Siena

15 Best Siena Walking Tours

The walks through the Palio’s city: the shell-shaped Campo, contrada flags decoded and medieval lanes that out-stubborned the Renaissance. Siena froze at its golden moment; the guides explain why that was the luckiest plague in history.

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

Discover Siena's highlights on a 2-hour guided tour, including skip-the-line entry to the Duomo, with expert insights into this UNESCO city.

★ 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.”

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5.Private Tour: Secret Siena Walking Tour

Discover Siena’s hidden gems on a private 3-hour walking tour with expert guides, exploring lesser-known streets, churches, and panoramic views.

★ 5.0

“My tour guide Sylvia was excellent. Highly recommend this tour. She is a wealth of knowledge on Siena. And what a wonderful person she is !! Seeing the back streets and hearing the history was fantastic.”

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6.Siena walking tour with lunch & Chianti wine

Discover Siena’s charm on a guided walking tour with authentic Tuscan food, regional wines, and hidden sights—perfect for lovers of history and cuisine.

★ 5.0

“Great guide friendly, knowledgeable, and fun. High quality local food homemade pasta, pecorino bruschetta, and ricciarelli. Chianti, prosecco and gelato were all top-notch. Super authentic experience!”

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8.Private Tour: Siena Walking Tour

Discover Siena's highlights with a private 2-hour walking tour led by a passionate guide, exploring iconic sights, hidden gems, and local stories.

★ 5.0

“Our guide was great. We got an excellent tour of the highlights of Siena.”

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

Explore Siena’s highlights with a flexible self-guided tour, including key monuments, local tips, and authentic food suggestions for a memorable visit.

★ 4.0

“Great experience walking through Siena. Audio guide gave great insight into various sites and website was very easy use. We went to Siena in August so it was very warm. The self paced audio guide was nice because we could take breaks whenever we wanted…”

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11.Siena: Food and Wine Walking Tour

Discover Siena’s culinary delights on a 2-hour food and wine tour. Taste local wines, cheeses, and more with a friendly guide in the charming streets of Siena.

★ 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…”

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12.Siena Sightseeing Walking Tour with Food Tastings for Small Groups or Private

Discover Siena’s highlights and local flavors on this 2.5-hour guided walking tour, including food tastings, with options for small groups or private experience.

★ 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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13.Siena Highlights Private Walking Tour With A Guide (Private Tour)

Discover Siena's highlights on a private 3-hour walking tour. Visit Piazza del Campo, Siena Cathedral, and more with expert guides for an authentic experience.

★ 5.0

“It was worth the money and time.we went to places that tourist don’t get to see . The guide was very special in every way .she accommodated us as my husband had some walking difficulties .Andrea was a wonderful guide”

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14.Secret Siena Walking Tour

Discover Siena’s hidden corners and medieval stories with a private guide. A 2-hour walking tour offering authentic sights, peaceful views, and local legends.

★ 5.0

“We were so fortunate to find Roberta on Viator. We chose the secrets of Viena for couples option and truly enjoyed the tour. First, we couldn't find parking and she gave us suggestions and patiently waited for us. Roberta is so knowledgeable and answered all…”

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15.Siena Private walking tour

Discover Siena’s highlights on a private 2-hour walking tour with a local guide, exploring top sights like Piazza del Campo, the Duomo, and Santa Caterina.

★ 5.0

“Volevamo avere una guida tutta per noi e così è stato! Con entusiasmo, passione e generosità Roberta ci ha accompagnato nella visita al Duomo e poi tra le vie di Siena per un trekking urbano.”

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More Siena Walking Tours

Explore Siena

A striped Duomo, a shell-shaped square and Brunello next door.