These Are the Best Places to Go in Tuscany

Tuscany, a region celebrated for its stunning blend of vibrant cities, quaint towns, and breathtaking landscapes, reigns supreme as a premier vacation destination in Italy. It’s a tapestry woven with threads of history, art, gastronomy, and natural beauty, offering a diverse array of experiences that captivate every traveler. From the bustling streets of its historical cities to the serene beauty of its rolling hills, Tuscany presents an unforgettable journey for the senses.

Each corner of Tuscany boasts its own distinct character, yet a common thread of medieval and Renaissance architecture, picturesque scenery, delectable cuisine, and an abundance of exquisite wine unites the region. Narrowing down a list of the "best" places to visit in such a treasure-trove of attractions is a challenge, but the following destinations represent a curated selection of must-see locations that showcase the essence of Tuscany.

1. Florence: The Cradle of the Renaissance

Florence, nestled in the heart of Tuscany, stands as one of Italy’s most captivating cities. A pivotal center of Renaissance art and architecture, it boasts an impressive collection of museums that house masterpieces by renowned artists. The Florence Cathedral, also known as the Duomo, is a breathtaking architectural marvel with its iconic dome, while the Baptistery, with its intricate bronze doors, stands as a testament to Florentine artistry. These landmarks are essential stops for any visitor seeking to immerse themselves in the city’s rich cultural heritage.

Beyond its artistic treasures, Florence serves as an ideal base for exploring the surrounding region. Numerous winery tours and day trips to other Tuscan towns depart from the city, offering opportunities to discover the diverse landscapes and culinary delights of the area. Delving into Florence’s history and culture is easily achieved with a visit to the Museo Galileo, showcasing scientific instruments and discoveries, or the Palazzo Strozzi, which hosts world-class art exhibitions. These Are the Best Places to Go in Tuscany offers the best cultural experience.

2. Siena: A Medieval Masterpiece

Siena, a quintessential medieval hill town, enchants visitors with its timeless charm and historical significance. At its heart lies the Piazza del Campo, a vast fan-shaped piazza dominated by the imposing Torre del Mangia, the city’s bell tower. This central square serves as a gathering place for locals and tourists alike, offering a glimpse into Siena’s vibrant social life.

The annual Palio, Siena’s famed summer horse race, is a spectacle unlike any other. Bareback riders representing different city districts compete in a thrilling race around the Piazza del Campo, a tradition steeped in medieval history and local pride. The race is a visceral and exciting event that captures the spirit of Siena.

Wandering through Siena’s medieval streets, lined with shops and rustic trattorias, is an experience in itself. Away from the main piazza, discover cozy spots filled with locals, where you can savor traditional Tuscan cuisine paired with a bottle of regional wine. Indulge in the flavors of the region and immerse yourself in the authentic Sienese atmosphere.

3. Pisa: Beyond the Leaning Tower

Pisa, located in northern Tuscany, is globally recognized for its Leaning Tower, an architectural anomaly that draws visitors from far and wide. A visit to Pisa is incomplete without climbing the tower and capturing the quintessential tourist photo. The Piazza dei Miracoli, where the tower stands, also houses the magnificent cathedral and baptistery, both dating back to the Italian Renaissance.

While the Leaning Tower is undoubtedly Pisa’s most famous attraction, the city offers much more to explore. Stroll along the Arno River, admire the historic Piazza dei Cavalieri, and discover the city’s hidden gems. Before departing, be sure to sample cecina, a local delicacy made from chickpea flour, offering a taste of Pisa’s culinary heritage.

For those visiting in June, the Giugno Pisano, a festival honoring Pisa’s patron saint, San Ranieri, provides a unique cultural experience. The city comes alive with celebrations, offering a glimpse into Pisa’s traditions and festive spirit.

4. Lucca: A City Encased in History

Lucca is distinguished by its remarkably preserved Renaissance-era wall that encircles the entire city. Walking and bicycling paths, along with lush gardens, adorn the top of the wall, allowing visitors to circumnavigate Lucca’s historic center while enjoying panoramic views.

In addition to its fortifications, Lucca boasts a collection of historic cathedrals and well-preserved towers that offer breathtaking vistas of the city and the surrounding countryside. Climbing these towers provides a unique perspective on Lucca’s urban landscape and the beauty of the Tuscan region.

The house of the renowned opera composer Giacomo Puccini has been transformed into a museum, offering a glimpse into the life and work of this musical genius. To experience authentic regional dishes like tortelli lucchese or zuppa di farro all lucchese, visit one of Lucca’s exceptional restaurants, such as Buralli or La Buca di Sant’Antonio, and savor the flavors of Lucchese cuisine.

5. Cortona: Under the Tuscan Sun

Cortona, the Tuscan hill town immortalized by Frances Mayes in her book "Under the Tuscan Sun," exudes a captivating charm. Enclosed by 3,000-year-old Etruscan walls, Cortona preserves its rich history through its layered architecture.

The town’s notable buildings, including the Abbazia Farneta and the Chiesa San Francesco, reflect Cortona’s artistic and religious heritage. With a significant American expat community, visitors from the United States will find a welcoming atmosphere and readily available English speakers, making it easy to navigate and engage with the local culture.

6. San Gimignano: The City of Beautiful Towers

San Gimignano, famously known as the City of Beautiful Towers, is a classic medieval walled hill town distinguished by its 14 surviving medieval towers. These towers create a unique skyline visible from the surrounding countryside, making San Gimignano an instantly recognizable landmark.

Explore the Museo Etrusco and the historic Collegiata di Santa Maria Assunta to delve into San Gimignano’s cultural and artistic heritage. For a taste of local flavor, sample one of the many cinghiale (wild boar) dishes at Cum Quibus or Ristorante San Martino, immersing yourself in the culinary traditions of the region.

7. Chianti Classico Wine Region: A Vineyard Paradise

The Chianti Classico wine region, nestled between Florence and Siena, is a captivating destination for wine enthusiasts and nature lovers alike. The region is dotted with picturesque villages like Greve and, of course, numerous esteemed wineries. Begin your wine tasting journey at Barone Ricasoli Winery and Brolio Castle, a historic estate that offers both exceptional wines and stunning views of the surrounding vineyards. Exploring These Are the Best Places to Go in Tuscany and the Chianti Classico Wine Region will enrich your experience.

8. Montepulciano: A Renaissance Jewel

Montepulciano, another of Tuscany’s captivating walled cities, is perched atop a sloping and narrow limestone ridge. The town boasts one of the most impressive main squares in Tuscany, surrounded by beautiful Renaissance buildings, including the Chiesa di Sant’Agostino.

Visit the Avignonesi or Gattavecchi vineyards, or any of Montepulciano’s numerous wineries, to sample the renowned Vino Nobile di Montepulciano. Several cantinas in town offer wine tastings, sales, and a selection of local culinary products, allowing visitors to fully immerse themselves in the flavors of Montepulciano.

9. Pienza and Val D’Orcia: A Perfect Harmony

Pienza, designed to be the "ideal city," is a charming Renaissance town situated in the Val D’Orcia, a UNESCO World Heritage Site. Pienza is renowned for its pecorino cheese, the Piccolomini Palace, and a balcony that offers breathtaking views of the Val D’Orcia. The rolling hills and picturesque landscapes of the Val D’Orcia epitomize the beauty of the Tuscan countryside.

10. Montecatini Terme: A Spa Retreat

Montecatini Terme, celebrated for its thermal waters, is one of Italy’s premier spa towns. The town features numerous historic spas and modern facilities offering beauty and wellness treatments. Terme Tettuccio, a lavish classic spa with daily music performances during the season, is worth a visit to admire its Liberty-style architecture.

The town itself is tranquil and relaxing, serving as an excellent base for exploring central and northern Tuscany. A historic funicular railway transports visitors up the hill to the old town of Montecatini Alto, offering panoramic views and a glimpse into the region’s past.
When considering These Are the Best Places to Go in Tuscany, remember that the region’s charm lies not only in its iconic landmarks but also in its hidden corners and authentic experiences. Each town and village offers a unique glimpse into the heart of Tuscany, making it a destination that truly has something for everyone.