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Discover Siena and San Gimignano on this private 8-hour tour from Florence, featuring air-conditioned transport, expert drivers, and visits to iconic sites.

The Siena & San Gimignano Private Day Tour offers a luxurious way to experience two of Tuscany’s most captivating towns. Priced at $463.44 per person, this 8-hour journey is designed for travelers who want a personalized, comfortable exploration of Italy’s medieval heritage. With air-conditioned Mercedes Benz minivan transportation and an English-speaking driver, the tour promises a seamless and insightful experience, perfect for those seeking to avoid the hassle of independent travel.
This tour is notable for its private nature, meaning only your group participates, and for its customizability. Although tickets to sites are not included, the tour’s structure allows you to enjoy highlights at your own pace. The maximum transfer time between stops is approximately 45 minutes, ensuring a relaxed yet comprehensive day out. The most advanced bookings are made 114 days ahead, reflecting its popularity among visitors to Florence.

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The tour begins promptly at 9:00 am with a pickup from your Tuscan accommodation in Florence. Your private driver — an expert with years of experience — arrives in a luxurious Mercedes Benz minivan, ready to escort you comfortably through Tuscany’s scenic countryside. The transfer to Siena takes at most 45 minutes, depending on your specific hotel location.
This initial ride sets the tone for a relaxing day, free from the stress of navigating or parking. The air-conditioning in the vehicle ensures a comfortable journey, whether you’re traveling in summer or winter.

Upon arrival, Siena welcomes with its atmospheric streets and historic architecture. Visiting this city feels like stepping back into Medieval Tuscany. The first stop is the bustling Piazza del Campo, Siena’s central square, renowned worldwide for the Palio horse race held twice each summer.
Here, visitors can admire the Palazzo Pubblico and the Tower of Mangia, which offers a panoramic view of Siena’s terracotta rooftops. The Il Campo square itself is uniquely shaped and lively, reflecting centuries of tradition and community life. The admission to the piazza is free, making it easy to soak in the ambiance.
Next, a visit to the Church of San Domenico adds a religious and artistic dimension to the tour. While entrance tickets are not included, the guide helps highlight the church’s significance and architecture, enriching the experience.

After exploring the major sights, the tour includes a stop in a local Tuscan trattoria within Siena’s heart. Here, visitors can enjoy fresh pasta and local wines, tasting authentic flavors that define the region. This one-hour break offers a taste of Siena’s gastronomy but does not include admission tickets or lunch costs; it allows for personal choice.
This pause provides a chance to relax and savor the culinary traditions that make Tuscany famous, with the opportunity to ask the driver for local dining tips.

Following lunch, the journey continues to San Gimignano, a hilltop town rising 334 meters above sea level. Known for its distinctive medieval towers, San Gimignano’s skyline is a striking silhouette visible from afar, marking your arrival in one of Tuscany’s most iconic landscapes.
The transfer from Siena to San Gimignano takes around 45 minutes. Once there, visitors can explore the narrow streets and tower-lined skyline. Climbing one of the towers rewards you with sweeping panoramic views of the Tuscan Hills, an experience that captures the essence of this UNESCO World Heritage site.
The town’s compact size and free admission to its public spaces make it easy to enjoy at your own pace, whether strolling through the historic center or browsing artisan shops.

The highlight of San Gimignano is undoubtedly climbing one of its towers. This activity offers a chance to see the town’s medieval architecture up close while enjoying breathtaking vistas over the rolling hills. The scenic outlook emphasizes why San Gimignano was historically a prominent trading hub.
The viewing experience is part of the approximately 1 hour and 50 minutes spent in the town, which balances sightseeing and leisure.

Throughout the tour, air-conditioned private transportation in a Mercedes Benz minivan maintains a high standard of comfort. The English-speaking driver not only navigates efficiently but also shares insights into Tuscany’s culture and history, adding depth to the experience. The personalized service ensures flexibility and attentive care, making it suitable for travelers who prefer a tailored journey.
While the outlined stops cover key attractions, the tour is customizable according to your preferences. This flexibility allows for additional stops or more time at preferred sites, subject to your wishes and the driver’s discretion.
The tour operates with a meeting point at your accommodations, with near public transportation options for convenience. The service animals are permitted, and most travelers can participate, making it accessible for many.

It’s important to note that the price excludes admission tickets to sites and lunch, giving you the freedom to choose dining options and purchase entrance fees as desired. This setup allows for a personalized experience but requires extra planning if you wish to access specific attractions or enjoy a sit-down meal.
Since this is a private tour, only your group participates, ensuring a more intimate experience without other travelers.
The Siena & San Gimignano Private Day Tour offers a well-balanced mix of luxury transportation, personalized service, and cultural highlights. Its 8-hour duration makes it suitable for those who want an in-depth yet relaxed exploration of Tuscany’s medieval towns.
The expert, English-speaking driver and comfortable Mercedes Benz vehicle stand out as key advantages, providing both ease and insight throughout the day. The opportunity to climb towers and enjoy authentic Tuscan scenery makes this tour a compelling choice for those interested in history, architecture, and scenic views.
However, since site entrance fees and meals are not included, planning ahead for additional expenses is recommended. This tour is ideal for travelers who value privacy, flexibility, and comfort, and who want a curated experience without the crowds.
“Super comfortable and safe car with a wonderful driver and guide, Salvatore, who spoke fluently English and Spanish. He made sure we visited the be…”
What is the duration of the tour?
The tour lasts approximately 8 hours, starting at 9:00 am with pickup from Florence.
Is transportation included?
Yes, the tour includes private, air-conditioned transportation in a Mercedes Benz minivan for the entire day.
Are entrance tickets to Siena and San Gimignano included?
No, tickets for sites are not included, allowing you to choose which attractions to visit and whether to pay for entrance.
Can I customize the stops or schedule?
Yes, the tour is customizable according to your preferences within the framework of the itinerary.
How far apart are Siena and San Gimignano?
The transfer between the two towns takes about 45 minutes each way.
Is lunch included?
No, lunch is not included, but a stop at a local trattoria allows you to enjoy Tuscan cuisine at your own expense.
Is this tour suitable for all travelers?
Most travelers can participate, and service animals are allowed. The tour is accessible and flexible.
How do I cancel the tour?
You can cancel free of charge up to 24 hours before the scheduled start time for a full refund.