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 most beautiful villages for you to explore to have a true taste of Tuscany.

I organised the list from the further north village to the further south one, 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 one of my favourite places 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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51 thoughts on “The most beautiful villages in Tuscany

  1. They are lovely. I love older charming authentic villages like that. You really learn about the coutries culture from them.

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  2. I LOVE Tuscany!! Got to spend some time there earlier this year. I didn’t get to all of these, but I did visit some that aren’t on your list, like Siena and Montalcino and Barga. Barga was especially beautiful being up in the mountains!

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  3. I’ve heard of Tuscany but I never knew it is so beautiful. All these places you’ve listed look amazing and it’s hard to choose which one I would love to visit most. I would so love to explore all of them. And I complete agree wherever you see, it’s all beautiful. Hopefully, I’ll get a chance to visit Tuscany some day and explore it’s hidden treasures. Thanks for sharing. 🙂

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  4. Quite an interesting mix of places. I have two weeks off in January and am thinking where to travel to. Is there anywhere in Tuscany that you would recommend that is not too cold in January?

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  5. Great post! We haven’t been to Tuscany yet but would definitely pick Greve in Chianti! It sounds like our type of place with the markets and we do love Chianti wine as well, not so much Aperol though, I think it is an acquired taste.

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  6. I have wanted to go to Tuscany ever since I saw the movie “Under The Tuscan Sun”. However, I had no idea where to go and what to do. Your post is great. Now, I know where to start. Thanks!

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  7. Italy has been one of my favorite country. Its art, architecture, heritage, landscape and the cuisine, all I love. I have visited Tuscany region too. Love your depiction of Tuscany villages.

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  8. Names that have fed my dreams of Italy for many years and I simply can’t wait to do every single one of the list. Your photos are lovely and convince me I chose the right villages to visit.

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  9. I’ve only every been to Sicily in Italy, but now you made me want to explore all of Italy 🙂 I love to explore to small villages in big countries and I think Tuscany will be my first stop in Italy 🙂

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  10. This is a fantastic list! I have always wanted to visit Tuscany. I didn’t realise that Volterra was the set for the Twilight movie. The villages are perfect to explore, grab a bite to eat and watch the world go by. This is on my list!

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  11. I am actually going to Tuscany for a month and I am looking forward to explore all the little villages (and wineries). I will be staying in a village myself and I have already rented a motorbike for the entire trip. I am so looking forward to explore the entire county. I will definitely go to San Gimignano and to Volterra.

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  12. That reminds me of the movie UNDER THE SUN OF TUSCANY have you watched it? It makes you wanna go immediately!! I can imagine all the villages are pretty amazing there (your pictures only confirm!) and the food mmm.. sounds like the perfect holiday destination! Did you rent a car or did you travel by public transport?

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  13. Tuscan villages are really beautiful! I like the ambience and the easy going way of life. While living in a bustling metropolis like Delhi, you miss the charm of a laid back environment. Montepulciano is a must visit thanks to your blog.

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