Private Tour: Secret Siena Walking Tour - Exploring Siena’s Hidden Churches and Monuments

Private Tour: Secret Siena Walking Tour

Discover Siena's secret corners with this private 3-hour walking tour, led by expert guides, visiting hidden churches, panoramic views, and local stories.

Exploring Siena becomes even more special with the Private Tour: Secret Siena Walking Tour, priced at $325.10 per group for up to 12 people. This 3-hour journey departs from Piazza del Campo, the heart of Siena, with options to start in the morning or afternoon — perfect for fitting into different schedules. The tour offers a personal guide who illuminates Siena’s lesser-known streets, revealing hidden gems and less crowded corners far from the typical tourist routes.

This tour is especially appealing for those with a keen interest in Siena’s architecture, history, and art. It emphasizes off-the-beaten-path locations, including churches like Santa Maria in Provenzano and Basilica di Santa Maria dei Servi, which are often missed by larger, group tours. The experience is designed for travelers who want a more personalized and in-depth look at Siena’s medieval streets, making it a great choice for history buffs and art lovers.

Key Points

Private Tour: Secret Siena Walking Tour - Key Points

  • Private, personalized experience with a local guide
  • Visits to lesser-known churches like Santa Maria in Provenzano and Santa Maria dei Servi
  • 3-hour tour starting from Piazza del Campo, with morning or afternoon options
  • Cost of $325.10 per group for up to 12 participants
  • Walks through Siena’s medieval streets and hidden alleyways
  • Free admission to all stops, no entrance fees required

Starting Point at Piazza del Campo

Private Tour: Secret Siena Walking Tour - Starting Point at Piazza del Campo

The tour begins at Piazza del Campo, Siena’s iconic main square, where the guide meets the group in front of the fountain. This central location offers immediate access to the city’s historic heart. Standing here, visitors get a first impression of Siena’s medieval charm, setting the stage for a personalized walk through the city’s unseen corners.

From this bustling square, the guide leads the group into Siena’s quieter streets, away from the crowds. The tour’s flexible start times in the morning or afternoon help avoid peak tourist hours, providing a more relaxed experience. The meeting point is easily accessible and close to public transportation, making it convenient for travelers arriving from different parts of Siena.

Exploring Siena’s Hidden Churches and Monuments

Private Tour: Secret Siena Walking Tour - Exploring Siena’s Hidden Churches and Monuments

A key feature of this private walking tour is visiting churches that are not part of the usual tourist itinerary. The Church of Madonna di Provenzano is a highlight, offering a chance to see Siena’s beautiful ecclesiastical architecture without long lines or entry fees. Inside, the guide shares stories about the church’s history and significance in Siena.

Another notable stop is the Basilica di Santa Maria dei Servi, which houses masterpieces and provides panoramic views of Siena from its location. The guide points out artworks, architectural details, and local legends, enriching the experience. These off-the-beaten-path sites give a more authentic feel of Siena’s religious and cultural life.

Discovering Siena’s Contrade and Palio Traditions

On this tour, the guide shares stories about Siena’s districts, known as contrade, including details about the Palio di Siena, a famous horse race held twice a year in Piazza del Campo. While the main square is familiar to many visitors, the tour provides insights into the neighborhoods of the 17 contrade, which are integral to Siena’s identity.

The guide explains how these districts shape local life, culture, and community pride. This context helps visitors understand the passion and history behind the Palio, making their visit to Siena more meaningful. The tour also offers visual panoramas of the city, perfect for photography and reflection on Siena’s unique social fabric.

Walking Through Siena’s Medieval Alleys and Streets

Private Tour: Secret Siena Walking Tour - Walking Through Siena’s Medieval Alleys and Streets

Much of the charm of this private tour lies in walking along lesser-known alleys and historic streets that are usually missed by larger groups. The guide takes the group down narrow lanes and hidden pathways that immerse visitors in local life and everyday scenes of Siena’s past and present.

These backstreets showcase architecture, colorful facades, and local shops that contribute to Siena’s authentic atmosphere. This route is especially suitable for those who enjoy strolling at a relaxed pace and learning about everyday life in Siena beyond the main tourist sites.

Visiting the Basilica di San Clemente in Santa Maria dei Servi

Private Tour: Secret Siena Walking Tour - Visiting the Basilica di San Clemente in Santa Maria dei Servi

One of the tour’s main highlights is a visit to the Basilica di San Clemente, which offers a mix of history and panoramic views. Inside, visitors find Siena masterpieces that reveal the artistic heritage of the city.

From the basilica’s vantage point, there is a chance to take unusual photos of Siena’s skyline. The guide explains the church’s history and shares stories about its artworks, providing a deeper understanding of Siena’s religious artistic traditions.

The Expertise of Guides Like Elio and Claudia

Private Tour: Secret Siena Walking Tour - The Expertise of Guides Like Elio and Claudia

Multiple reviews highlight guides such as Elio, Claudia, Georgia, and Sylvia as knowledgeable, engaging, and personable. They tailor the tour to group interests, often including off-the-beaten-path sites and stories about Siena’s neighborhoods. Their enthusiasm and local insight make the experience lively and memorable.

Reviewers frequently note Elio’s energy and humor, while others appreciate guides like Claudia for their detailed knowledge and friendly approach. These guides bring Siena’s history and culture to life, making the tour not just informative but also entertaining.

Pacing, Flexibility, and Comfort

Private Tour: Secret Siena Walking Tour - Pacing, Flexibility, and Comfort

The 3-hour duration is well-paced, allowing enough time to see several key sites without feeling rushed. The tour can be tailored to group interests, whether focusing on art, history, or local stories.

Travelers should have a moderate physical fitness level, as the walk includes some steep hills. The private nature of the tour ensures flexibility, and customized stops are common if group members express specific interests.

Logistics and Meeting Arrangements

Private Tour: Secret Siena Walking Tour - Logistics and Meeting Arrangements

The meeting point at Piazza del Campo is central and accessible, making it easy for visitors to join. Transportation to and from the tour stops is not included, so travelers should plan accordingly. The private tour offers a personalized and intimate experience, with guides who are delighted to answer questions and adjust the route as preferred.

The tour is booked on average 58 days in advance, indicating strong demand from travelers seeking a more in-depth Siena experience. Cancellation is free up to 24 hours before the scheduled start, providing peace of mind.

Who Will Appreciate This Tour Most?

This private walking tour is ideal for history and art enthusiasts, culture lovers, and those who want to avoid crowded tourist spots. It’s perfect for groups of up to 12 seeking a personalized, flexible experience. Travelers who enjoy walking through authentic streets and learning local legends will find this tour particularly rewarding.

Exploring Siena with this private walking tour unveils a side of the city often unseen by visitors relying on standard guides. The 3-hour itinerary combines off-the-beaten-path churches, hidden alleys, and panoramic viewpoints, all led by knowledgeable local guides.

The cost of $325.10 per group is reasonable given the personalized attention and exclusive access to Siena’s less crowded sites. The flexible start times and customizable route make this an excellent choice for travelers seeking a deep dive into Siena’s rich culture and history without the stress of large tours. Whether you’re fascinated by medieval architecture, art, or local traditions, this tour offers a well-rounded, engaging experience.

Ready to Book?

Private Tour: Secret Siena Walking Tour



5.0

(96)

97% 5-star

“Elio was a fantastic tour guide – he was super informative, funny, and high energy. Would 100% recommend! We were unsure about a 3-hour tour but it…”

— Izabella H, May 2025

Frequently Asked Questions

What is included in the tour?
A local guide leads the tour, which is private for your group. All stops are free of charge with no entrance fees.

How long does the tour last?
The tour lasts approximately 3 hours, with morning or afternoon start options.

Where does the tour begin?
It begins at Piazza del Campo, Siena’s main square, in front of the fountain.

Is transportation to the sights included?
No, transportation to and from the stops is not included; it’s a walking tour.

Can the tour be customized?
Yes, guides tailor the route based on group interests and are flexible about stops.

What should I wear or prepare for?
Travelers should have a moderate physical fitness level, as some steep hills are involved. Comfortable walking shoes are recommended.

Is this tour suitable for children or families?
It is suitable for families, especially those interested in history and culture, but moderate physical activity is required.

How far in advance should I book?
Booking is recommended about 58 days in advance for best availability, especially during peak seasons.

What is the cancellation policy?
Free cancellation is available up to 24 hours before the tour start.

Who provides this tour?
The experience is offered by Tuscan Escapes by Papilio SRL.

Can I join this tour if I have mobility issues?
Travelers should have a moderate fitness level, and steep hills may pose a challenge for some.

Is this tour good value for money?
Yes, considering the personalized experience and access to less crowded parts of Siena, it offers excellent value for those seeking an in-depth exploration.