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Discover Siena's medieval charm on a 5-hour private day trip from Florence, including a guided tour, Siena Cathedral visit, and free time to explore independently.
A 5-hour day trip from Florence to Siena offers an efficient way to experience one of Tuscany’s most iconic cities. This tour, provided by ACCORD Italy Smart Tours, combines a private guided tour of Siena with free time to explore on your own, all while including a stop at the historic Monteriggioni. For those keen on soaking up Siena’s medieval atmosphere without long travel hours, this is a well-structured option that balances guided insights with personal discovery.
The tour features a comfortable transportation segment, with courteous drivers tackling the roughly 70-minute drive each way. It also emphasizes local expertise with a licensed guide leading the walk through Siena’s key sights. The price, while not specified in the data, is designed for those who appreciate private group experiences and flexible scheduling. Keep in mind, on Sundays, the Siena Cathedral is closed, so the guided tour will proceed without entrance to the interior.
This tour is ideal for travelers who want a focused, well-organized visit to Siena, with manageable timing and the option to stroll freely afterward. It caters especially to those who value personalized guiding and appreciate comfort and convenience during their day trip.


The tour begins at Piazza dei Cavalleggeri, where travelers meet their driver in front of the National Gallery. This location is both central and easy to find, with precise coordinates provided: 43.766841888427734, 11.262187957763672.
From here, a van whisks you away to Siena, a scenic 70-minute drive that offers glimpses of Tuscany’s rolling hills and vineyards. The journey is smooth, with courteous and professional drivers ensuring comfort and safety throughout.
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Upon arrival in Siena, a licensed, professional guide leads the group through the old city center. This guided tour lasts about an hour, during which you’ll learn about Siena’s history, architecture, and cultural traditions.
The guide takes you to all the major monuments, emphasizing Siena’s medieval charm and historic importance. The walk includes a visit to the magnificent Siena Cathedral, where on most days, visitors can enjoy the sublime interior and see the Libreria Piccolomini — a highlight for lovers of art and history.

A key stop is Piazza del Campo, renowned as the site of the famous Palio horse race held twice annually. The square’s unique shell shape and vibrant atmosphere are explained during the tour, adding layers to its visual appeal.
Overlooking the square is the Palazzo del Comune, an imposing structure that adds to Siena’s historic skyline. The guide shares stories about Siena’s political and social history, enriching the sightseeing experience.

After the guided walk, you have 30 minutes to explore Siena Cathedral from the outside or, if available, inside. However, it’s important to note that on Sundays, the Cathedral is closed, and the visit proceeds without entrance.
The interior of Siena’s cathedral is often praised for its artistic and architectural grandeur, particularly the Libreria Piccolomini. Visitors who enjoy church interiors and medieval art will find this a worthwhile sight, even from the outside.
More Great Tours NearbyFollowing the guided tour and cathedral visit, travelers enjoy about an hour of free time in Siena. This period offers the flexibility to explore medieval streets, browse local shops, or relax at a café.
Siena’s characteristic medieval streets are perfect for casual strolling, and many small shops sell local crafts and souvenirs. It’s an opportunity to soak up the authentic atmosphere, take photos, or simply enjoy the peaceful ambiance away from crowds.
On the way back, the tour includes a stoppage at Monteriggioni, a historic medieval fortress that makes for a picturesque photo opportunity. This site adds a layer of history and charm to the journey, with its well-preserved walls and medieval structure.
The return trip takes about 70 minutes, with the vehicle driven by courteous and professional chauffeurs. The tour concludes back at Piazza dei Cavalleggeri in Florence, providing a convenient finish point.
The tour is designed for private groups and is wheelchair accessible, making it suitable for travelers with mobility considerations. The meeting point is specific and easy to locate, ensuring a smooth start to the day.
Reservations can be canceled up to 24 hours in advance for a full refund, offering flexibility for planning. Payment is flexible too — travelers can reserve now and pay later, which is helpful for adjusting travel plans.

This day trip offers a balanced mix of guided sightseeing and free exploration, ideal for those who enjoy history, art, and local culture. It is especially suitable for visitors who want to experience Siena’s highlights without a long or overly packed schedule.
The private nature of the tour enhances the experience, allowing for personalized attention and a more relaxed pace. However, travelers should wear comfortable shoes as the tour involves walking through medieval streets.
This 5-hour tour provides a well-organized, insightful visit to Siena, emphasizing key sights and cultural stories with the help of an expert guide. The inclusion of free time and the stop at Monteriggioni adds value, allowing for personal exploration and scenic photo opportunities.
While the interior of Siena Cathedral may be inaccessible on Sundays, the exterior views and guided storytelling still offer a rewarding experience. The courteous drivers and private group setup make this tour convenient and comfortable.
Travelers who enjoy history, architecture, and atmospheric medieval towns will find this trip both informative and enjoyable. It’s a practical choice for a half-day adventure that captures the essence of Siena with minimal hassle.
How long is the drive from Florence to Siena?
The drive takes approximately 70 minutes each way.
Is the tour suitable for people in a wheelchair?
Yes, the tour is wheelchair accessible.
What happens on Sundays regarding the Siena Cathedral?
On Sundays, the Cathedral is closed, so the guided tour will proceed without entrance to the interior.
What is included in the tour?
The tour includes transport by van, a guided walk of Siena’s main sights, a visit to Siena Cathedral (from outside on Sundays), and a stop at Monteriggioni.
Can I cancel my booking?
Yes, full cancellation is possible up to 24 hours in advance for a full refund.
Is there free time during the tour?
Yes, after the guided tour, there is approximately one hour of free time to explore Siena independently.
What languages are available for the guided tour?
The tour is available in Italian, Spanish, and English.
How is the group size?
The experience is offered as a private group, ensuring personalized attention.
Do I need to reserve in advance?
Yes, reservations are recommended, with the option to reserve now and pay later.
What should I wear?
Comfortable shoes are recommended for walking along Siena’s medieval streets.
This Siena day trip from Florence offers a convenient, engaging exploration of one of Tuscany’s most iconic cities, making it a great choice for those with limited time but a desire to experience authentic medieval charm.
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