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Towns and Villages in Tuscany

There are some truly spectacular towns and villages in Tuscany. From medieval hilltop villages, to larger towns with beautiful old town centres. Or if you prefer something a little more upbeat, there are several big cities packed with culture and entertainment. Each region in Tuscany has something unique to offer. Wander through the cobbled streets of quaint Italian towns and you will soon fall under the spell of Tuscany.

Some towns overlook rolling hills, endless fields with rows of vineyards and rustic castles can be spotted on the horizon. Sit and watch the world go by in a local Italian cafe, browse through quirky gift shops or admire the striking buildings that reside within the city walls.

Our private pool villas, hamlets and farmhouses are located within close proximity to Tuscany’s most impressive towns and cities.

Where to visit

We have all the information you need about all the regions and key places you should visit on your holiday to Tuscany, including the 3 main cities Florence, Siena and Pisa.

Northern Tuscany

The scenery throughout Tuscany varies quite considerably depending on where you go. The landscape and terrain in the North is very different from the South. Its unspoiled landscape is mountainous, more rugged and broken up with thick woodland.

Just like the South, it has traditional hilltop villages and medieval castles, but here the pace is much slower, despite the area being densely populated. As well as being by the breathtaking Apuan Alps, from most locations in Northern Tuscany you can easily reach the coast within a 30 minute drive.

Northern Tuscany offers the best of both worlds, soak up the sun on the beach, go hiking in the mountains, or visit amazing cities and towns such as Florence, Lucca, Pisa and Pistoia. Northern Tuscany may be less stereotypically Tuscan but it has classic architecture, artistic treasures, striking hilly landscapes and plenty of cultural events to enjoy.

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Central Tuscany

Can’t decide where to stay in Central Tuscany? Browse through some of the places below for further inspiration.

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Southern Tuscany

It’s easy to see why Southern Tuscany is such a popular area to visit, browse through the towns below to find out more.

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Umbria holidays

Umbria is often viewed as Tuscany’s sister, in many ways it mimics Tuscany’s delights, but also has its own distinct character. Umbria, known as ‘the green heart of Italy’ sits right in the middle of the country.

It’s about half the size of Tuscany, which means most of the region can easily be explored. Umbria is serene, understated, breathtakingly beautiful, and most importantly, unspoiled. It has long lived in the shadow of Tuscany, but visitors are discovering its charms and learning that a holiday in Umbria is not to be missed.

The landscape is littered with rolling hills, streams, valleys, olive groves and woodland. Visitors report there being a special quality of light that illuminates the horizon. Umbria is also famous for being the birthplace of the saints, which further contributes to its magical appeal.

This region is known for its olive oil, truffles, fine cured meat and full bodied wine. There are plenty of gorgeous hill towns to visit such as Assisi, Orvieto and Perugia, as well as quaint villages like Trevi, Spello and Montefalco. What are you waiting for? View the links below and book a holiday to Umbria.

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Val d'Orcia

The Val d’Orcia is a ravishing rural area running into le Crete Senesi, but within sight of hulking Monte Amiata. For many, this is the loveliest area in Tuscany, with Unesco-listed countryside, perfect hilltop villages, remote abbeys and evocative castles. Foodies, walkers and spa-lovers will take to the thermal spas, rustic inns, myriad wine trails and meditative walks. The Val d’Orcia represents quintessential Tuscany, with clusters of cypresses, ribbons of plane trees, vineyards on the slopes, and farms perched on limestone ridges. But it was not this alone that won the area Unesco World Heritage status – it’s also about the harmony between the Tuscans and their landscape, shaped by their mellow way of life. Once depopulated, these medieval villages are now enjoying a belated renaissance. San Quirico d’Orcia may be the gateway to the area but MontalcinoPienza and Montepulciano also make delightful stepping-stones to scenery landscaped since time immemorial.

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Experience an official tuscany tour with

San Miniato al Monte and Orsanmichele Art Tour

Enjoy a 3-hour early morning walk. Begin in the heart of the city, at the Baptistery, and end up at the “The Gate of Heaven” of San Miniato al Monte. A gate that is both tangible and invisible. Its key is under every one’s eyes but only few can find it.

from 69,29 US Dollar

Small Group Cooking Class: Ricotta and Dumplings

Learn how to make your fresh ricotta from scratch, and your gnocchi fresh and unique.
This course hand-on will give you the opportunity to make a double experience: make a ricotta from scratch and your gnocchi and one sauce (the best ever; fluffy like a pillows, light and without potatoes).
You'll have a cheeses tasting with an home made marmalade, honey with truffle and authentic aged balsamic from Modena with a glass of wine.

The class will be held in the old quarter of the artisans, a few steps from Palazzo Pitti and Ponte Vecchio. You will enjoy a hands on cooking class, with demonstrations of cheese-making.

from 81,45 US Dollar

Flavorful Florence Small-Group Tasting Experience

The culinary heritage of central Italy is at your fingertips during this introduction to Tuscan cuisine. 
Head to the Oltrarno—the southern side of Florence, away from the tourist center—and grab a seat at the table as an expert guide begins this in-depth introduction to the typical foods of Tuscany. Learn all about regional cuisine, local food culture, and the history of particular dishes, and hear how artisans have been reviving ancient culinary traditions to bring them to new generations.
Sample local wines, honey, truffles and pecorino cheese, nibble on cured prosciutto and salami, and breathe in the aromas of fragrant herbs like saffron. After savory pâté and fettunta (Tuscan bruschetta), satisfy your sweet tooth with panforte, chocolate cake, and almond biscotti. As you raise a glass of grappa to toast to your new knowledge, pick up some recommendations for restaurants to check out during the rest of your stay in flavorful Firenze.

from 54,7 US Dollar

Cinque Terre Small Group Guided Tour from Florence

Discover the breathtaking area of Cinque Terre, a UNESCO Heritage site, visiting four of the five villages; departing from Florence, in a small group of max 15 participants, and using the right size vehicle, you’ll be able to reach directly the first of the villages. Moving by train (tickets included), just in one direction, to maximize your time/comfort, and with the assistance of an expert local guide, discover the beauties of Riomaggiore, Manarola and Vernazza. In Monterosso free time for lunch (not included), shopping or relax on the beach; in the afternoon you will meet your driver directly in Monterosso, to come back to Florence.

from 193,29 US Dollar
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