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: Walking Tour and Skip-the-Line Duomo Tickets

Siena: Walking Tour and Skip-the-Line Duomo Tickets - Basilica di San Domenico: more than a stop on the map

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

2.Siena: 3h Private City Walking Tour with Optional Cathedral

4.7

Private 3-hour walk through medieval Siena from San Domenico to Piazza del Duomo, with Palio/Contrade stories and optional cathedral access.

“Brava Ludmila, bel giro per le strade di Siena, con aneddoti e informazioni utili per comprendere meglio la storia della città e le tradizioni del luogo.”

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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

Discover Siena: Guided Walking Tour and Cathedral Visit

Discover Siena: Guided Walking Tour and Cathedral Visit - Piazza del Campo and Palazzo Comunale: Siena’s Political Heart

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.

“Really great tour with Georgina who was knowledgeable and passionate about Siena. We heard and learnt about so many things that we would not have discovered on our own.”

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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.

“Great local recommendations, very interesting information about the city, and delicious food and drinks. Morad is a great host, very friendly and knowledgeable.”

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Walking Tour in Siena with Tastings and Stories

Walking Tour in Siena with Tastings and Stories - Meeting at Palazzo Salimbeni/Spannocchi, then getting oriented fast

Siena: Tour and Wine Tasting in a Tuscan Private Castle

Siena: Tour and Wine Tasting in a Tuscan Private Castle - The Private Castle Tour: Gardens and the Renaissance Chapel

8.Siena: Tour and Wine Tasting in a Tuscan Private Castle

4.9

Private tour of a medieval Tuscan castle in Val di Merse, then an organic wine tasting with Sangiovese and international grapes.

“Took this tour with my wife as part of a trip for our wedding anniversary. Our hosts were so welcoming from the start - our guide spoke excellent English and gave us a comprehensive and engaging account of the history of the Castello and its journey to how it came to be used as a…”

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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.

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

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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.

“Such an incredible tour. Our tour guide Shokla was so kind, funny and knowledgeable. She shared such wonderful stories of history, art and palio day. She was accommodating for my aging parents who struggled with the hills in the city. This tour was a highlight!”

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