Siena
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.
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“The tour with Elio was great! Super interesting information , he was funny and friendly the hole time ☺️ We hope we see him again in another 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.
“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.”
Discover Siena's highlights on a 90-minute guided walking tour, including entrance to the cathedral — perfect for history lovers and first-time visitors.
“Letizia is a professional and nice guide, so if she is available we highly recommend her”
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.
“Wonderful tour - tailored to our interests and Ludovica was an amazing source of information. Highly recommend”
Discover Siena’s hidden gems on a private 3-hour walking tour with expert guides, exploring lesser-known streets, churches, and panoramic views.
“This tour was fantastic! Elena was a wonderful guide and very accommodating. Our best tour in Italy! Book it!”
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.
“Mixing history, food, and wine with a knowledgeable guide a worthwhile experience. Loved watching the horse race around the track and hearing about the tactics to win.”
Discover Siena’s hidden gems on a 2.5-hour walking tour with local guides, tasty tastings, and stories that reveal the city’s authentic charm.
“Our guide Jacopo was fantastic! He is a native to Siena and provided terrific insight to life in Siena and its history. We learned so much about his hometown including the 17 contrade, the Palio and the oldest bank in the world. It was highly…”
Discover Siena's highlights with a private 2-hour walking tour led by a passionate guide, exploring iconic sights, hidden gems, and local stories.
“We screwed up & traveled to Sienna a day early. One of Silvia’s colleagues called Silvia, & she arrived in 20 minutes to save our visit. She accommodated us though she’d had other plans. She is pleasant, really knows her stuff, and made great recommendations…”
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.
“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!!!”
Explore Siena’s highlights with a flexible self-guided tour, including key monuments, local tips, and authentic food suggestions for a memorable visit.
“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…”
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.
“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…”
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.
“Sarah was great! So personable, great English and we appreciated how well she explained the history and community of Siena, along with personal stories. Thank you!”
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.
“Florence was an exquisite guide who, not only gave us insight about the city, it’s history, people, gastronomy, etc. in the most pristine Italian (this was requested since my son was attending Italian classes at Perugia after studying for 2 years in USA, and obviously…”
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.
“This tour did not provide the depth of knowledge we have received from other private tours in the past. This also felt like a normal walking tour, not a “Secret Siena” tour. For example we walked past the Basilica of San Domenico as part of…”
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.
“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.”
A striped Duomo, a shell-shaped square and Brunello next door.