15 Best Places to Visit in Tuscany (Italy)

Tuscany is considered to be one of the most beautiful regions of Italy. Located in the central region of the country, Tuscany is divided into 10 provinces – Florence, Grosseto, Livorno, Lucca, Massa, Pisa, Pistoia, Prato, Siena and Arezzo. The region has an estimated population of 3.7 million inhabitants and is known for its wine regions, culture and huge historical impact in Medieval Europe. Tuscany (or in particular Florence) was considered to be the birthplace of the Renaissance and during this time period the country flourished and created some of the most influential and legendary scholars, artists and visionaries the world has seen including Leonardo Da Vinci and Michelangelo.

Throughout history, Tuscany has been a place of importance – this region has been settled since the Etruscan period and has been inhabited by the Romans, and other notable civilizations. Today it remains one of the most popular regions of Italy and draws a huge amount of tourists annually. Firstly, Tuscany boasts some of the finest cultural cities in Italy such as Florence, Pisa and Lucca – these cities boasts some magnificent historical buildings and world class museums. Furthermore, the Tuscan countryside is absolutely stunning and is a fantastic place to explore – you can visit the island of Elba and see where Napoleon was exiled, or travel through Tuscan wine country. When visiting Tuscany, you are sure to find cultural enlightenment and learn a great deal about the history of Italy and Europe.

Let’s have a look at the best places to visit in Tuscany:

1. Florence

Source: Mikadun / shutterstock Florence

Florence is the jewel of the Renaissance and is renowned worldwide for its contribution to the arts and culture of modern society.

During the Middle Ages Florence was one of the most important cities in the world and gave birth to legends such as Da Vinci and Michelangelo.

Today Florence is a thriving city with a dazzling amount of attractions.

The Duomo and Baptistery are simply magnificent with their polychrome faces.

The Ponte Vecchio spanning the Arno River is intriguing with its array of shops and stalls.

The Piazza della Signoria contains the medieval Palazzo Vecchio, the Galleria dell’Accademia and the opulent fountain of Neptune.

Every corner of this city is packed full of interesting sites of historical significance.

2. Pisa

Pisa, Italy

Source: Kanuman / shutterstock Pisa

Second only to Florence in terms of significance during the Renaissance, Pisa is another stunning city with a great deal to offer on the eastern coast of Tuscany.

Pisa is known throughout the world for its iconic leaning tower – this campanille is actually part of a larger complex that contains the Duomo di Pisa, the baptistery and the monumental cemetery.

Each structure is awe inspiring in its own right; the bell tower is just the icing on the cake.

Pisa also has several interesting museums, a fantastic botanical gardens and some spectacular scenery along the Arno River.

You may come for the leaning tower, but you will leave having seen so much more.

3. Lucca


Source: kozer / shutterstock Lucca

Many people overlook this smaller Tuscan city, but Lucca played an important role in Italy during the Middle Ages and Renaissance.

This city lies in close proximity to Pisa and contains a myriad of beautiful buildings.

A main feature of Lucca is the complete city wall complex that encircles the whole historic old town – these walls are truly magnificent and the parkland that is maintained around them is a pleasure to explore.

Lucca also features the glorious Duomo that features an immense bell tower and has a highly decorated façade.

Other attractions of note include the Torre delle Ore, Guinigi Tower, San Michele in Foro and the Museum of Villa Mansi.

This variety of historical sites make Lucca an attractive destination within the Tuscany region.

4. Arezzo

Source: Marco Taliani de Marchio / shutterstock Arezzo

Arezzo is one of the most central cities in Tuscany and lies in-between the Mediterranean and Adriatic coasts equally.

The city is situated on a hillside and the upper section contains the historic old town, whilst the lower section is modern and concerned with industry and trade.

The old town is the main area of interest and contains some beautiful structures such as the Fortezza Medicea, the Duomo San Donato and the Teatro Petrarca.

If you are interested in museums and history, Arezzo also has several high quality establishments including the Museo Archeologico Mecenate and the Museum of Medieval and Modern Art.

Finally, Arezzo has some amazing parks and places of natural beauty for those who love the outdoors.

5. Livorno


Source: claudio zaccherini / shutterstock Livorno

Livorno is one of the most important port cities in Italy ad contributes a huge amount to the countries economy.

Located on the Mediterranean coast, this city has an extensive port that is fascinating to walk around – you can see the commercial and passenger ships and admire the beautiful harbour.

Surrounding the ancient Fortezza Nuova is an area known as Nuova Venezia – this gorgeous part of Livorno has a series of amazing canals and cobbled streets that are waiting to be explored.

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Aside from the port and the canals, Livorno also has some impressive attractions such as the Mercato Centrale, the Piazza della Repubblica and the Terrazza Mascagni.

6. Pistoia


Source: sansa55 / shutterstock Pistoia

Pistoia is located in close proximity to both Florence and Pisa but it ha a great deal to offer as a standalone tourist destination.

This city has the distinction of being the birthplace of the pistol firearm and was an important location during the Middle Ages.

Some of the most popular and documented sites include the Cathedral of St.

Zeno and its Baptistery, the complex of San Giovanni Fuorcivitas, the Museo Capitolare and Pistoia Zoo.

Furthermore, Pistoia is surrounded by some amazing mountain towns such as the spa town Montecatini Terme and the beautiful town of Montecatini Alto.

Finally, for those who seek adventure, there is always the immense Monte Cimone mountain range waiting to be conquered.

7. Prato


Source: StockWithMe / shutterstock Prato

Prato has been an influential city for many hundreds of years and was once one of the largest textile manufacturers in the country.

Today it is a fine tourist destination and has a great deal to offer in central Tuscany.

The Duomo di Prato and Emperors Castle are two significant structures that are definitely worth a visit.

Additionally to take a look at the cities manufacturing past, the Textile Museum offers keen insight and is an interesting museum.

Whilst in Prato, you must try the famous Biscotti biscuit and the cured Mortadella Salumi – these two delicacies are simply divine and two of Prato’s finest creations.

For the adventurous, Prato has many cycling routes and some gorgeous surrounding countryside.

8. Montepulciano


Source: RossHelen / shutterstock Montepulciano

This small town located in close proximity to Siena is a true hidden gem and is one of the best kept secrets in Tuscany.

You can find Montepulciano 600m high on an ancient limestone ridge and the views from this town of the surrounding countryside are to die for.

Aside from the jaw dropping views, this town also has some fantastic medieval architecture such as the Palazzo Cervini, the Torre di Pulcinella, the Porta al Prato and the Chiesa di San Biagio.

The main square is charming, and the surrounding fields are covered with vineyards producing the famous Vino Nobile.

9. Val d’Orcia

Val d’Orcia

Source: canadastock / shutterstock Val D’Orcia

This region of Tuscany can be found in the eastern stretch of the countryside and features some absolutely gorgeous landscapes and idyllic scenery.

The whole region is a protected area and contains a historic heritage railway, a huge array if expansive vineyards and some peaceful towns such as Pienza, Radicofani and Montalcino.

Pienza in particular is worth a visit and has been dubbed as one of the most impressive Renaissance settlements due to its beauty, stunning surroundings and picture perfect architecture.

This whole region is waiting to be explored and offers much in terms of sight-seeing and outdoor pursuits.

10. Island of Elba

Elba Island

Source: StevanZZ / shutterstock Elba Island

Elba is possibly best known for being the island to which Napoleon Bonaparte was exiled after his forced abdication in 1814. This Tuscan island is located in-between Corsica and Mainland Italy and has a population of 32,000. As a tourist destination Elba has a great variety of things to offer.

Firstly the island has a wave of fantastic beaches with golden sands that are perfect for sunbathing and relaxing on.

Secondly, the island has some amazing sites such as the Heritage Iron Mine and the Villa San Martino which was Napoleons second residence.

Finally, the island is home to a wave of top quality restaurants offering sublime Italian cuisine and home grown Elban wine.

11. San Gimignano

San Gimignano

Source: canadastock / shutterstock San Gimignano

To see a true medieval town in Tuscany you must travel to San Gimignano.

This quiet and charming town is renowned for its 14 medieval towers and its ancient city walls.

The towers are truly magnificent and create a fantastic skyline in the surrounding countryside.

Aside from the gorgeous domineering towers and the central piazza, Gimignano also has several fantastic museums including the Museo Estrusco and the Museo Archeologico.

12. Siena


Source: JeniFoto / shutterstock Siena

Siena is an absolutely fantastic destination in the southern parts of Tuscany and its city centre has been designated a UNESCO World Heritage Site.

Within the historic old town you can find such magnificent buildings as the opulent Cathedral of Siena, the brightly coloured Palazzo Pubblico, the immense Basilica of San Domenico and the Palazzo Salimbeni.

Furthermore the Piazza del Campo is possibly one of the most impressive squares in Tuscany and transports you back into a bygone era.

Aside from the breath-taking architecture, the city has a plethora of museums and the narrow cobbled streets are simply perfect to amble through.

13. Grosseto


Source: Allie_Caulfield / Flickr Grosseto

Grosseto may not be as popular as Florence or Pisa but it holds a plethora of interesting sites and historical structures and is an amazing place to visit in the southern part of Tuscany.

The main draw of this city is the historic old town centre – much of the original city walls still stand, as do several defensive bastions – these structures encircle the historic town centre and create a clear divide between the old and new.

Within the town centre you can find some interesting sites such as the Duomo di Grosseto, the Porta Corsica, the Bastione Cavallerizza and the Aldobrandeschi Palace.

The Piazza Dante is also one of the most beautiful places in the town and contains some of the city’s most important buildings.

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14. Montecatini Terme

Montecatini Terme

Source: Hibiscus81 / shutterstock Montecatini Terme

Montecatini Terme is a notable spa town located in the mountains in-between Pistoia and Lucca.

This town is renowned for its beautiful setting and its plethora of spa establishments and wellness centres.

Come here to rejuvenate and to relax – enjoy the thermal baths, enjoy some spa treatments and leave the town feeling refreshed and revitalised.

Terme Tettuccio for example is an opulent spa with classically designed buildings and some excellent spa facilities.

For those who wish to explore, the town also has a funicular railway that travels to the neighbouring town of Montecatini Alto – this is another sublime mountain town that has some beautiful buildings and offers amazing views of the surrounding countryside.

15. Chianti Wine Region

Chianti Wine Region

Source: Rudmer Zwerver / shutterstock Chianti Wine Region

Tuscany is famed for its wine produce and the Chianti Classico Wine Region lies between Florence and Siena.

This region is truly beautiful and has a myriad of interesting villages to visit.

Furthermore you can visit one of many different wineries and sample some of the first class produce they make and even have a tour of their vineyards.

Some of the smaller villages worth a visit include Greve, Chiocchio and Panzano.

Consider hiring a car and driving through the Chianti Wine Region – the countryside is sublime, the villages are charming and the wine is excellent.

The Top 10 Places to Go in Tuscany

Martha Bakerjian is an Italian travel expert who uses her home in northern Tuscany as a base for her in-depth explorations of the country.

Patrice J. Williams is a travel and style content creator, fact-checker and author of the thrift shopping book Looking Fly on a Dime.

Rolling hills of Tuscany outside of Lucca

TripSavvy / Jamie Ditaranto

Tuscany, with its spectacular cities, towns, and scenery, is one of Italy’s top vacation destinations. Tuscany’s many attractions include historic cities, art-filled museums and churches, great wine and food, medieval hill towns, beaches, and beautiful countryside.

Each part of the Tuscany region has its own unique personality. And while it’s hard to narrow down a best-of list in an area of travel superlatives, the following are TripSavvy’s top 10 places to visit for medieval and Renaissance architecture, gorgeous scenery, and of course, the food and wine.


San Freddiano, Florence, Italy

TripSavvy / Christopher Larson

Florence, in the heart of Tuscany, is one of Italy’s top cities to visit. Florence is an important Renaissance architecture and art center with several excellent museums. Florence’s cathedral, or Duomo, with its famous dome and its Baptistery, are architectural wonders that are not to be missed.

Many visitors use Florence as their base for winery tours or day trips to other towns in the region. Visit the Museo Galileo or the Palazzo Strozzi to get a feel for the history and culture of the area.


View of rooftops in Siena

TripSavvy / Christopher Larson

Siena is a classic medieval hill town in Tuscany famous for its sizeable fan-shaped piazza, the Piazza del Campo, dominated by its bell tower, the Torre del Mangia.

Siena’s annual summer horse race, Il Palio, is about as different from the Kentucky Derby as one can imagine: Bareback riders race the horses along the city’s cobblestone streets, keeping with medieval tradition.

Siena’s medieval streets are lined with shops and rustic trattoria serving traditional Tuscan cuisine off the main piazza. Find a cozy spot, preferably one filled with Italians, and sample local fare paired with a nice bottle of regional wine.

Tower of Pisa and The Duomo

TripSavvy / Jamie Ditaranto

Pisa, in northern Tuscany, is famous for its leaning tower, which all visitors must climb and take an excellent touristy photo with. You’ll be in the Piazza Dei Miracoli, where you can admire the cathedral and the baptistery, which date back to the Italian Renaissance.

Besides its tower, Pisa has much more to do and see. To visit its historic Piazza Dei Cavalieri, take a stroll along the Arno River. And before you leave Pisa, try the local delicacy, a chickpea flour bread called cecina.

If you visit Pisa in June, you’re in for a treat. That’s when the city holds a festival to honor its patron saint San Ranieri during its annual Giugno Pisano.


A view of the Lucca skyline from the Guinigi Tower

TripSavvy / Jamie Ditaranto

Lucca is famous for its Renaissance-era wall, which encircles the city, and its cobblestone streets. Walking and bicycling paths and gardens sit atop the wall, allowing visitors to walk entirely around Lucca’s historic center.

In addition to being home to several historic cathedrals, Lucca has several well-preserved towers that provide fabulous views of the city and beyond.

Be sure to check out the home of the famous opera composer Giacomo Puccini, which is a popular museum in Lucca. And for authentic regional dishes like tortelli lucchese or zuppa di farro all lucchese, visit one of Lucca’s excellent restaurants, such as Buralli or La Buca di Sant’Antonio.


Cortona, Tuscany, Italy

TripSavvy / Christopher Larson

Cortona is the Tuscan hill town made famous by Francis Mayes in her book “Under the Tuscan Sun.” Surrounded by 3,000-year-old Etruscan walls, Cortona retains much of its history through its layers of architecture.

Cortona’s stately buildings include the Abbazia Farneta and the Chiesa San Francesco. This area has a large American expatriate community, so tourists from the States will find plenty of English speakers.

San Gimignano

A view of San Gimignano from a far with a vineyard in the foreground

TripSavvy / Christopher Larson

San Gimignano, known as the City of Beautiful Towers, is a classic medieval walled hill town famous for its 14 surviving medieval towers. These create a distinctive skyline visible from the surrounding countryside.

Be sure to visit the Museo Estrusco and the historic Collegiata di Santa Maria Assunta. For local flavor, try one of the many cinghiale (wild boar) dishes at Cum Quibus or Ristorante San Martino.

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Where to Stay in Tuscany? The Best Bases for Your Stay

I’m coming to Tuscany for a week and would like to stay in a central area so that I can enjoy the best of the countryside as well as take day trips to see the top sights in the region.

Where do you recommend I stay?

This is one of the top questions we receive almost daily on our forum and through our social channels. And, though it may seem a straightforward concept, our answer depends on your travel plans so, we ask you to consider the following questions:

How many days will you be in Tuscany?

Is this your first time to Italy and thus interested in the main sights or do you also want to include some off-the beaten path areas in Tuscany on a return trip?

Are you up to driving here or prefer to depend on public transport?

Days in Tuscany

We generally suggest to everyone who really wants to get a taste of Tuscany to give yourself an entire week to spend in and explore Tuscany. There are the cities to explore, such as Florence, Siena, Pisa and Arezzo as well as entire regions, such as Chianti and Val d’Orcia. Of course, not everyone can dedicate all of these days to the region, but if you do have some flexibility, try to get more days in Tuscany rather than less.

Do you actually have more than a week in Tuscany? Wonderful! Then we recommend dividing up the time and finding two bases, one further north and one in the southern part of the region, so that you can spend more time exploring the immediate areas closer to you in each part.

First Time Visit to Italy and Tuscany

The majority of travelers who come to Italy for the very first time want to go up and down “the Boot” and see everything! While we understand the many reasons behind this (lack of enough vacation days at the top of the list!), Italy and its “dolce vita” are best experienced slowly. Slow travel means taking the time to soak in the local atmosphere, enjoying all its flavors.

And, in Italy, that means taking your time, slowing down and enjoying meals. Appreciate the beauty of your surroundings, its history and the geniuses that built all of this splendor over the course of the past centuries so that you can enjoy it today.

In essence, this means seeing less but enjoying everything you do see more!

Do you feel like driving?

This factor will influence the most what our recommendations to you are about where to stay, so much so that I have decided to separate the best places to stay in Tuscany if you don’t want to drive: read that here. The remaining part of this article is for those that have decided they are willing to drive in Tuscany.

Best Places to Stay in Tuscany

Without further ado, these are the best places to stay in Tuscany:

Our Number One Suggestion: the Tuscan countryside in the very central area between Florence and Siena, which just also happens to enclose the entire wine region of Chianti within its borders.

If you stay anywhere in this area (from San Miniato in the west to the Valdarno in the east), you will generally be within a hour ride or less from the majority of all of the sights you’ll want to visit in Tuscany: Florence, Pisa, Lucca, San Gimignano, the Chianti wine area with its many hilltop towns, Siena, Volterra, Arezzo, the Crete Senesi and the Val d’Orcia.

In particular, I suggest staying in the Tuscan countryside to experience the best side of Tuscany. Many villas and farmhouses in the hills of Tuscany have become apartments, hotels, and B&Bs that welcome travelers and become the ideal base to enjoy the peacefulness and beauty of the hills, coast and mountains.

As mentioned earlier, you will need to have your own car (whether you drive here or rent a car) to be able to pick any property without regard to their location and to explore the region (and cities) on day trips, heading out to explore in a new direction every day.

Limited Time Options

Even if you’re staying less than a week, my top recommendation is to stay in this central area and enjoy a day driving around the countryside visiting the villages spread across the landscape, a day in a city such as Florence or Siena and so on, depending on the amount of days you have. Check out our 3 day, 5 day and 7 day itinerary suggestions for more details.

Lots of Time to Spend

If you’re staying longer than a week, I would suggest you divide your time up between two bases, one being in the Chianti area and another in the Val d’Orcia in southern Tuscany. In this way, you can explore further to the north, going into the Mugello to the north of Florence or exploring the Apennines north of Pistoia and then moving to the area south of Siena (or vice versa) to better explore both the many small towns there (Pienza, Montepulciano, Montalcino, etc) as well as Arezzo and Cortona to the east.

If you’re planning to include a visit to the Cinque Terre during your time in Tuscany, I would suggest you do it from Chianti.

Source https://www.thecrazytourist.com/15-best-places-visit-tuscany-italy/

Source https://www.tripsavvy.com/top-tuscan-destinations-1548076

Source https://www.discovertuscany.com/tuscany-accommodation/where-to-stay-in-tuscany.html

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