The most beautiful villages in Tuscany

You could explore Tuscany for days, weeks and probably months if you wanted. But if you have limited time in the region I have made a selection of the best villages for you to explore to have a true taste of Tuscany.

I organised the list from the further north to the further south, so feel free to scroll through the list if you are only planning to explore one area.

Greve in Chianti

Greve in Chianti

Greve in Chianti is very close to my heart as this is where we used to do our weekly shop with my parents when we were on vacation in Tuscany as a child. We stayed there multiple summers and my favourite thing in Greve in Chianti is to go to the market. The main square gets very busy on market day. Make sure to visit Antica Macelleria Falorni to get some Tuscan products, then grab a table on one of the terraces around the square for a cafe or an Aperol Spritz depending on the time of the day. If you fancy doing a wine tasting Viticcio winery is a very short drive away!

Greve in Chianti market

Castellina in Chianti

Castellina in Chianti

Castellina in Chianti is a small but lovely medieval village. The perfect spot for a little bit of exploring and watching the local life passing by. I also really recommend having dinner at one of the terraces on the main street. At night, the small quiet village turns into a very lively nightlife area.

Castellina in Chianti

San Gimignano

San Gimignano

San Gimignano is probably one of, if not, the most famous Tuscan village. The medieval town is very famous for its skyline of medieval towers. The place is breathtakingly beautiful. The views onto the Tuscan countryside are dreamy as well. When visiting make sure to take a tour of the Civic Museum and to have the best gelato at Dondoli.

San Gimignano

Volterra

Volterra

Are you a fan of the Twilight movies? Not really, me neither. Fun fact though, Volterra was the set of one of the movie famous scenes, so if you happen to travel with a fan make sure to mention it to them. You will need good footwear when visiting Volterra as you will be climbing up pretty steep streets, but it absolutely worth it. Walk to the top for some amazing views, take a moment to appreciate the local architecture and on the way down stop for a rewarding gelato or an espresso.

Volterra

Montepulciano

Montepulciano

Montepulciano is where the Medieval ages meet the Renaissance. Everywhere you look is a lesson on architecture history. It is a very vibrant little town with plenty of food shops, art galleries and little trendy boutique. A must do to add to your Tuscany trip schedule.

SMontepulciano

Of course, also make sure to spend some time in Tuscany’s main cities: Florence, Siena and Pisa. I hope this list will help you plan a great trip to Tuscany, as Andrew said the first time I took him there: “Claire, everywhere I look is beautiful!”.

Tuscany never disappoints and it is probably my favourite place in the world. I am so fortunate that it has been my childhood summer vacation destination, and I really hope to carry on that tradition the day I have a family of my own.

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The most beautiful villages in Tuscany

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The best gelato in Tuscany

In London, you find pubs at every street’s corner, in Italy, you find gelaterias in every streets; little bit like the London pubs not all gelaterias are the same. If like us, you are a little bit of a foodie (Food-snob? Yep, maybe!) you will be desperately looking for THE best gelato, and in the process pulling up a bit of weight.

So let’s save your waistline and some time! We found the best gelato in Tuscany and it happens to be in San Gimignano.

San Gimignano towers

It is one of the most beautiful villages in the region, famous for its medieval towers, so you can kill two birds with one stone by visiting the place while enjoy a fig and ricotta gelato (yes it’s a flavour, and yes it’s delicious).

San Gimignano is about an hour out of Florence and 45 minutes out of Siena, so once again you will need a car to get there. When the said car is parked, head to the main square. You will see a queue forming in front of a small shop entrance. You found it! Here is Gelateria Dondoli!

Gelateria Dondoli

Join the queue, but don’t worry, you won’t get bored! Sergio Dondoli, the owner and Maestro Gelatiere will be there to keep you company. He joins the crowd, introduces himself and shares his passion for gelato. If you have the chance to meet him, like we did, make sure to ask for his recommendations!

Gelateria Dondoli

After 10-15 minutes, here you are, in front for the dozens of flavours. It can be a little overwhelming to choose, hence why I took zero pictures at that point as I was too busy drooling.

Gelato from Gelateria Dondoli

If you feel adventurous, go for some of their specialities, one even has gorgonzola in it! If you feel more conventional, a classic like fragola or nocciola will never disappoint. No matter what your choice is, it will be delicious!

Now go and walk that gelato off in San Gimignano!

San Gimignano

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