First Time Siena Medieval Tuscany Private Half Day Tour
Recommended by 100% of travelers
Siena, Italy
- 3 hours (approx.)
- Mobile ticket
- Offered in: English
Overview
Discover the medieval landmarks of Siena and learn about their significance on this private walking tour. During this half-day tour, walk with your guide to highlight attractions around Siena’s historical center, including the Piazza del Campo, Siena Cathedral, and the Basilica di San Domenico. There is a limit of eight travelers on the tour and admission fees to attractions are not included.
- Siena sightseeing walking tour designed for first-time visitors
- Learn about the medieval history of Siena from your own private guide
- Time set aside to visit inside buildings and museums of your choice
- Tailor this private tour and its itinerary to fit your needs
What's Included
Meeting and Pickup
Itinerary
Additional Info
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos





Reviews
5.0
based on 26 reviews
Sort by: Most insightful
It was a terrific overview of Siena. Covered the city and loved
learning the history. We also did the Cathedral inside and our guide added a lot.
Response from Host, Oct 2025
Thank you so much for your kind review.
Happy travels
Gemma was incredibly knowledgeable and a fantastic guide for us! City was beautiful and able to walk in a couple of hours.
Response from Host, Jun 2025
Thank you for choosing our guide network for your kind visit.
Happy travels!
Sophia was a great guide for us. She showed us where to park our car, to avoid getting a fine or towed. She explained the history of Siena, the 17 Conrad’s districts, and the Pallio races. She toured us through the Duomo, and showed us the former hotel for pilgrims. She coordinated with the next tour of Siena (this afternoon), so we will see different places.
Response from Host, Mar 2026
Thank you very much for your kind review.
Sofia is truly a gem.
Take care.
Elizabetta was a great local guide. Lots of history and quirky stories to tell. Gave us time to jump into small shops and not rush us. Ended tour near our parked car. Very knowledgeable and pleasant personality.
Response from Host, May 2025
Grazie Sandra, a pleasure to be with you and the ladies. And I was happy to show you a bit of the "horse race prep" atmosphere!
Take care!
Sophia gave us a wonderful tour of Siena. She was considerate of what we wanted to see and was helpful and informative. We gained an understanding of the traditions and culture that made us fall in love with the city and its customs.
Response from Host, Apr 2025
Grazie for your kind review, Nicole, I lost completely my voice this past week but I knew you would have been in excellent hands with her.
I am so glad to read this.
This was a great start tour. We only had a half day in Siena and saw the highlights. Elisabetta was very knowledgeable and spent a lot of time in the cathedral with us, had a great stop for a delicious treat of almond cookies and showing us the other main areas of town. She also helped us know where to park and how to get in and out of the city.
Response from Host, Jan 2025
Grazie Laura, it was a pleasure having you and your lovely family. Keep exploring Italy, it is so great for your kids.
What a fantastic tour of Siena! Elisabetta was a wonderful tour guide, through the Piazza del Campo where they hold the Palio, Siena Cathedral, and the Basilica di San Domenico. The tour through the neighborhoods was great, too, such as seeing the medieval aqueduct really brought to life the city. What a great way to spend a half-day. I would heartily recommend!
Response from Host, Aug 2024
Grazie Marc for a fantastic review.
I was so sorry, we had to postpone the tour but it turned out perfect for you and your lovely family to enjoy the race.
I am very happy myself 😁
What a great experience! Adele was great and very engaging with the kids. She brought games to play and a little gift for them. We loved our time in Siena and would highly recommend!
Sophia was an excellent tour guide. She explained so many facts and anecdotes about life in Siena. My family and I thoroughly enjoyed our time with her and learned alot about Siena. We would happily recommend Sophia to all.
This tour for my 16 year old son and me was worth the extra cost for a private guide. Elisabetta knew so much about the area, history and modern day culture (shops, foods, etc). She was able to flex the tour so we could pop into shops we passed. The group tours we passed were massive and all wearing the listening devices. We would not have enjoyed Siena that way.
Response from Host, Mar 2023
Thank you for having me!
Being with you and your bright and beautiful son was a treat for me.
Have a safe trip back, I hope to see you again somewhere in Italy or US.
Take care!
Great experience. Valentino is extremely knowledgeable and friendly. Getting an understanding of the process of making olive oil was fun and informative. Highly recommended.
Response from Host, May 2022
I am sorry there is no Valentino working with my team. No olive tour on my profile ....
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