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Discover Siena’s historic charm with a personalized 2-hour private walking tour led by a licensed local guide, exploring top sights and hidden stories.
Exploring Siena with a private guide offers a tailored way to see this stunning medieval city. This 2-hour tour, led by Roberta Marioni, promises an intimate experience through Siena’s most iconic sites, without the rush of a large group. Whether you’re a history buff or simply eager to soak in the atmosphere, this tour aims to deliver a memorable, focused visit.
What we particularly like about this experience is the flexibility it offers—your guide adjusts the pace and itinerary based on your interests. Plus, the focus on authentic stories and local insights means you’re not just ticking off landmarks but truly understanding Siena’s soul. However, it’s worth noting that tickets for major sites like the Duomo and museums are not included, so you’ll want to plan extra time if you wish to explore these in depth.
This tour suits travelers who prefer a personalized, relaxed visit with a knowledgeable guide, especially if you want a deeper understanding of Siena beyond just seeing the sights. It’s also ideal for those with limited time but still eager to experience the city’s highlights in a meaningful way.

For a more personal experience, these private Siena tours deliver individual attention
The essence of this tour lies in its ability to introduce you to Siena’s medieval heart comfortably and informatively. In just about two hours, you’ll get a well-rounded overview of the city’s top sights, with plenty of stories and historical insights from a local guide. Roberta Marioni, the tour provider, is praised for her enthusiasm, passion, and deep knowledge—she’s known for making history lively and engaging.
Your journey begins at this significant church dedicated to Saint Catherine of Siena. Here, you learn about Santa Caterina’s life and her influence on Siena’s spiritual and cultural identity. Reviewers mention that Roberta’s storytelling makes the church’s history come alive, transforming what could be just a visit into a storytelling session. The admission ticket here is included, making it convenient to explore without extra hassle.
Next, you visit a baroque chapel and a decorated hall within Santa Caterina’s former house — now a small monastery. This site offers a glimpse into the religious devotion and the personal space of Siena’s beloved saint. The guide shares anecdotes about Santa Caterina that deepen your understanding of her importance, making the experience more than just sightseeing. The ticket for this site is also included in the tour.
A highlight for those interested in Siena’s financial history is a stop at the oldest surviving bank in the world, founded in 1472. While admission isn’t included, the square and the bank’s facade provide an atmospheric backdrop for discussions about Siena’s historic banking tradition. Reviewers found this stop particularly enlightening—they appreciated learning how Siena’s past as a banking hub still influences the city today.
Arguably the crown jewel of the tour, the Siena Cathedral is a masterpiece of medieval architecture. You’ll see the stunning floor mosaics, Michelangelo’s alabaster altar, Bernini’s chapel, and Donatello’s statue. Although tickets aren’t included, the guide’s commentary enriches the experience, pointing out details that might be missed otherwise. Expect about 30 minutes here, enough to appreciate the grandeur and artistry that make the Duomo a must-visit.
The grand, shell-shaped square that hosts the famous Palio horse race is next. With its elegant palaces and the Town Hall, the square exudes history and vibrancy. The Fonte Gaia fountain and the surrounding architecture tell stories of Siena’s civic pride. The guide shares legends and insights that help bring the square’s lively past into focus. This stop is about 15 minutes long but leaves a lasting impression.

The real value here is the personalized attention. Roberta’s passion and deep knowledge shine through, transforming a standard sightseeing walk into a genuine storytelling experience. Reviewers often mention how she makes art and architecture accessible and interesting, even for those who might not typically find history engaging. Her enthusiasm is contagious, and her ability to weave stories enhances each site’s significance.
Plus, the tour’s flexibility means you can focus more on what interests you most. If you’re passionate about art, history, or architecture, Roberta adjusts her narrative accordingly. The private nature ensures you won’t be rushed, and all the stops are designed to give you a meaningful overview within a short period.
While the total price of $242.93 covers the guide and all the included sites, remember that major attractions like the Siena Cathedral and museums require separate tickets. This can add extra expense and time if you choose to explore these in detail afterward. Still, the guide’s commentary provides a rich context to appreciate the architecture even if you don’t step inside every building.
Multiple reviews praise Roberta’s ability to bring Siena’s stories to life. One reviewer appreciated how she shared colorful tales about Siena’s women, making the city’s history fascinating and relatable. Others highlighted her enthusiasm, passion, and genuine friendliness, which created a warm, engaging atmosphere. The fact that this tour is exclusively for your group means you get an intimate experience tailored to your interests.

This private tour is perfect for travelers who want an authentic, personalized introduction to Siena, especially if you value storytelling and local insights. It’s well-suited for couples, small groups, or families who prefer a flexible pace and the chance to ask questions freely. If you’re short on time but still wish to grasp Siena’s essence, this guided walk provides a rundown without being overwhelming.
It’s also ideal if you’re interested in the stories behind the art, architecture, and historical figures, rather than just viewing from afar. If your priority is a deep, engaging, and customized city experience, this tour will meet your expectations.


Is this tour suitable for children?
Yes, most travelers can participate, and its private nature makes it adaptable for families with children.
Can I customize the itinerary?
Yes, the tour is flexible, and you can adjust the pacing and stops with your guide.
Are tickets for the cathedral and museums included?
No, these are not included, so you’ll need to purchase them separately if you want to explore inside.
How long in advance should I book?
Most people book about 26 days in advance; it’s recommended during peak travel seasons.
What language is the guide available in?
While not explicitly stated, the guide is a licensed local guide, likely fluent in Italian and English.
What if I need to cancel?
You can cancel free of charge up to 24 hours before the tour for a full refund.
Is transportation provided?
No, this is a walking tour, so comfortable shoes and a good map are advisable.
How much walking is involved?
The tour covers several historic sites on foot, but the pace is adjustable.
Will I see art works by Michelangelo?
Yes, Michelangelo’s work can be seen in the cathedral (though tickets are not included), along with other masterpieces.
Is this tour good for first-time visitors?
Absolutely. It provides a rundown and local insights, perfect for first-timers wanting to get the most out of Siena.
This Siena private walking tour offers a perfect balance of expert guidance, cultural insight, and flexibility, ideal for travelers who want a relaxed yet enriching introduction to this beautiful Italian city. Whether you’re a history enthusiast or just eager to enjoy Siena’s timeless charm, it’s a smart choice for a memorable half-day adventure.