Category Walking Tours

Siena · WALKING TOURS

Top 15 Walking Tours in Siena

22 reviewed

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour - Piazza Salimbeni and Rocca Salimbeni (Plus the Monte dei Paschi Angle)

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

★★★★★★★★★★5.0 · 689 reviews · 2 hours (approx.) · from $48Our pick

Skip-the-line Siena walk to San Domenico and Piazza del Campo, then fast entry into the Duomo with a local guide.

“We learned about many of the unique traditions of Sienna and its "animal" neighborhoods, along with wonderful tidbits about the cathedral and the Duomo. 2 hours was a perfect amount of time for us, and gave us a wonderful overview of the beautiful and long history of Siena and its people. Claudia is a learned and upbeat guide and a proud lifelong resident of the city. Go, Unicorns!”

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Siena: 3h Private City Walking Tour with Optional Cathedral

Siena: 3h Private City Walking Tour with Optional Cathedral - Via Camporegio Photo Stop: The City Looks Different Up Close

2.3h Private City Walking Tour with Optional Cathedral

★★★★★★★★★★4.7 · 392 reviews · from $164

3-hour private walk in Siena with a guide. Explore Piazza del Campo, palazzi, San Domenico, and optional Duomo visit.

“What a great tour! I learned so much about Siena that I never would’ve known by just walking the city myself. I also loved that it was far more personal given the small size. Seeing the massive tour groups go by made me appreciate this one all that much more.”

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Siena Walking Tour with Cathedral and Crypt & Museum Option

Siena Walking Tour with Cathedral and Crypt & Museum Option - Palio energy in Piazza del Campo, Fonte Gaia, and the Torre del Mangia

Discover Siena: Guided Walking Tour and Cathedral Visit

Discover Siena: Guided Walking Tour and Cathedral Visit - The Palio Thread: Contrade Stories That Make the Festival Click

4.Discover Siena: Guided Walking Tour and Cathedral Visit

★★★★★★★★★★4.3 · 314 reviews · 1 hour · from $34

Siena on foot with a local guide: Piazza del Campo, palio stories, and Siena Cathedral entry included for $34.

“Coming to Siena just for a day, this 2-hour tour was perfect: it gave us enough important information in the very beginning of the day, after which we could explore the city and its treasures on our own. Highly recommend for first-time one-day travelers.”

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Discover the Medieval Charm of Siena on a Private Walking Tour

Discover the Medieval Charm of Siena on a Private Walking Tour - San Domenico and Santa Caterina: More Than Pretty Church Stops

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour - The 3-Hour Flow: How the Walk Stays Comfortable

6.Private Tour: Secret Siena Walking Tour

★★★★★★★★★★5.0 · 108 reviews · 3 hours (approx.) · from $338

Private 3-hour walk through Siena’s secrets with a guide: contrade stories, free churches, and panoramas from Piazza del Campo.

“Elio was a fantastic tour guide - he was super informative, funny, and high energy. Would 100% recommend! We were unsure about a 3-hour tour but it went by so fast because we had such a good time!”

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Siena walking tour with lunch & Chianti wine

Siena walking tour with lunch & Chianti wine - Panoramic Views and the “Old Money” Stop: Learning Siena Fast

7.Siena walking tour with lunch & Chianti wine

★★★★★★★★★★5.0 · 99 reviews · 2 hours 30 minutes (approx.) · from $97

Siena food and wine walking tour with gelato, sparkling Prosecco-style wine, and a classic Osteria lunch plus Chianti. Small group, 2.5 hours.

“Was a very small group so very intimate. Angie was a great guide. We were late because of confusion with our bus and then needing to get taxi. The tour operator was able to support us to catch up with Angie and the other participants so we did not miss out. Very informative tour on the location as well as the food and wine. Very enjoyable. Highly recommend this tour company. .”

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Siena Private Walking Tour: Traditions, Streets & Cathedral

Siena Private Walking Tour: Traditions, Streets & Cathedral - Piazza del Campo and the contrade: the story behind the most famous square

Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour - Piazza del Campo: where the Palio story clicks into place

9.Private Tour: Siena Walking Tour

★★★★★★★★★★5.0 · 49 reviews · 2 hours (approx.) · from $216

Private 2-hour Siena walk in English: San Domenico, Piazza del Campo, Duomo exterior, Palio stories, and the world’s oldest bank.

“Silvia was a very friendly, knowledgeable and talented guide. We'd been to Siena before and had stayed right in town, but had explored on our own with the help of guide books. We welcomed the opportunity to visit Siena again, and were extremely grateful for our time on tour with Silvia. She explained facts, history and a personal perspective on Siena that we'd not have otherwise received. She was flexible with scheduling and gave us great recommendations for the rest our day's visit back in Siena.”

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Discover Siena: Guided Walking Tour and Cathedral Visit

Discover Siena: Guided Walking Tour and Cathedral Visit - The Palio Thread: Contrade Stories That Make the Festival Click

Siena Walking Tour with Audio and Written Guide by a local

Siena Walking Tour with Audio and Written Guide by a local - Price and what it buys you: $7.20 for a day of structure

San Gimignano: Vineyard Walk with Wine Tasting in winery

San Gimignano: Vineyard Walk with Wine Tasting in winery - Barrel room and cellar tour: the inside part that makes the tasting click

12.San Gimignano: Vineyard Walk with Wine Tasting in winery

★★★★★★★★★★4.6 · 27 reviews · 1.5 hours · from $100

Walk Tenuta Torciano’s spiral vineyard, tour barrel room and cellar, then taste estate wines on a guided 1.5-hour visit near San Gimignano.

“Não pudemos realizar a visita completa por conta do mal tempo, choveu então caminhar pelas vinhas não pode ser realizado, fora isso estava tudo impecável , excelente degustação com alimentação, recomendo muito !”

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Siena: Food and Wine Walking Tour

Siena: Food and Wine Walking Tour - The tasting plan: two hours, multiple bites, clear pacing

13.Food and Wine Walking Tour

★★★★★★★★★★4.9 · 26 reviews · 2 hours · from $71

A 2-hour Siena food and wine walk with tastings of local cheeses, cured meats, olive oil, and white/red wines plus a guided stroll through town.

“Elio was an amazing guide. Meeting at a wine shop, he took time to tell us so many facts about Italian (in general) and local wines as well as balsamic and oils. We had bruschetta, meats and cheeses, with our wines. Went out for locale food and gelato before coming back for dessert. Elio was very knowledgeable, spoke English well and had a great sense of humor. I’d recommend his tour, especially if you’re new to wine!”

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

Siena Sightseeing Walking Tour with Food Tastings for Small Groups or Private - San Domenico: Saint Catherine Relics and Palio Power

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

★★★★★★★★★★5.0 · 16 reviews · 2 hours 30 minutes (approx.) · from $144

Walk Siena’s Palio landmarks with sweet and savory tastings on a small-group or private tour, ending near Piazza del Campo.

“Ania was an incredible tour guide. Her knowledge of Siena history and charming anecdotes made us feel as if we were immersing ourselves in Sienese culture with the help of a friend. She was not only accommodating, but also exceeded our expectations with her insight and recommendations for after our tour. We cannot recommend this experience enough. Thank you, Ania!”

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Siena walking tour with lunch & Chianti wine

Siena walking tour with lunch & Chianti wine - Panoramic Views and the “Old Money” Stop: Learning Siena Fast

15.Siena walking tour with lunch & Chianti wine

★★★★★★★★★★4.8 · 12 reviews · from $76

Walk Siena with a small group, taste Chianti and Vernaccia, enjoy homemade pasta lunch, gelato, and medieval alleys in 2.5 hours.

“They were fantastic! Our taxi was very late and we missed our meeting time. As soon as they got our messages they called us and arranged a place for us to meet them along the route. We appreciated it tremendously and, although we missed the first little bit, greatly enjoyed the tour. Anne was an excellent, knowledgeable guide!”

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