Best Places to Visit in Tuscany Italy: Tuscany is a region full of rolling hills, cypress trees, and some of the most beautiful hilltop towns in Italy. As someone who has explored Tuscany extensively, I’m excited to share my insights on the Top 12 most beautiful towns to visit in this enchanting region. These destinations showcase Tuscany’s rich history, vibrant culture, and breathtaking landscapes. So, let’s embark on a journey through Tuscany’s most charming towns.
1. Siena
Siena is a priceless gem from Tuscany that deserves respect and consideration. Its evocative palazzos and sloping cobblestone alleyways define its old center, which is recognized as a UNESCO World Heritage Site. Siena is renowned for its magnificent 13th-century black and white striped Duomo, which houses a vast array of art treasures. This town is not only a beautiful destination but also an excellent base to explore the surrounding Tuscan countryside, including the renowned Chianti region.
The Palio, a customary horse race conducted twice a year, is the main attraction of Siena and takes place in the Piazza del Campo. There are breathtaking views of the city and the surrounding countryside from the top of the Torre del Mangia.
2. Montepulciano
Perched atop a hill in the southern region of Tuscany, Montepulciano is an exceptionally beautiful medieval town. It has beautiful Renaissance mansions, historic churches, quaint squares, and secret areas just waiting to be found. Because of its advantageous location, Montepulciano is an ideal starting point for discovering other local treasures, such as the renowned Montalcino, the quaint town of Pienza, and the thermal village of Bagno Vignoni.
Another well-known product of Montepulciano is its superb Vino Nobile wine. Here, doing tours and tastings at nearby wineries is a must-do activity.
3. Lucca
Lucca is a city on the Serchio River known for its well-preserved Renaissance fortifications. The historic center, enclosed by city walls, has retained its heritage and charm. Lucca’s numerous towers provide stunning viewpoints to appreciate the city’s beauty. Walking or biking along the city walls offers a unique perspective of Lucca’s picturesque landscape.
The Guinigi Tower, topped with a garden of holm oaks, provides panoramic views of the city. Lucca is also famous for its vibrant music scene, including the annual Puccini Festival.
4. Val d’Orcia
Although formally a valley instead of a town, the Val d’Orcia is among Tuscany’s most gorgeous scenery and a UNESCO World Heritage site. Rolling hills, vineyards, and lovely towns abound in this amazing region. Photography, leisurely hikes, and scenic drives fit this area.
Must-see locations in the Val d’Orci are Montalcino, known for its Brunello wine, and San Quirico d’Orcia, with its little mediaeval alleys.
5. Cortona
Cortona is a beautiful hilltop town that offers magnificent views over the surrounding valley. Every angle of this town is photo-worthy. A climb to the fortress of Girifalco rewards visitors with breathtaking panoramas. Cortona’s Etruscan origins and rich history are evident in its architecture and museums.
Piazza della Repubblica, the town’s central plaza, is a wonderful spot to have coffee and take in the ambiance of Cortona.
6. Florence
Few sites can equal Florence’s historical importance and rich creative legacy. Renowned art galleries, museums, and attractions such the Florence Cathedral and the Uffizi Gallery abound in Florence, famously the birthplace of the Italian Renaissance. From those who like art and history to those who enjoy delicious food—even with the summer crowds—Flights Florence has something to offer everyone.
Highlights of this energetic city include the Boboli Gardens, a historic park, and the Ponte Vecchio, a medieval stone bridge dotted with jewelry stores.
7. Pienza
Pienza is a beautiful UNESCO legacy site right in the midst of Tuscany. Dream of Pope Pius II, Pienza was known for its magnificent landscape and Renaissance building style. The town is considered as among Tuscany’s most romantic places with streets like Via del Bacio (Kiss Street) and Via dell’Amore (Love Street).
Must-seen sites are the Palazzo Piccolomini and the iconic Piazza Pio II. Pienza is also well-known for their Pecorino cheese, available at neighborhood stores.
8. Monteriggioni
Monteriggioni is a perfectly preserved medieval walled village just 20 km from Siena. Known for its fortifications and watchtowers, this town started as a castle in the early 1200s. The circular arrangement of the town creates a distinctive and lovely scene that matches the hill it rests on. Early July visits during the medieval festival provide a window into the past of the town.
Walking along the walls gives amazing views of the surrounding landscape, and the little museum in the town provides understanding of its mediaeval past.
9. San Gimignano
Less than an hour’s drive from Siena, San Gimignano, well-known for its 15 medieval towers, is a breathtaking town Raised by the ancient Etruscans, the town prospered under church patronage, producing magnificent buildings including the 12th-century Church of Santa Maria Assunta and the Basilica of Sant’Agostino. The splendor of San Gimignano has motivated pilgrims and poets both.
Surrounded by medieval structures, Piazza della Cisterna, the main plaza of the town, exudes energy. Not miss sampling the native Vernaccia wine.
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10. Volterra
Volterra, a walled town southwest of Florence, is known for its medieval frescoes and expansive views from the central Palazzo dei Priori. The town offers a variety of activities, including visiting alabaster shops, the Etruscan Museum, and the old Roman amphitheater. Volterra’s rich history and well-preserved architecture make it a fascinating destination.
The town’s narrow streets are perfect for wandering, and the panoramic views from the city walls are spectacular, especially at sunset.
11. Pisa (Best Places to Visit in Tuscany Italy)
Renowned for its Leaning Tower, Pisa is one of Tuscany’s most well-known locations With its church and baptistery, the Piazza dei Miracoli—where the tower rests—is an amazing site. Apart from the well-known tower, Pisa boasts a vibrant historical core with excellent eateries and lovely squares ideal for people-watching.
Investigating the less well-known areas of the city exposes a strong cultural scene and active student life. Especially fun are the riverbank hikes beside the Arno River.
12. Livorno
Livorno, located on the western coast of Tuscany along the Ligurian Sea, is one of Italy’s most important ports. Livorno presents a modern city vibe with notable archeological relics, unlike the medieval cities usual of the area. The city boasts vivid food stalls and great seafood.
A lovely place for a leisurely stroll is the Terrazza Mascagni, a coastal promenade; the Livorno Aquarium presents an amazing view of aquatic life.
Tuscany is a region that never ceases to amaze with its historical towns, stunning landscapes, and rich cultural heritage. These twelve towns each offer unique experiences and are a testament to Tuscany’s enduring charm.
As I continue this series and explore Italy from my own experiences, I invite you to stay tuned for my next article. Whether you’re planning your first trip to Italy or returning for another adventure, there’s always something new and beautiful to discover. Keep an eye out for more insights and travel tips as we journey through this incredible country together.
Enjoy your travels and immerse yourself in the magic of Tuscany. Your Italian adventure awaits!
