Take a captivating private journey through Siena on a guided walking tour that goes beyond monuments and reveals the soul of the city.
Begin your experience in the heart of Siena’s historic center, where you meet your expert local guide. From here, you stroll through medieval streets shaped by strong neighborhood identities. Along the way, you discover daily life in Siena’s contrada, experience Piazza del Campo, and visit the Cathedral as part of Siena’s living story. Your guide adds context, culture, and authenticity at every step.
Explore Siena’s 17 contrade, the districts that still shape daily life today. Learn how these communities function, see how rivalries form, and understand why belonging to a contrada becomes a lifelong identity. This unique system comes vividly to life during the Palio di Siena, one of Italy’s most emotional traditions.
Next, you spend time in Piazza del Campo, the city’s iconic square and everyday gathering place. Far beyond a postcard view, it remains the stage for civic life, celebrations, and local routines.
A highlight of the tour is the Siena Cathedral (Duomo). You enter with pre-arranged tickets and skip the lines. Inside this extraordinary Gothic masterpiece, your guide focuses on meaning rather than overwhelming detail. Discover how the Cathedral reflects Siena’s ambition, wealth, and rivalry, and enjoy its marble interior, artworks, symbolism, and the Piccolomini Library.
If you choose the extended option with the OPA SI Pass, you continue deeper inside the Cathedral complex. You explore the Crypt with centuries-old frescoes, learn about the unfinished “Duomo Nuovo,” and visit the Museo dell’Opera with sculptures and stained glass treasures.
Throughout the walk, your guide also shares insights into Siena’s food and wine traditions. You hear about local dishes, sweets such as Ricciarelli and Panforte, and wines from the countryside, along with genuine local recommendations.
Conclude your private Siena experience at a relaxed and comfortable pace, with time to ask questions, enjoy meaningful conversation, and tailor the tour to your interests. By the end, you leave with a deeper understanding of Siena, its history, living culture, and unique character.
We meet at the church of San Domenico under the big tree.
Your guide will have a signboard that says, “Walks In Europe.” Here is the Google Maps link


















Related Tours
Discover the most famous architectural masterpieces of Pisa’s religious center in one tour. Choose to climb the leaning tower of Pisa with pre-reserved tickets and visit the Cathedral and the Baptistery with an expert guide.
Skip the lines and explore Florence’s top sights—the Statue of David, the Cathedral, and Brunelleschi’s Dome climb led by an expert guide in small groups of max 14 people. Stunning views and rich history await!
Discover Florence’s iconic sites on a guided tour with skip-the-line tickets. Enjoy fast entry to the Cathedral, explore the history of the Duomo Museum and Baptistery, and finish with a climb up Giotto’s Bell Tower.
PRIVATE TOURS.
CURATED
MOMENTS.
We create private experiences tailored entirely to you — whether you’re planning a family adventure, a corporate retreat, or marking a special occasion. Each itinerary is shaped around your interests and pace, with exclusive access, personal insight, and seamless delivery at every step.