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.

1.Siena: Walking Tour and Skip-the-Line Duomo Tickets

Explore Siena’s medieval charm with a guided walking tour, skip-the-line Duomo access, and expert insights into its history, art, and traditions.

Most Popular★ 4.8

“We would’ve been in line for 2.5 hours had I not found this tour —hole standing 35 minutes of being in the slow moving line. Very informative experience. Quality guide and tour.”

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4.Siena Walking Tour With Cathedral and Crypt & Museum Option

Adventure awaits in Siena's Cathedral Complex with exclusive access to crypt and museum - uncover the secrets hidden beneath the city's enchanting streets.

★ 4.9

“The tour provided lots of information about the history and community of Siena as well as the opportunity to view the many religious and cultural sites and treasures.”

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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

“This tour was quite short, but definitely informative. Our guide was very friendly and knew a lot about Siena, which was nice. We had a good walk around the center of the city and heard a little bit about many thing. A short introduction to…”

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6.Discover the Medieval Charm of Siena on a Private Walking Tour

Uncover the enchanting secrets of Siena's medieval allure on an exclusive walking tour. Immerse yourself in history and be captivated. Click now!

★ 5.0

“My husband and I travel extensively and have had many tour guides, but Barbara’s knowledge the history, architecture and customs of Siena gave us an understanding and appreciation of this unique city. She brought what we’re seeing to life for us.”

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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

“Georgia was wonderful. Extremely knowledgeable. Tailored the tour to our group and set the perfect pace. Highly recommend this tour if the assigned guide is even half as good her.”

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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

“Julie was fantastic as a tour guide, extremely knowledgeable and very pleasant during the whole tour. As a US citizen she was also able to compare living in the US vs living in Siena, which was very interesting!”

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9.Walking Tour in Siena with Tastings and Stories

Discover Siena’s hidden gems with a 2.5-hour guided walking tour featuring local food tastings, wines, and stories from passionate Sienese guides.

★ 4.8

“We thoroughly enjoyed our tour today with Jacopo. We got some interesting information about food and wine in Tuscany. We got plenty of samples to try. We recommend this tour.”

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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

“Great tour of a beautiful City. Sylvia is an extremely knowledgable and entertaining guide and the time just went so fast. We especially loved the background On the Palio. Would highly recommend this to other travellers.”

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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

“Erica was an excellent guide, very informative and full of fun facts. As the other people who had booked the tour did not turn up I had a “Private” tour and this was the complete cherry on the cake! I would thoroughly recommend Erica and…”

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12.Siena Walking Tour with Audio and Written Guide by a local

Discover Siena with this self-guided walking tour, featuring audio and written insights, stunning views, and authentic food tips—all at an affordable price.

★ 4.0

“El recorrido es excesivamente largo para un día y sin embargo los comentarios son escasos sobretodo dentro de los edificios emblemáticos”

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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

“Elio was an amazing guide. Meeting at a wine shop, he took time to tell us so many facts about Italian (in general) and local wines as well as balsamic and oils. We had bruschetta, meats and cheeses, with our wines. Went out for locale…”

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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

“We expected a small group, but it turned out that it became a private tour when the other people were not able to get there on time. Our guide was very knowledgeable about Siena and the foods. We enjoyed learning a lot, even though we'd…”

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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

“We walked through parts of Siena. There didn’t seem to be a lot of fore planning and the guide had limited knowledge of the city. We ended the tour after 1-1/2 hrs as we had run out of things to see.”

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