Private Tuscany Tour: Siena, San Gimignano & Chianti
About this activity
Highlights
- Explore Siena's historic center
- Visit San Gimignano's medieval towers
- Enjoy Chianti wine tasting
- Discover Tuscan countryside landscapes
- Experience authentic Italian culture
Full description
Included / Excluded
- Private transportation from Florence
- Guided tours of Siena and San Gimignano
- Wine tasting in the Chianti region
- Meals and beverages not specified
Important information
Know before you book
- Confirm the tour date and time at least 24 hours in advance.
- Provide any dietary restrictions or preferences when booking.
- Be aware that some sites may have entry fees not included in the tour.
Know before you go
- Wear comfortable walking shoes for cobblestone streets.
- Bring a camera to capture scenic views and historic sites.
- Check the weather forecast and dress accordingly.
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Accessibility
- Stroller Accessible
- Service Animals Allowed
- Easy Public Transport
- Infants Required On Laps
- Infant Seats Available
Good to know
- Please advise any specific dietary requirements at time of booking
- A maximum of 8 people per booking
Traveler reviews
Fantastic
The tour was fantastic. A beautifully laid out day trip. Several places seen with a delicious wine tasting. The guide Leon was funny and professional at the same time. The bus driver Valentino drove very professionally and was even able to avoid a collision. The formula is beautiful and highly recommended.
⭐️⭐️⭐️⭐️ A Truly Outstanding Guide — Cristian Made Our Day Unforgettable
⭐️⭐️⭐️⭐️⭐️ A Truly Outstanding Guide — Cristian Made Our Day Unforgettable During our stay in Florence, we had the absolute privilege of spending a full 10 hours with Cristian as our private tour guide, and I can say without hesitation that he is one of the best guides I have ever had—if not the best. Cristian took us from Florence to Pisa, through the Tuscan countryside, and into Siena and San Gimignano, delivering an experience that was nothing short of extraordinary. His professionalism stood out from the very beginning, but what truly elevated the day was his deep knowledge, warm personality, and unmatched level of care. Every stop came alive through his insight. Every question was answered with expertise. Every request—big or small—was met with genuine accommodation and enthusiasm. I’ve been on many tours around the world, and Cristian ranks at the very top. He is friendly, engaging, and incredibly thoughtful, striking the perfect balance between guiding, educating, and giving us space to enjoy each moment. His passion for Tuscany and its history shines through in everything he does. To Cristian’s supervisor: you have an exceptional asset on your team. To future travelers: if you have the chance to tour with Cristian, take it—you will be grateful you did. Cristian, thank you for an unforgettable day. Your dedication and kindness made our time in Italy truly special.
Touring Tuscany
Drive was exceptional to the locations. Views were picture perfect. Given enough freedom to explore. Lunch was amazing.
Great Day out in Tuscany on custom tour.
Booked a custom private Tour which included additional locations versus standard private tour. Alessia gave very quick responses to get the tour priced and booked. Had a great day with our driver Diego and we hit all our timings and objectives for the visit. Highly recommended.
Amazing
We enjoyed too much and we highly recommend this trip to everyone. We saw a lot of beautiful places and countrysides, the winery visit to chianti region was perfect. We tasted a lot of wine and they were all great.