Discover 14 Stunning Tuscan Towns to Visit in Italy

Tuscany is one of Italy’s most beautiful regions. Centered around the capital of Florence, Tuscany is home to rolling hills, Renaissance architecture, and traditional Italian hospitality. It is an iconic place to visit in Italy, and everyone should experience Tuscan living. While Florence is certainly the most famous city in Tuscany, there are beautiful villages and towns that are essential to explore as well.

Best Towns in Tuscany

When we traveled to Tuscany, renting a car proved to be the best way to discover the lesser-known villages and attractions. Make sure to find accommodation in an authentic Tuscan villa to truly immerse yourself in the beauty and culture of the region.

Tuscany boasts some of Italy’s most picturesque towns, beautifully located amidst rolling hills and vineyards lined with cypress trees. Many medieval towns are characterized by old Roman walls and buildings dating back to the Middle Ages, making exploring the area a dreamy experience filled with romance and photo opportunities.

Get your Map of the Best Towns in Tuscany Here

So, which Tuscan towns should you visit? This guide will highlight some of the best towns in Tuscany. From quaint villages with narrow cobbled streets and medieval buildings to scenic spots in the Chianti wine region, these towns offer unique experiences.

Florence

Chances are you will base your travels in Florence while visiting Tuscany. Although this guide focuses on lesser-known towns, no trip to Tuscany would be complete without a stop in Florence.

1. San Gimignano

San Gimignano is on our list because of its striking beauty. Enclosed by medieval walls from the 13th century, this charming town features stunning architecture and is recognized as a UNESCO World Heritage Site.

You can organize day trips from Florence to San Gimignano, which may include highlights such as Pisa, Siena, and wine tasting in the Chianti Region. This medieval town can be visited in half a day; however, a longer visit is always rewarding if time permits.

San Gimignano has two main squares: the central Piazza del Duomo, surrounded by the towers that give the town its namesake, and Piazza Della Cisterna, which is an unusual triangular shape flanked by 13th-century buildings.

What to do in San Gimignano?

Highlights include sampling Vernaccia di San Gimignano, a distinguished white wine produced in the valley, and visiting the Etruscan Academy Museum, dedicated to the history of the Etruscan civilization. Its rich history and picturesque atmosphere make it a perfect destination for lovers of history and wine.

2. Cortona

Cortona, known for its medieval architecture and breathtaking hilltop views, is a fantastic choice for those seeking a tranquil countryside experience. This town also served as the backdrop for the movie ‘Under the Tuscan Sun,’ drawing many visitors to its charm.

Things to do in Cortona

Cortona’s main highlights include the Girifalco Fortress, Santa Margherita Sanctuary, and the Diocesan Museum. These landmarks offer insight into Cortona’s ancient history and stunning architecture.

3. Suvereto

Although small, Suvereto is a hidden gem nestled between the Etruscan Coast and Tuscan hills. Surrounded by olive groves and Mediterranean flora, the picturesque village is perfect for those looking for a tranquil escape.

What to do in Suvereto?

Visit the stunning Rocca Aldobrandesca viewpoint for sweeping views, explore its churches, and use Suvereto as a base to discover the nearby Montioni Natural Park.

4. Monteriggioni

Monteriggioni is a beautifully preserved fortified town located in the Chianti region, known for its quaint streets and rich history, which captured the imagination of many, including those behind the Assassin Creed saga.

What to do in Monteriggioni?

Explore ancient streets, visit local museums, and enjoy the Monteriggioni Medieval Festival held each July, immersing yourself in the town’s vibrant history.

5. Montepulciano

Another stunning hill town, Montepulciano features elegant palaces and dramatic architecture. This town is also renowned for its production of Nobile wine, making it a fantastic destination for wine lovers.

What to do in Montepulciano?

The town offers guided walking tours, delicious wine tastings, and the chance to participate in the unique Bravio Delle Botti barrel-racing competition held in August.

6. Collodi

Characterized by its unique layout, Collodi winds down a steep hill and is known for its historical significance as the birthplace of Pinocchio’s creator. The town provides an enchanting experience for visitors interested in medieval architecture.

What to do in Collodi?

Highlights include exploring the old castle ruins, the Butterfly House, and Villa Garzoni, famous for its beautiful Italian Garden.

7. Certaldo

Famous as the birthplace of Giovanni Boccaccio, Certaldo is a charming medieval village filled with culture, especially during the vibrant Mercantia Festival held in July.

What to do in Certaldo?

Visit the Giovanni Boccaccio Museum and contemplate the stunning architecture at the Palazzo Pretorio and the Museum of Sacred Art.

8. Anghiari

Renowned for its artisan studios and antique shops, Anghiari presents a unique shopping experience amidst its cobbled streets and Renaissance architecture.

What to do in Anghiari?

Explore different palaces, admire gothic details, and visit the Popular Tradition Museum to see a range of historical artworks.

9. Pienza

Pienza is often referred to as the “ideal city of the Renaissance.” As a UNESCO World Heritage Site, the town showcases stunning architecture and has ties to Pope Pius II.

What to do in Pienza?

Visit Palazzo Piccolomini, sample the local Pecorino cheese, and admire the Cathedral of Assunta.

10. Casale Marittimo

Scenically perched on a hill, this town is known for its ancient castle ruins, providing a rich historical backdrop for exploration.

What to do in Casale Marittimo?

Explore the castle ruins, visit the Church of Sant’Andrea, and appreciate the beautiful Tuscan countryside.

11. Volterra

One of Tuscany’s most famous towns, Volterra boasts a long history, ancient walls, and is recognized for its alabaster artisan products.

What to do in Volterra?

Visit the Roman Theater, explore the Acropolis, and browse the local alabaster shops for unique souvenirs.

12. Lucca

With well-preserved Renaissance walls and cobbled streets, Lucca is breathtaking. The town offers a picturesque landscape with the dramatic Apuan Alps as a backdrop.

What to do in Lucca?

Walk the town walls, admire Lucca Cathedral, scale the Guinigi Tower, and explore the Roman Amphitheater.

13. Monte San Savino

This town features a rich Jewish history alongside a wealth of other historical attractions, including the ancient ceramic traditions showcased in the Cassero Museum.

What to do in Monte San Savino?

Visit the Sanctuary of Santa Maria Delle Vertighe and explore the town’s beautiful churches.

14. Forte dei Marmi

This coastal town is perfect for anyone looking to combine beach relaxation with historic charm. You’ll find luxury boutiques and fine dining options along with stunning beaches.

What to do in Forte dei Marmi?

Utilize the beaches, stroll along the Pontile pier, and indulge in luxury shopping and dining experiences.

Siena – Bonus Historic Old Town

Don’t miss the historic center of Siena, another UNESCO World Heritage Site renowned for its beauty and rich history.

To Conclude

Tuscany is overflowing with beautiful towns. We have highlighted the best of the best, from quaint villages to bustling towns. Each of these destinations offers unique experiences that showcase the charm of Tuscany.

How to Get to Tuscany

Tuscany is easily accessible, linked by highways and an excellent train system. Airports in Rome, Pisa, Forli, Bologna, and Florence serve as great entry points to the region. Be sure to arrange airport transfers ahead of time for convenience.

Tuscany invites you to explore its remarkable scenery, charming towns, and rich history. Enjoy your adventure in this stunning part of Italy!

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