Italy > Tuscany & Umbria > Tuscany > San Gimignano
Despite living on the Tuscany Umbria border since 1999, I had never, until two days ago, made the trip to the Tuscan town of San Gimignano, famous for its fortified towers, the medieval equivalent of skyscrapers. This was because when we first moved here, the road to Siena was a slow and dangerous single carriageway, from which you could admire the empty, unfinished dual carriageway that ran alongside it. Work on this new road, as well as the traffic on the old road, progressed at a snail’s pace and it meant that Siena was as far as I was prepared to travel to. Now that Siena is reachable in well under two hours, I figured that San Gimignano, to the north west of Siena, was now an easy day trip.

Medieval Towers In San Gimignano, Tuscany
Everyone talks about the crowds of tourists in what is essentially a large hill top village, so I also decided that late September, as the tourist season starts to tail off, would probably be the ideal time to go to San Gimignano. I had the added excuse of having my dad and his partner Jenny to stay, and they are always keen to be taken to new places.

Bi-foil Windows In The Piazza della Cisterna, San Gimignano, Tuscany
Reading my guidebooks, I knew that we should try and see the Collegiata, a beautifully frescoed church, climb the Torre Grossa to admire the views, eat an ice cream in the Piazza della Cisterna and generally soak up the scenery in this striking Tuscan hill town. If we managed to do anything else beyond see these sights and have lunch, it would be a bonus.

La Torre Grossa, A Tower In San Gimignano, Tuscany
The journey from Ca’ di Bracco took 2 hours 20 minutes and it was lunch time when we arrived, I followed the advice of guests who had stayed at our house and parked at the far end of town in car park no. 4.

View of the Piazza della Cisterna from the Torre Grossa, San Gimignano, Tuscany
Wandering in through the town walls we wandered past a few restaurants before settling on an outside table at La Mangiatoia, a restaurant that offered Tuscan staples such as ribollita soup, sausage and beans, and tripe. Despite being located in a side street of one of Tuscany’s most popular tourist destinations, the food was good and not ridiculously expensive.

Lunch At La Mangiatoia, San Gimingano, Tuscany
Fortified by lunch and a glass of house red we wandered down to the Piazza del Duomo where, after admiring the medieval towers and architecture around the piazza, we bought entrance tickets to the Collegiata, it’s deceptively plain exterior hiding a wealth of late medieval and Renaissance frescoes within. As you enter the church, there is a beautiful annunciation by Ghirlandaio, but inside, a real artistic treasure trove awaits. There are scenes from the Old and New Testaments along the side walls, above the New Testament frescoes are scenes from the Nativity and above the Old Testament are scenes from the Creation.

La Collegiata, San Gimingano, Tuscany
The New Testament scenes were painted by either Lippo Memmi (brother in law of Simone Martini) or Barna di Siena, a follower of Simone Martini, depending on which source you believe. Painted in around 1350, they represent a shift from Simone Martini’s medieval painting style towards the Renaissance, when you go, look at the emotional expression in the faces and more fluid movement in the figures.

Scenes From The New Testament In The Collegiata, San Gimignano, Tuscany
The Old Testament scenes were painted by Bartolo di Fredi and can be compared to Ambrogio Lorenzetti’s frescoes of Good and Bad Government in Siena because of the details from medieval Tuscan life.

Saint Sebastian By Benozzo Gozzoli In The Collegiata, San Gimignano, Tuscany
On the wall behind the facade (facing the piazza) you will find paintings by Benozzo Gozzoli, in particular, a large Saint Sebastian, painted a few years after the Procession Of the Magi In The Palazzo Medici-Riccardi, Florence.

Glutton Being Tortured, A Fresco In The Collegiata, San Gimignano, Tuscany
Above and to either side are the Last Judgement and Paradiso by Taddeo di Bartolo (painted 1410), as usual, heaven looks quite dull, whilst an awful lot of energy is used in hell making sinners suffer an eternity of ghastly tortures. I would have loved to get up on some scaffolding to get a closer look at these horrific scenes, they must have quite an effect on people who saw them every day.

Satan, A Fresco In The Collegiata, San Gimignano, Tuscany
At the other end of the church were more frescoes by Ghirlandaio, showing scenes from the life and death of Santa Fina, San Gimignano’s patron saint.

Santa Fina, A Fresco By Ghirlandaio In The Collegiata, San Gimignano, Tuscany
Looking at so much art is an enjoyable, but demanding pastime, and we thought it time for an ice-cream in the Piazza della Cisterna before climbing the Torre Grossa.

Piazza della Cisterna, San Gimignano, Tuscany
There were two gelaterie in the piazza, one had queues stretching a long way out into the square. We decided that this obviously had the best reputation in the guidebooks but it was going to have to be superb to endure a wait of 20 minutes or so, instead we went to the other place in the corner, much shorter queues and very good gelati, however, how it compared to the other place, I cannot say!

Gelato In The Piazza della Cisterna, San Gimignano, Tuscany
From here, it was back to the Piazza del Duomo and onwards and upwards into the Torre Grossa, the tower attached to the town hall and the only tower open to the public (the €5 ticket also gives you access to the Pinacoteca, or art gallery). It’s a long way up and you have to mind your head as you come off the final, steep set of stairs. At the top there are incredible views of San Gimignano and the surrounding countryside, it really is worth climbing up here.

View From The Torre Grossa, San Gimignano, Tuscany
Afterwards we had a quick look around the Pinacoteca, taking in works by Filippino Lippi, Benozzo Gozzoli and Pinturicchio.

Piazza del Duomo, San Gimignano, Tuscany
That turned out to be plenty for one day and it was time to get back to the car for the drive back to the Tuscany Umbria border. I was very glad that I had finally been to San Gimignano, but at just under two and a half hours from Ca’ di Bracco, our Villa On The Tuscany Umbria Border, I felt that first time visitors to our area would be better off visiting the wealth of historic towns all within two hours’ drive (for example, Assisi, Gubbio, Perugia, Spoleto and Orvieto in Umbria and Siena, Florence, Cortona, Montepulciano and Arezzo in Tuscany.

Towers In San Gimignano, Tuscany
If, like several of Gorgacce Rentals Tuscany & Umbria Villas , we were positioned at the western end of the Niccone Valley or near Cortona or Lake Trasimeno, then San Gimignano would be more of an easy day trip.