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.

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

Discover Siena’s medieval charm on a 2-hour walking tour, including skip-the-line access to the stunning Duomo and insights from expert guides.

Most Popular★ 4.8

“This tour was a helpful overview of the major sites in Siena. We did it the first morning of our arrival, and were able to plan what we wanted to see in more detail the next day. Our guide Giorgia offered excellent background detail of…”

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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

“Really enjoyable. The duration for walking tour was just right, our guide was knowledgeable, humorous and gave interesting commentary about Siena”s history and culture.”

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3.Siena: Guided Walking Tour with Cathedral Entry

Discover Siena's highlights on a 90-minute guided walking tour, including entrance to the cathedral — perfect for history lovers and first-time visitors.

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

Explore Siena’s top sights on a private 2-3 hour walking tour with a knowledgeable guide. Discover historic landmarks, legends, and local traditions comfortably.

★ 5.0

“If you want to get an in depth history of Siena and its culture this is a must tour. Our guide was extremely knowledgeable and was an excellent communicator.”

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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

“Elio was an incredible guide. My group felt his knowledge and enthusiasm really set the tone for our visit. He tailored our tour to the group’s interests, and made sure we knew how to get to our next activity.”

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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

“This was honestly one of the best tours I’ve been on, and I’ve done hundreds. Our guide was informative and interesting. We stopped for gelato tasting, wine tasting, and had a delicious lunch of traditional Tuscan cuisine. We saw so much of Siena and heard…”

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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

“Fascinating history of the Viking Era... We learned so much about their impact on the world. Guide was easy to understand and went above and beyond to accommodate our interests. Highly recommended!!”

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9.Guided Walking tour of Siena with Cathedral

Discover Siena’s medieval charm on a guided walking tour that covers top sights including Piazza del Campo, Siena Cathedral, and local history—perfect for a quick, authentic experience.

★ 3.5

“Helena was great and we learned a a lot about the history of Siena. She was patient and lots of fun. We thoroughly enjoyed the whole experience!!!”

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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

“This was a good way to take in Siena. However, there needs to be warnings about the steep climbs and descents on the route, and possible alternative routes or suggestions where a taxi might hit be a good choice for less able-bodied folk. I made…”

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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

“Tour and learning about all the regional wines along with tasting them was amazing! Our guide was local and charming.”

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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

“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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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

“Our walking tour of Siena took an unexpected turn right at the very beginning, and we cannot thank our guide, Andrea, enough for her incredible kindness and support. Bad weather had already delayed us, and Andrea graciously adjusted her schedule. Then, one of our friends…”

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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

“Roberta was very interesting, knowledgeable, and accommodating! We learned a lot and thoroughly enjoyed the tour.”

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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

“The visit to the city of Siena led by Mrs. Roberta allowed us to appreciate aspects of its history that we would otherwise have ignored. A city is not only art and architecture, however admirable, but also the history of those who brought it to…”

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