Siena

15 Best Siena Walking Tours

This list compares Siena walking tours, from quick historic-center loops to deep contrada storytelling. A good guide untangles the 17 wards and why the Palio still rules the calendar here. Most routes cover the Campo and the Duomo in about two hours.

2.Skip the Line: Siena Duomo and City Walking Tour

Fulfill your curiosity by exploring a secret passageway beneath Siena Duomo, uncovering hidden mysteries waiting to be revealed.

★ 5.0

“Lovely tour guide (Silvia). Very informative, kind and funny. Loved the tour itself - very well designed and just enough time to get information on the city, leaving time to explore afterwards and of course enjoy the amazing Tuscan food.”

Check Availability →Read my full review →

3.Siena: 3h Private City Walking Tour With Optional Cathedral

Lose yourself in the enchanting streets of Siena on a 3-hour private walking tour, where hidden gems and untold tales await discovery...

★ 4.7

“Our guide was Ludovica and she was amazing. Her depth of knowledge and enthusiasm for her home city were infectious. She was charming and personable as well. We learned so much about the contrade and the palio - and the history of the various beautiful…”

Check Availability →Read my full review →

5.Siena: Guided Walking Tour With Cathedral Entry

Discover the enchanting beauty of Siena with a guided walking tour and exclusive entry to its stunning cathedral. Uncover hidden gems and immerse yourself in Italian history.

★ 4.3

“Lucky to be one of two on the tour. Wonderful history lesson and background to the contrade and Palio. Claudia was really nice and well informed, perhaps best early in your stay”

Check Availability →Read my full review →

7.Private Tour: Secret Siena Walking Tour

Discover the hidden gems of Siena on a private walking tour. Uncover secret sights and stories that will leave you mesmerized. Book your exclusive adventure today!

★ 5.0

“Ambra was an excellent tour guide who was very knowledgeable and very helpful and friendly. We had a very enjoyable tour with her.”

Check Availability →Read my full review →

8.Walking Tour of Siena With Food & Chianti Wine

Experience the beauty of Siena, indulging in mouthwatering food and delightful Chianti wine. Embark on a walking tour that will leave you craving for more.

★ 5.0

“Amazing. Loved it. Our guide, Julie, was very knowledgeable about Siena, the rich history and the food. Can highly recommend this tour.”

Check Availability →Read my full review →

10.Private Tour: Siena Walking Tour

Discover Siena’s highlights with a private 2-hour walking tour led by a knowledgeable guide, exploring iconic sites and hidden gems in this charming Tuscan city.

★ 5.0

“Silvia was a terrific guide. Very knowledgeable. She met us on time at the planned meeting place and showed us the town at a great pace. We learned a lot of interesting additional details about the contrade and the Palio! Can definitely highly recommend this…”

Check Availability →Read my full review →

11.Guided Walking Tour of Siena With Cathedral

Fascinate your senses and uncover the secrets of Siena with the captivating Guided Walking Tour, and prepare to be amazed by the enchanting Cathedral.

★ 3.5

“We expected to discover cellars more impressive in terms of their structure and more related to the promotional photos of the visit. Our guide was able to give us historical information about the city and the wine tradition but fortunately our group was small because…”

Check Availability →Read my full review →

13.Siena: Food and Wine Walking Tour

A tantalizing journey through Siena's culinary treasures awaits, where each bite and sip holds a story worth savoring.

★ 4.9

“We had a lovely couple of hours on the food and wine tour. We got to taste a range of local produce and different wines and got to know the history of the region and the production methods. Paulo, our guide, deserves a special mention…”

Check Availability →Read my full review →

14.Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private

Discover the enchanting city of Siena on a delightful walking tour. Immerse yourself in its history, taste delicious local food, and create unforgettable memories. Book your tour now!

★ 5.0

“Very nice tour. Learned a lot about the history and locality. We enjoyed talking with our guide, Elenna.”

Check Availability →Read my full review →

15.Siena Highlights Private Walking Tour With A Guide (Private Tour)

Discover Siena’s highlights with a private guide, exploring historic piazzas, stunning architecture, and religious treasures on a personalized 3-hour walking tour.

★ 5.0

“Very nice and engaging guide. She was accommodating to our interests and enjoyable to speak with. She knew the city but we would have liked to hear more stories. Perhaps information about the last years winner in the horse competition in the square, or a…”

Check Availability →Read my full review →