Secret Siena Walking Tour

Explore Siena's hidden gems with this private 2-hour walking tour, uncover secret corners, legends, and stunning views away from crowds.

If you’re planning a trip to Siena and want to see a side of the city most travelers miss, a Secret Siena Walking Tour might be just what you’re looking for. From what we’ve gathered, it’s a highly-rated, intimate experience that takes you off the beaten path, into lesser-known alleys, secret squares, and historic corners. It’s perfect if you’re into discovering hidden stories and unique views, rather than just ticking off the main sights.

What we especially love about this tour is how it combines authentic storytelling with a personal touch—guided by a knowledgeable local who knows Siena’s secrets. Plus, the tour offers stunning vistas perfect for photos and peaceful spots where you can just enjoy the atmosphere. That said, it’s not a deep dive into every historical detail, so if you’re craving extensive history or museum visits, you might find it a bit light. Overall, it’s an excellent choice for travelers who want a customized, relaxed exploration of Siena’s less crowded, more enchanting corners.

This tour is well-suited for curious travelers who enjoy walking, discovering stories behind places, and prefer a more intimate experience. It’s also good for those who want to avoid touristy crowds but still want a rich taste of Siena’s charm.

Key Points

Secret Siena Walking Tour - Key Points

  • Personalized Experience: Private guided tour, only your group participates.
  • Hidden Corners: Focuses on lesser-known, fascinating spots away from the crowds.
  • Authentic Stories: Learn about noble families, medieval pilgrims, and legends.
  • Stunning Views & Photo Ops: Perfect for capturing memorable moments.
  • Flexible & Convenient: 2-hour tour starting from a central meeting point.
  • Good Value: Small group size (up to 6 people) offers intimacy without a hefty price tag.

Why This Tour Packs a Punch

Secret Siena Walking Tour - Why This Tour Packs a Punch

The Secret Siena Walking Tour offers an engaging way to see Siena beyond the typical routes. It’s designed to give you access to parts of the city that aren’t on standard tourist maps. Walking through medieval streets, visiting ancient courtyards, and discovering secret squares, you’ll get a flavor of Siena’s past that’s impossible to find in a guidebook.

The tour is led by Roberta Marioni, a licensed guide praised for her knowledge and friendly approach. From reviews, it’s clear she’s quite good at making the experience personal and accommodating. One traveler mentioned how she patiently waited when they had trouble parking, which hints at her attentive style. This personal touch makes a significant difference, especially in a city like Siena, where small streets and hidden alleys often mean navigating with a local’s insight.

The Itinerary in Detail

Secret Siena Walking Tour - The Itinerary in Detail

Starting Point: Piazza S. Domenico

The tour kicks off at Piazza S. Domenico, a central location that’s easy to find, close to public transportation. From here, the guide will lead you along Siena’s medieval streets, away from the tourist crowds, into the territories of ancient districts.

Exploring Siena’s Hidden Corners

The core of this experience is wandering through lesser-known alleys, squares, and courtyards. You’ll pass by 14th-century palaces and ancient fountains, each with their own stories. These are the kinds of places most visitors miss, yet they’re packed with history and character. One reviewer mentioned how she felt like she discovered secret areas of Siena that provided “incredible photo ops.”

Legends and Local Stories

Throughout the walk, your guide will share stories about noble families, medieval pilgrims, and disappearing monasteries. These tales add color and depth, making the city’s history come alive in a way that feels personal and engaging. It’s a different approach compared to standard tours that stick to major sights.

Panoramic Views & Peaceful Corners

One of the highlights, as highlighted in reviews, is the breathtaking views of Siena. The tour takes you to quiet spots perfect for photos or just soaking in the atmosphere. These places often overlook the rooftops or give a panoramic shot of the city walls and countryside beyond, providing a peaceful break from busy tourist spots.

Optional Contrada Museum Visit

If you’re interested, your guide can arrange a visit to a private museum dedicated to Siena’s Palio race, further enriching your understanding of local traditions. Tickets aren’t included, but Roberta can handle the booking if you ask.

The Experience’s Pros and Cons

The main advantage is the personalized guidance. With only your group (up to six people), you’ll get tailored attention, making it easy to ask questions and explore at your own pace. The knowledgeable guide—Roberta—receives glowing reviews for her storytelling skills and accommodating nature, which elevates the whole experience.

On the downside, some reviewers felt the tour didn’t go as deep into historical details as they hoped. One mentioned it felt more like a “normal walking tour” rather than the deeply secretive experience they anticipated. Also, since it’s only a 2-hour walk, it’s more of an overview than an exhaustive exploration.

Price-wise, at $240.74 per group, it’s not the cheapest option, but considering it’s private and includes guiding only your group, the value is reasonable. You’re paying for quality, exclusivity, and insider access.

Booking and Practicalities

Secret Siena Walking Tour - Booking and Practicalities

The tour begins at Piazza S. Domenico and ends at Piazza del Campo, right in the heart of Siena. It’s accessible via public transport, and the meeting point is straightforward to find. The experience is booked well in advance—on average, about 58 days ahead—so plan ahead if you want to secure a spot.

You’ll receive confirmation within 48 hours, and canceling is free up to 24 hours before the tour, giving you some flexibility in case your plans change.

Final Thoughts

Secret Siena Walking Tour - Final Thoughts

For travelers who want a more intimate, story-rich exploration of Siena, this private tour offers a lot of value. It’s ideal if you’re keen to uncover hidden corners, legends, and peaceful vistas without the hassle of large tour groups. The small size and flexible approach mean you can tailor the experience a bit, making it a personalized adventure.

If you’re after a deeper dive into Siena’s history or a visit to its museums, this might not satisfy entirely. But for a charming, authentic walk through Siena’s secret spots, it’s hard to beat.

Who Should Consider This Tour?

Secret Siena Walking Tour - Who Should Consider This Tour?

This experience is best suited for travelers who enjoy walking and exploring at a relaxed pace. Perfect for those who love stories and local legends, and want to see Siena through a more personal lens. It’s also a good choice for couples or small groups wanting a private guide to make their visit special. If you’re traveling with friends or family who appreciate quiet, scenic corners, this tour will fit nicely. However, it’s not ideal if you’re looking for an extensive historical deep dive or museum visits—those will need separate outings.

Ready to Book?

Secret Siena Walking Tour



5.0

(10)

90% 5-star

“This tour did not provide the depth of knowledge we have received from other private tours in the past. This also felt like a normal walking tour, …”

— k c, May 2025

FAQ

Secret Siena Walking Tour - FAQ

Is this tour suitable for kids?
It’s generally a walking tour, so it’s suitable for most ages, but keep in mind that it involves a fair amount of walking through narrow streets. Kids who enjoy wandering and stories might find it engaging.

How many people are in each group?
The private tour is for up to 6 people, which keeps the experience intimate and personalized.

Can I visit the Palio museum?
Yes, if you’re interested, your guide can book tickets for the private museum dedicated to Siena’s Palio race, though tickets are not included in the tour price.

How long is the tour?
It’s approximately 2 hours, walking through Siena’s secret streets and alleys.

Where does the tour start and end?
It begins at Piazza S. Domenico and ends at Piazza del Campo, right in the city center.

Is this a guided tour?
Yes, led by Roberta Marioni, a licensed guide known for her engaging storytelling.

What’s included in the price?
The private guided tour is included. Museum tickets, food, drinks, and tips are not.

Is the tour available on short notice?
Most travelers book well in advance—on average 58 days beforehand—so last-minute bookings might be challenging but worth asking.

Are service animals allowed?
Yes, service animals are permitted.

What if I need to cancel?
You can cancel free of charge up to 24 hours before the tour starts for a full refund.

In all, the Secret Siena Walking Tour offers an authentic, intimate peek into Siena’s hidden treasures, perfect for travelers looking to experience the city beyond the crowds. It combines storytelling, stunning views, and a local guide’s insight, making it a memorable addition to your Siena visit.