Secret Siena Walking Tour - Discover Siena’s Hidden Squares and Medieval Alleys

Secret Siena Walking Tour

Discover Siena's hidden corners and medieval stories on this private 2-hour walking tour, led by a knowledgeable guide, for up to 6 guests at $240.74.

Explore Siena’s Secret Side with This Private Walking Tour

Secret Siena Walking Tour - Explore Siena’s Secret Side with This Private Walking Tour

The Secret Siena Walking Tour offers a unique way to see Siena beyond its bustling tourist spots. Priced at $240.74 per group, it accommodates up to 6 participants and lasts around 2 hours, making it a manageable and intimate experience. The tour departs from Piazza S. Domenico and finishes near the iconic Piazza del Campo. Led by Roberta Marioni, a licensed guide known for her engaging storytelling, this tour is a favorite for those wanting to uncover Siena’s lesser-known alleys, squares, and legends.

This tour is perfect for visitors who crave a more personalized experience and are interested in history, art, and architecture. It emphasizes hidden corners away from crowded routes, providing breathtaking views and exclusive insights into Siena’s medieval past. The tour’s private setting ensures an immersive, relaxed pace, ideal for those who appreciate storytelling and authentic local atmosphere. An important consideration is that museum tickets, food, and drinks are not included, so plan for additional expenses if you wish to visit any museums or enjoy local delicacies afterward.

Key Points

  • Private guided tour with an experienced, licensed guide
  • Duration of approximately 2 hours exploring Siena’s hidden areas
  • Price of $240.74 per group (up to 6 people)
  • Focus on lesser-known streets, squares, palaces, and legends of Siena
  • Includes views perfect for photos and peaceful, suggestive corners
  • Opportunity to visit a private Contrada museum (tickets not included)

Starting Point and Tour Logistics in Siena’s Old Town

Secret Siena Walking Tour - Starting Point and Tour Logistics in Siena’s Old Town

The tour begins at Piazza S. Domenico and ends at Il Campo, two prominent locations in Siena’s historic center. The meet-up point is near public transportation, making it convenient for travelers staying nearby. The group size is limited to six, which ensures a personalized experience and plenty of space for questions.

Roberta Marioni, the guide, is praised for her knowledgeable and accommodating approach, making sure each participant feels engaged and comfortable. The itinerary takes you up and down medieval streets, crossing territories of ancient districts while avoiding the crowds typical in Siena’s main tourist spots. The focus on less frequented paths makes it easier to appreciate the town’s authentic charm without the hustle and bustle.

Discover Siena’s Hidden Squares and Medieval Alleys

Secret Siena Walking Tour - Discover Siena’s Hidden Squares and Medieval Alleys

Throughout the tour, visitors explore forgotten squares and narrow alleys that preserve Siena’s medieval character. These secret corners reveal stories of noble families, medieval pilgrims, and disappeared monasteries. The guide highlights perfectly preserved 14th-century palaces and ancient fountains that carry legends and tales from centuries past.

Many of these locations offer breathtaking views of Siena’s skyline, ideal for capturing memorable photos. You’ll find quiet, suggestive corners perfect for moments of reflection or snapping pictures away from the crowds. The tour’s focus on hidden gems provides a fresh perspective on Siena’s architecture and urban layout, emphasizing authentic and peaceful experiences.

Explore Siena’s Contrada Territories and Palio Legends

Secret Siena Walking Tour - Explore Sienas Contrada Territories and Palio Legends

A distinctive aspect of this tour is the chance to explore the territory of a Contrada, one of Siena’s historic districts. The guide explains the history of the Palio race, giving context to how Siena’s districts compete in this famous event. If interested, travelers can choose to visit a private Contrada museum—though tickets are not included—adding an exclusive glimpse into Siena’s vibrant cultural traditions.

This segment of the tour is particularly engaging for those curious about local customs, rivalries, and the history behind Siena’s legendary horse race. Roberta’s storytelling makes these stories lively, connecting past and present in this unique city tradition.

Scenic Views and Photo Opportunities Along the Route

Secret Siena Walking Tour - Scenic Views and Photo Opportunities Along the Route

A highlight of the Secret Siena Walking Tour is the access to breathtaking viewpoints overlooking the medieval rooftops and the Tuscan countryside. These peaceful corners are perfect for photographers or anyone eager to capture Siena’s timeless beauty without the typical crowds.

Many guests praise how the guide leads them to less obvious but stunning spots that are often missed in larger group tours. Whether it’s a quiet courtyard, a hidden fountain, or an elevated terrace, the tour offers plenty of chances for unforgettable photos and reflective quiet moments.

The Guide: Roberta Marioni’s Engaging Approach

Secret Siena Walking Tour - The Guide: Roberta Marioni’s Engaging Approach

Roberta Marioni is celebrated for her interesting, knowledgeable, and accommodating style. She skillfully balances storytelling with factual information, making history come alive in Siena’s streets. Her focus on personalized attention ensures that questions are welcomed and that the pace suits the group’s needs.

Guests often note her warm and friendly demeanor, which enhances the experience. She patiently waits for those with limited mobility and provides practical tips, such as parking suggestions, to facilitate a smooth visit.

Accessibility, Physical Requirements, and Tour Comfort

Secret Siena Walking Tour - Accessibility, Physical Requirements, and Tour Comfort

The tour is suitable for most travelers, with flexible pacing that considers different mobility levels. Since the route involves walking up and down medieval streets and alleyways, some uneven surfaces are possible, so comfortable footwear is recommended. The limited group size allows for more personal attention and less crowded walking, making it easier for guests with mobility concerns to enjoy the experience.

Roberta’s attentive approach ensures that everyone can participate comfortably, making this tour accessible to a wide audience seeking an authentic Siena experience.

Flexibility and Cancelation Policy

Secret Siena Walking Tour - Flexibility and Cancelation Policy

Booking the Secret Siena Walking Tour offers the benefit of free cancellation up to 24 hours in advance. This flexibility allows travelers to plan with confidence, knowing they can adjust their plans if needed. Confirmation is provided within 48 hours of booking, subject to availability.

Since this is a private tour, only your group participates, leading to a more relaxed and tailored experience. The focus remains on quality and personal engagement rather than large group dynamics.

Final Thoughts on the Secret Siena Walking Tour

This tour provides a personalized exploration of Siena’s lesser-known but captivating spots. With a knowledgeable guide like Roberta, participants enjoy an engaging storytelling experience that uncovers local legends, hidden corners, and authentic views not typically accessible in large group tours. The 2-hour duration strikes a balance between depth and convenience, making it suitable for those with limited time or who prefer a leisurely pace.

While some reviews note that the tour may not cover as much depth of knowledge as other private options, the focus on secret locations and engaging narratives makes it a worthwhile choice for those eager to see Siena’s authentic charm away from crowds. The viewpoints and quiet corners are especially praised, offering memorable photo opportunities and peaceful moments.

The Secret Siena Walking Tour stands out as a personal, flexible, and authentic way to discover Siena’s hidden treasures. It’s especially well-suited for history enthusiasts, photo lovers, and travelers seeking a more intimate experience in this stunning medieval town.

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

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 2 hours.

What is the price for the group?
The cost is $240.74 per group for up to 6 participants.

Where does the tour start and end?
It begins at Piazza S. Domenico and finishes at Il Campo in Siena.

Is the tour suitable for all mobility levels?
Yes, with some considerations for walking on uneven medieval streets. The small group size allows for flexibility.

Are museum tickets included?
No, museum tickets, food, and drinks are not included.

Can I cancel the tour?
Yes, free cancellation is available up to 24 hours in advance.

What makes this tour different from other Siena tours?
It focuses on hidden streets, squares, and legends, avoiding the crowded main sites for a more intimate experience.

Is the guide knowledgeable?
Yes, Roberta Marioni is praised for her interesting, engaging, and accommodating storytelling.

Is this tour private?
Yes, only your group participates, ensuring a personalized experience.

Can I visit a Contrada museum?
Yes, but tickets are not included; this can be arranged if preferred.

Is there a specific dress code?
Comfortable footwear is recommended due to walking on medieval streets.

What should I bring?
Bring your camera for the scenic views and comfortable shoes for walking.