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13 Things to Do in Tuscany for a Memorable Trip

One of the main draws of Tuscany is its stunning natural scenery, which includes rolling hills, vineyards, olive groves, and sunflower fields that charm every visitor to the region. The ancient region is also home to some of Italy’s most important cultural treasures, including Florence, the birthplace of the Renaissance, and Pisa, famous for its leaning tower. The region’s map is dotted with numerous other historic and lovely medieval towns such as San Gimignano or Volterra, each with its own unique character and attractions. Check out the best things to do in Tuscany for a fabulous trip!

1. Experience Florence

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Florence, located in the heart of Tuscany, is one of Italy’s most beautiful cities and a must-visit destination for any traveler. The city is famous for its rich history, stunning architecture, world-class art galleries, and delicious cuisine.

Visitors to Florence can wander the medieval streets, marvel at the iconic Duomo, and explore the beautiful Boboli Gardens. The city is also home to world-renowned art galleries such as the Uffizi Gallery and the Academia Gallery, which houses Michelangelo’s famous David sculpture.

Foodies will also love Florence, as it’s considered one of Italy’s culinary capitals. You can try traditional Tuscan dishes like ribollita, bistecca alla fiorentina, and truffles.

Related: Our Favorite List: Top 13 Things to Do in Florence

2. Explore the Tuscan countryside

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Exploring the Tuscan countryside is a must-do when visiting Italy. You can rent a car or take a guided tour to explore the winding roads and discover hidden gems along the way. The countryside is dotted with vineyards and olive groves, so make sure to stop and sample the local wines and olive oils. Visit the town of San Gimignano, famous for its medieval towers, or explore the town of Siena, known for its beautiful cathedral and famous Palio horse race. The region also offers plenty of opportunities for outdoor activities such as hiking, biking, and horseback riding. Whether you’re a nature lover, foodie, or history buff, the Tuscan countryside has something to offer for everyone.

3. Wine tasting

Wine tasting in Tuscany is an unforgettable experience. The region is famous for its world-class wines, including Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano, among others. Many vineyards and wineries throughout Tuscany offer wine tastings and tours, giving visitors the chance to sample the various wines while also learning about the winemaking process and the history of the region’s wine culture. Some wineries also offer food pairings, allowing guests to enjoy the wines alongside delicious Tuscan cuisine. Wine tasting in Tuscany is not only an opportunity to taste some of the best wines in the world but also a chance to immerse oneself in the region’s rich history and culture.

4. Get lost in Siena

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Siena is a charming medieval city located in the heart of Tuscany, known for its beautiful architecture, rich history, and traditional culture. A must-see in Siena is the Piazza del Campo, a beautiful square where the famous Palio horse race takes place twice a year. The square is surrounded by historic buildings, including the Torre del Mangia and the Palazzo Pubblico. Another highlight is the Siena Cathedral, a stunning Gothic building with beautiful artwork and intricate architecture. You can also explore the winding streets of the old town and visit the many museums, including the Museo Civico and the Museo dell’Opera del Duomo. Siena is also famous for its food and wine, with many delicious local specialties to try, and is a great base for exploring the surrounding Tuscan countryside.

5. Taste Tuscan cuisine

Tuscan cuisine is a culinary delight that reflects the region’s rustic charm and cultural heritage. The food here is simple yet flavorful, with a focus on fresh, locally sourced ingredients. Indulge in a variety of classic dishes, such as ribollita (a hearty vegetable and bread soup), pappa al pomodoro (a tomato and bread soup), bistecca alla fiorentina (a thick cut of grilled beef), and crostini di fegatini (chicken liver pâté on toast). Tuscany is also known for its excellent wines, which can be enjoyed alongside a meal or during a wine tasting tour. Additionally, you can also sample modern interpretations of Tuscan dishes at contemporary restaurants throughout the region.

6. Admire the leaning tower Pisa

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Pisa is a city located in the Tuscany region of Italy and is famous for its iconic Leaning Tower. However, there’s more to Pisa than just the tower. Pisa has a rich history, and its beautiful architecture and cultural heritage are worth exploring.

You can explore the Piazza dei Miracoli, which houses the Leaning Tower along with the Cathedral and the Baptistery, all of which are UNESCO World Heritage sites. The Piazza dei Cavalieri is another must-visit, where visitors can see the stunning Palazzo della Carovana and the Church of Santo Stefano dei Cavalieri.

Pisa is also known for its delicious cuisine. You can enjoy traditional dishes like spaghetti alle vongole, cacciucco, and tiramisu. Pisa is also located near the coast, so visitors can enjoy fresh seafood dishes.

7. Day Trip to Lucca

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Lucca is a charming Tuscan town that is often overlooked by visitors to the region, but it is definitely worth a visit. Encircled by ancient walls, Lucca is known for its rich history, beautiful architecture, and relaxed atmosphere. A walk or bike ride along the walls provides fantastic views of the city and its surroundings.

One of the must-see attractions in Lucca is the Guinigi Tower, which dates back to the 14th century and has a unique feature of oak trees growing on its roof. The town’s historic center is also home to several beautiful churches, including the Cathedral of San Martino, and the Basilica of San Frediano.

8. Spend a day at San Gimignano

There’s a reason why San Gimignano is always in the bucket list of things to do in Tuscany, it is a picturesque town in Tuscany known for its medieval architecture, towers, and breathtaking views of the surrounding hills. The town’s historic center is a UNESCO World Heritage Site and is one of the best-preserved examples of medieval architecture in Italy.

You can explore the town’s narrow streets, piazzas, and churches, including the famous Collegiate Church of Santa Maria Assunta, which houses priceless frescoes and artworks. The town is also famous for its local white wine, Vernaccia di San Gimignano, which can be enjoyed at one of the many wine bars and restaurants. For panoramic views of the town and surrounding countryside, you can climb the Torre Grossa, one of San Gimignano’s tallest towers.

9. Visit Volterra

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Volterra is a charming walled hill town in Tuscany, Italy, known for its medieval architecture, alabaster workshops, and stunning views of the surrounding countryside. A visit to Volterra offers a unique opportunity to experience the rich history and culture of Tuscany.

Start by exploring the town’s Etruscan origins at the Guarnacci Etruscan Museum, which houses an impressive collection of artifacts from the ancient civilization. Next, wander through the winding streets of the historic center, admiring the well-preserved medieval architecture and the Roman amphitheater.

Don’t miss the opportunity to visit the alabaster workshops, where you can see skilled artisans at work creating beautiful sculptures and souvenirs from the local stone. And be sure to take in the breathtaking views of the surrounding hills from the top of the town’s imposing walls.

10. See the charming Montepulciano

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Montepulciano is a charming hilltop town located in the heart of Tuscany, known for its beautiful countryside, rich history, and delicious wines. It is famous for its Vino Nobile di Montepulciano, a red wine that has been made in the region for centuries.

You can explore the town’s ancient walls, narrow streets, and historic buildings, such as the Palazzo Comunale, the Duomo, and the Church of San Biagio. The town also hosts a number of cultural events and festivals throughout the year, including the Bravìo delle Botti, a barrel-rolling race held in August, and the Cantiere Internazionale d’Arte, an international arts festival held in July.

In addition, the surrounding countryside offers breathtaking views, with rolling hills, vineyards, and olive groves, making Montepulciano a perfect destination for wine lovers and nature enthusiasts alike.

11. Stroll around Pienza

Pienza is located in the heart of the Val d’Orcia region in Tuscany. The town is famous for its picturesque Renaissance architecture, stunning countryside views, and delicious pecorino cheese. You can explore the town’s main square, Piazza Pio II, which is surrounded by beautiful buildings, including the Palazzo Piccolomini and the Duomo di Pienza.

Other must-see attractions include the Palazzo Borgia, the Diocesan Museum, and the town’s medieval walls. In addition to sightseeing, you can enjoy Pienza’s famous pecorino cheese, which is made locally and pairs perfectly with a glass of Tuscan wine. Pienza is also an excellent base for exploring the surrounding countryside, including the nearby towns of Montalcino, Montepulciano, and Siena.

12. Enjoy Pitigliano

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Pitigliano is known for its Etruscan origins, medieval architecture, and breathtaking panoramic views. The town is perched on a tuff cliff, overlooking the beautiful valley of the Lente and Meleta rivers. The town’s unique and picturesque appearance is due to its architecture, which consists of buildings carved out of the soft rock, creating a honeycomb-like structure.

Wander through the town’s narrow streets, passing by beautiful stone buildings, ancient churches, and old palaces. The town is also famous for its Jewish Quarter, which is one of the best-preserved Jewish ghettos in Italy. You can explore the synagogue, visit the Jewish Museum, and learn about the history of the Jewish community in Pitigliano.

Pitigliano is also known for its delicious cuisine, which includes local specialties such as wild boar, rabbit, and pasta dishes like pici and gnocchi. Wine lovers can also visit the nearby vineyards to taste some of the region’s famous wines, such as Bianco di Pitigliano and Morellino di Scansano.

13. Explore Cortona

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Cortona is a beautiful hilltop town in Tuscany, Italy, that is definitely worth a visit. Surrounded by olive groves and vineyards, it offers stunning panoramic views of the Tuscan countryside. The town itself is rich in history and culture, with ancient walls, winding streets, and medieval architecture. Be sure to explore several historic churches and museums, including the Museo dell’Accademia Etrusca, which houses a collection of Etruscan artifacts.

Cortona is also known for its delicious cuisine, which features traditional Tuscan dishes made with fresh local ingredients. In addition to food and wine, visitors can enjoy outdoor activities such as hiking and cycling, or simply relax and soak up the town’s peaceful atmosphere.

One of the town’s highlights is the beautiful Piazza della Repubblica, a spacious square lined with cafes and restaurants. From here, you can take in views of the surrounding countryside and the nearby Lake Trasimeno.

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Villa Finder Editorial Team

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