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Enjoy a private 5-hour guided trip from Florence to Siena, including exclusive cathedral access, a scenic stop at Monteriggioni, and expert storytelling.

This private tour from Florence to Siena offers a personalized experience exploring the iconic Piazza del Campo, the stunning Siena Cathedral, and the charming Medieval village of Monteriggioni. Priced at $405.88 per person, this 5-hour journey is perfect for those wanting an intimate and detailed visit to these historic spots. The tour is led by a professional local guide, who delivers engaging storytelling and in-depth insights, making it ideal for history enthusiasts and culture lovers alike.
The experience includes hotel pickup in an air-conditioned minivan, making transportation seamless and comfortable. Visitors should note that on Sundays at 09:00, the Cathedral in Siena is closed, and the guided tour proceeds without entrance access. This tour is a great choice for anyone seeking a customized, well-organized exploration of Siena in a limited timeframe, with the convenience of exclusive access and a knowledgeable guide.

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The tour starts at Piazza dei Cavalleggeri in Florence and includes hotel pickup for centrally located accommodations. The air-conditioned minivan ensures a comfortable ride throughout the journey, allowing travelers to relax while enjoying views of the Tuscan countryside. The private nature of the tour guarantees that only your group participates, providing a tailored experience with minimal crowds.
This setup is ideal for those who prefer a hassle-free transfer with a dedicated driver and the flexibility to customize the timing and stops. Importantly, the tour wraps up at the original meeting point, making logistical planning straightforward.
A key highlight of this tour is the guided walkthrough of Siena’s historic city center, particularly the famous Piazza del Campo. The guide spends about one hour leading visitors around this barrel-shaped square, which is famed for hosting the Palio horse race. The tour also includes a visit to the Cathedral of Santa Maria Assunta, where you’ll gain an insider perspective on its architectural features and history.
The admission ticket for the cathedral is included, allowing guests to explore its interior comfortably. The guide’s storytelling enhances the experience, providing context about the square’s significance and revealing interesting facts about Siena’s medieval past.
Following the city tour, the group makes a 20-minute stop at Monteriggioni, a picturesque medieval fortress renowned for its well-preserved walls and watchtowers. This free attraction offers sweeping views of the Tuscan countryside and a chance to walk through cobblestone streets. Visitors can take photos, explore the fortress ruins, or relax in the peaceful squares.
This village provides a quick but memorable glimpse into Italy’s medieval past and makes for a perfect photo opportunity, especially given its stunning setting. It’s a highlight for those who appreciate history, architecture, or simply beautiful scenery.

One of the tour’s main features is the entrance included to Siena Cathedral, a masterpiece of Gothic architecture. The guide offers detailed descriptions of the exterior façade and interior decorations, enhancing appreciation for this religious and artistic landmark.
However, it’s important to note that on Sundays at 09:00, access to the cathedral is not included because it is closed at that time. The tour still provides a comprehensive view of the exterior and the piazza, but visitors seeking full access should plan their visit accordingly.

The tour is led by a professional local guide, whose storytelling skills bring Siena’s history to life. The guide emphasizes fun facts, historical anecdotes, and cultural insights, making the experience both educational and entertaining. The small group setting encourages interaction and personalized attention, helping visitors feel more connected to the sites.
This personalized guidance is a key strength of the tour, helping guests understand the significance of Siena’s architecture, traditions, and history in a relaxed setting.

Most bookings are made approximately 67 days in advance, reflecting its popularity. The cost of $405.88 per person includes all entrance tickets, transportation, and the guide, but does not cover food or drinks. The tour is suitable for most travelers, with comfortable shoes recommended for walking on cobblestones and uneven surfaces.
The tour’s free cancellation policy allows cancellations up to 24 hours before the start time for a full refund, adding a layer of flexibility for travelers. The meeting point in Florence is Piazza dei Cavalleggeri, and the activity concludes at the same location.
This private excursion offers a personalized, in-depth look at Siena’s key sights within a manageable 5-hour window. The inclusion of exclusive cathedral access and a scenic photo stop at Monteriggioni enriches the experience beyond typical group tours.
The expert storytelling by the guide enhances understanding and enjoyment, especially for those who appreciate history and architecture. The hotel pickup and air-conditioned vehicle make for a smooth and comfortable trip, ideal for visitors who want a hassle-free and informative day out.
This private, guided trip appeals to travelers seeking a customized and intimate experience of Siena, including those with limited time in Florence. It’s perfect for history buffs, architecture enthusiasts, and anyone wanting a relaxed yet comprehensive overview of Siena’s highlights. The inclusion of direct access to the cathedral and a picturesque stop at Monteriggioni makes it especially attractive for those who value insider knowledge and scenic views.
“Wonderful driver and guide. We learned so much and really enjoyed the story-telling, history, fun facts and comfortable ride with so much to view a…”
Is hotel pickup available?
Yes, pickup is offered at hotels located in central Florence, making logistics easier.
What is included in the tour price?
The price covers transportation in an air-conditioned minivan, hotel pickup, a professional local guide, and entrance tickets to Siena Cathedral (except on Sundays at 09:00).
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours before the scheduled start, with a full refund.
What should I wear?
Comfortable shoes are recommended due to walking on cobblestones and uneven streets.
Does the tour operate on Sundays?
Yes, but the Siena Cathedral is closed at 09:00, so the guided tour proceeds without entry to the cathedral.
How long is the tour?
The entire experience lasts roughly 5 hours, including transportation, sightseeing, and the stops.
Is this tour suitable for all travelers?
Most travelers can participate, but those with mobility issues should consider walking on cobblestones and uneven surfaces.
What makes this tour stand out?
The private setting, expert storytelling, and exclusive cathedral access provide a highly personalized and enriching Siena experience.
Can I customize the stops?
Since this is a private tour, it offers the flexibility to tailor the experience, within the scheduled itinerary.