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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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Puglia Holidays

If you want to get a sense for the real italy, then you will thoroughly enjoy Puglia, a stunning and charming Italian region. Puglia lies at the heel of Italy’s boot, and although not traditionally an obvious tourist area, it’s quickly becoming a must visit destination.

It has a lot to offer holidaymakers with its traditional Italian architecture, white sandy beaches and diverse landscapes. Puglia combines the seas of the Adriatic coast, rolling hills and sweeping mountains.

You certainly won’t run out of beaches to explore, as Puglia has the longest stretch of coastline in Italy. Visit the region’s capital, Bari and see its amazing romanesque architecture, the Basilica of St Nicholas is not to be missed. A holiday in Puglia also offers charming smaller towns such as Locorotondo, Ostuni, and Martina Franca.

Puglia is almost as well known for its culinary merits as Tuscany, boasting fresh, rich and wholesome ingredients and excellent seafood. If you are looking to visit an unspoilt, vibrant and varied destination with plenty to see and do, you won’t want to miss Puglia.

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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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Experience an official tuscany tour with

Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano

When your cruise ship docks in Livorno and you have only a single day to visit the surrounding Italian towns of Siena and San Gimignano, you’ll need a privately guided shore excursion to see the best of these picturesque cities. On this nine-hour day tour, immerse yourself in Italian life, explore the beautiful city of Siena and walk the medieval streets of San Gimignano before returning to your cruise ship in Livorno.

Your private driver will pick you up at your ship at Livorno port and take you on a scenic two-hour drive through the Tuscan countryside. You’ll reach Siena, where the beauty and character of this sleepy city will stun you and make you feel like you have stepped back in time.

from 103,46 US Dollar

Walking in Florence

If you want an introduction to Florence, then this 2-hour walking tour is perfect for you. Join a local guide on a relaxing stroll through Florence and learn about historical points of interest as you go. This tour will open your eyes to this beautiful city and its attractions.

from 27,71 US Dollar

Pizza and Gelato Cooking Class in the Chianti Countryside

So you love pizza, you crave gelato, and you would love to get out of the city and discover the amazing Tuscan countryside. Discover all of this at once!

from 76,49 US Dollar

Volterra and San Gimignano Tour with Vernaccia and Cheese Tasting from Florence

Discover Volterra and the Alabaster Museum enjoying also the cheese tasting. Visit the medieval town of San Gimignano in the afternoon using your free time to visit it on your own. A final wine tasting in a farm and the visit to the Monteriggioni fortress will make this day unforgettable.

from 55,43 US Dollar
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