Siena City Tours

TUSCANY · DESTINATION

10 Best Siena City Tours

Most booked first.

Our shortlist of the 10 most-booked siena city tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

10 Best Siena City Tours

Siena: 3h Private City Walking Tour with Optional Cathedral

Siena: 3h Private City Walking Tour with Optional Cathedral - Piazza del Campo to Palazzo Pubblico: Siena’s political heartbeat on foot

Siena Walking Tour with Cathedral and Crypt & Museum Option

Siena Walking Tour with Cathedral and Crypt & Museum Option - Contradas, Old Ghetto corners, and the Palio story that actually clicks

3.Siena Walking Tour with Cathedral and Crypt & Museum Option

4.9

Walk Siena’s medieval streets with skip-the-line Duomo entry. Add OPA SI Pass for crypt, museum and panorama. Small group, 2-3 hours.

“Our guide and tour was outstanding. We have taken many walking tours both large and small over the last 15 years and this tours ranks as one of the best. Flo is a great knowledgeable guide.”

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Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour - A private, customizable route that fits your energy (and your schedule)

5.Private Tour: Secret Siena Walking Tour

5.0

Private Secret Siena walking tour from Piazza del Campo with a guide, free church stops, contrade Palio stories, and flexible timing.

“Wow, just awesome. Georgia was outstanding. We even booked her for another tour later in the week. This was the most enjoyable part of the vacation…we learned so much…i highly recommend this tour!”

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Siena walking tour with lunch & Chianti wine

Siena walking tour with lunch & Chianti wine - Meeting at Hotel NH Siena and how the route flows

6.Siena walking tour with lunch & Chianti wine

5.0

A 2.5-hour Siena walk with organic gelato, underground wine stories, sparkling tastings, and lunch with Chianti for small-group value.

“Our tour guide Mohad was incredibly knowledgeable, not only about Siena’s history but also about all the food, wine and gelato places. Some of them truly hidden gems!”

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Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour - Silvia Roncucci and the style of guidance you’ll appreciate

9.Private Tour: Siena Walking Tour

5.0

Private 2-hour Siena walking tour in English with Palio stories, Piazza del Campo sights, and Duomo-area views for one group up to 15.

“The tour was great. Silvia was helpful, showed us around, answered all of our questions and was, in general, an awesome tour guide. I’m not a fan of Viator but feel very lucky that Silvia was our guide.”

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Siena Tour and exclusive window on Piazza del Campo

Siena Tour and exclusive window on Piazza del Campo - Chiesa del Santuario di Santa Caterina: follow Catherine’s story where it lived

10.Siena Tour and exclusive window on Piazza del Campo

5.0

A 2-hour Siena tour with church stops, optional Duomo entry, and a private window view over Piazza del Campo with snacks and photos.

“Benny was a great tour guide in explaining Siena and its history; Catherine, its patron saint; its contrade and Palio di Siena. Even though the Siena Cathedral was not a part of our tour, I had contacted the tour company in advance about getting skip-the-line tickets to the cathedral. Benny accommodated us that day by…”

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