The 13 Euro combo ticket…read moreincludes the Torre Grossa, 4 other museum and church. To visit the tower need physical strength to climb up to the top of tower. There no elevator to take you. But they do have the screen display entire way to the top of the tower. It has different movies and spectacular mechanical display. The view on the top is beautiful. You can see the entire city within the wall. I believe this is a watch tower at the past. It is part of the defense scheme to spot the enemy far away. The tower visit is minimum 1 hour but if you are fast, it can be done in 30 minutes. A bell is at the top of the tower in the steel cage. It can use for the warning of the town, fire, or church bell.

Such an amazing memory of San Gimignano and the panoramic views of the Tuscan Countryside from the…read moreTorre Grossa. A day I will never forget. Thank you for helping me to fall even more in love with Italy.

Not sure why someone else left a negative review, but Greve was spectacular for a small, sleepy…read moretown. Yes, perhaps you may want stunning views or intricate history but this place feels like home. Within a day of being there, I felt like a member of this town instead of an annoying tourist. In the shoulder seasons it is really quiet and I would love to see it in the heart of summer with more people our in the square and more shops open. However, the hospitality was amazing and the square is visually beautiful.

I really don't know why tourists come here and why someone recommended this place. It's just a…read morerandom village. I've seen many much nicer than this one. Maybe because it's the centre of Chianti wine. But you can get great wine in any village in chianti.