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.

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…”

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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

“Our guide, Anna, was very knowledgeable, personable, and answered all of our questions. We loved her good sense of humor. She went above and beyond for us and was extremely respectful of our reverence for the holy places we visited. We would highly recommend her.”

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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

“Good overview of the city and its history. Guide was very knowledgeable. Experience was a little boring for small children. Very interesting for those who would like to know the Catholic history of Siena. We liked the info about the various contrada in Siena.”

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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

“Sylvia was an excellent guide. She asked where we had been and changed her tour to places we had not been. She was very knowledgeable and personable and we highly recommend her since we experienced a great tour”

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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

“Our tour was very well done, informative and well-paced. We saw important attractions and learned things that aren't necessarily in the books. Our guide was passionate and knowledgeable.”

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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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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

“Anna was a fantastic tour guide with so much knowledge of Siena’s history and culture. She was so energetic and passionate during our tour, explaining so much and making it real and exciting for us. The good portion was very enjoyable. It was great for…”

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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

“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…”

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