Tuscany’s Most Historic Towns and Villages

Tuscany’s Most Historic Towns and Villages

The food, the wine, the beautiful views – all of these things are a huge part of what Tuscany is and why it’s so revered among individuals around the globe. Some people come here to have a Tuscan adventure unlike any other, to spend a day in world-famous locations like Pisa, Florence and Siena, or even to enjoy their own little Chianti wine tours (or even professionally organized ones like ours here at Tours of Tuscany). This region has so much on offer that most will find that even a 7 day tour of Tuscany feels like just a taste of the endless wonders that are in store for them.

None of this would be quite as spectacular as it is without the rich history and tradition of the region, however. The many amazing things about this destination all come from the roots of the fascinating culture and past, and without them, it’s unlikely that this part of Italy would be the Tuscany we all know and love.

If you’re interested in getting to know the Tuscan lifestyle, its varied backstory, or even just explore ancient locations; there are plenty of areas that we would encourage anyone to check out on their holidays in Tuscany.

Villages and towns to visit during Italian getaways in Tuscany

When you come on one of our Tuscan tours, you can rest assured that you’ll be going around the region and visiting some of the most iconic places – many of which are steeped in history. While exploring the region, we’re certain that you’ll enjoy a trip to:


Located within Arezzo, this Etruscan town is just beautiful. With its incredible views of Lake Trasimeno and the surrounding valley, the ancient atmosphere and historic architecture, this small town is just perfect. Sites like the Diocesan Museum and the Santa Margherita Sanctuary are both well worth visiting, and you simply have to try the incredible red wine that’s produced here during your stay. These few things and much more make it a perfect place to visit for some of the best Tuscan day trips. To sum it up, this location is absolutely fantastic and should definitely be on your bucket list of places to visit when going on tours around Tuscany.


Not too far away from Siena is the stunning medieval town of Montepulciano. The Renaissance architecture that can be found across the area is just stunning and you will truly feel as though you have taken a step back in time as you walk through the ancient streets. The fact that no major building work has taken place since 1580 means that you can rest assured that each and every one of the buildings here is authentic. There are also a number of great wineries to enjoy, a range of things to see and do in the Piazza Grande, as well as the general experience of exploring such a beautiful and historic location. If you’re considering Tuscany tours from Siena, it’s well worth spending a day, or even just a few hours, in Montepulciano.

San Gimignano

We know from experience that our guests tend to find San Gimignano tours to be some of the best parts of their trip. This hilltop town is quite well known, mainly due to the incredible views and amazing medieval architecture (particularly sites like the 14 towers). There’s so much to be explored here, but for those who are most interested in getting to know the history and culture of the area, a visit to some of the museums and galleries is a must.

These are just 3 examples of towns that you’ll want to see, but we could introduce you to many more on our Italy tours.

Pick the best Tuscany tours 2021 can offer

Thinking of visiting Tuscany next year? You may want to come along with our team here at Tours of Tuscany for your adventure.

If you’re looking for a team of professionals and some of the best tours in Tuscany, you’ve come to the right place. Countless people love the experience of getting to know this fantastic region, and we simply want to help make it as easy and enjoyable as possible. Just take a look at our day tours of Tuscany – we’re certain that you’ll be keen to find out more.


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