Stories & Culture

Tourists gather outside the Siena Cathedral in Piazza del Duomo, Italy.

People viewing stained glass window in the Museo dell'Opera del Duomo in Siena.

Person painting ceramic bowl in a workshop setting in Siena

Italian and European Union flags on a building in Siena.

Stained glass window above the altar in Siena Cathedral.

Fresco depicting the Deposition of Christ from a wall in Boyana Church, in Siena

5 (95)

Living Siena: Contrade, Craft & Sacred Spaces

3 hours English

5 (95) 100% Personalized

Explore Siena's traditions through contrada pride, sacred rituals, and artisan craft, guided by your host and shaped by your interests.

How It Works

Book your date

Choose your preferred date, start time and group size for your experience.

Share your interests

Complete your personalisation form after booking, for a tailored experience.

Explore with your matched host

We match you with a local host who shapes the route around you.

Experience Overview

Time:

3 hours

What to expect:

Fully tailored to your preferences

Language:

Hosted in English (Other languages may be requested)

Transport Mode:

Walking experience (May use public transport for longer distances)

Meeting point:

Piazza del Campo, Il Campo, 53100 Siena SI, Italy

Cancellation:

Free cancellation up to 24 hours before the experience

What’s Included:

Tailored itinerary based on your preferences

A knowledgeable host who knows the hidden gems

Flexible start times to fit your day

What’s Excluded:

Food, drinks and shopping expenses

Transport fares or attraction entry fees

Mostly walking, with food, drinks, transport and entry fees paid separately unless stated.

Reviews of Our Siena Experiences

Our guide was excellent! She was very kind and answered all of our questions and was willing to personalize our tour.

Holland

Naples

Armando was terrific. He customized our tour exactly as we envisioned it. It was ideal and his passion for Naples came through loud and clear. A wonderful experience!

Mary

Naples

Ono was amazing, he went above and beyond. He took us to places that were non touristy, we learned a lot about local history. There was not a question he couldn’t answer. He even helped us to travel to our next destination safely. We would highly recommend him.

Gabriele

Naples

Our guide (Daniela) was extremely knowledgeable about the sights and historical places of Naples. She was accommodating to our interests- best place for gelato and pastries the shopping area, the Spanish quarter. It was an extremely hot day but we weren’t rushed, it was our tour and Dan was so accommodating. On reflection it was great value for money as we saw lots and learnt lots about the fantastic Naples, the culture and history. Truly fascinating city.

Ricky

Naples

Bea was very personable and friendly! She made the experience very enjoyable

Madilyn

Rome

Our guide, Martina, was extremely knowledgeable and gave us just the right amount of history/facts about all the sites we were seeing. Loved that she tailored the tour exactly to our needs and wants. Great experience. Thank you Martina!

Barbara

Florence

See all reviews

A possible route, not a fixed script

This sample shows what the experience could include. Your host will shape the route around your interests, pace, weather and plans.

Suggested meeting point

Piazza del Campo, Il Campo, 53100 Siena SI, Italy

Contrada Museum

Begin with the traditions that define Siena’s identity.

Living Siena: Contrade, Craft & Sacred Spaces

Step into a contrada museum filled with banners, relics, and stories. Learn about Palio pride, rivalries, and tradition—explore exhibits or chat with a local for a personal glimpse into history.

Siena’s Duomo (Exterior + Baptistery or Crypt)

Trace layers of faith beneath the Duomo’s grandeur.

Go beyond Siena’s famous cathedral facade to explore hidden gems like the frescoed Crypt or painted Baptistery. Discover how guilds, saints, and tradition shaped this sacred heart of the city.

Traditional Artisan Workshop

See Siena’s living heritage in the hands of a craftsman.

In tucked-away studios, discover the world of Siena’s traditional crafts, like banner painting or woodcarving, still alive today. Your host will help you explore the space and its quiet connection to Siena’s cultural rhythm.

Oratorio di San Bernardino

Reflect in a space where faith and community meet

Step into the peaceful Oratorio di San Bernardino, adorned with soft Renaissance frescoes and a long tradition of civic gathering. This serene stop offers a moment to pause, reflect, and absorb the spiritual threads that quietly anchor Sienese life.

Contrada Alley or Via di Città

End your experience where Siena’s rhythm slows

If you wish, conclude with a slow walk down a narrow contrada street or along graceful Via di Città. These quiet backstreets, where laundry flutters above sandstone walls, reveal the daily continuity of tradition that makes Siena unlike anywhere else.

Siena, Our Guests Way

Here are our guests exploring on a City Unscripted experience.

A Stylish Stroll Through Italian Elegance

Sunlit Streets and Shared Laughs

Friendships Bloom on Italy’s Winding Paths

Family Smiles Under Italy’s Archways

Toasting New Friendships with a Taste of Italy

A Perfect Afternoon Under the Italian Sky

Exploring Italy’s Market Magic

Savoring Simplicity: A Relaxed Italian Snack with Local Flavors

Sunlit Strolls and Warm Hellos on a City Walk

A Group of Explorers Soaking Up the City’s Energy

Lost in the Lanes of Venice with New Friends

Curious Souls Beneath the Tuscan Sun

Warm Welcome in a Timeless Italian Square

Capturing Joy in Every Corner

Discovering Italy’s Charm Together – A Family Day Out

Twilight Traditions and Timeless Stories

Your FAQs

Is this a traditional tour or something different?

This isn’t a traditional tour with a fixed script. It’s a fully personalized day shaped around your interests, whether it’s culture, history, neighborhoods, or hidden local spots. Your host is a knowledgeable local, more like a friend showing you their city. It’s flexible, one-on-one, and tailored entirely to you.

Will I know my itinerary in advance?

Yes, you will have the opportunity to chat with your host directly and agree on a plan for the day. However, there’s always room for spontaneity and local surprises!

Will I see famous landmarks or just hidden gems?

Both! Your host will take you to iconic sights if you want to see them, but they’ll also introduce you to places and stories most travelers miss.

Can I request specific places or types of stops?

Yes! After booking, you will receive a questionnaire where you can highlight must-visit spots and anything else you’d like to include, and your host will craft your experience around them.

Can I change the meeting place?

Yes, you will be in touch with your host before your experience, and you can agree on a different meeting point with them. Your host can meet you anywhere central that’s convenient.

Can my host meet me at my accommodation?

Hotel meet-ups are available upon request in central areas. If you're staying outside the city, your host will recommend the best meeting spot and guide you with directions.

How does personalization work?

After booking, you’ll receive a short questionnaire where you can share your interests, travel style, and any must-see spots. Based on that, we’ll match you with a local host who’ll reach out to plan your personalized itinerary.

★★★★★

Christina

15 June 2026

Our group really enjoyed this tour! Patrick was kind, cheerful, informative and did a great job customizing the tour to our interests and needs.

Nathan

Our guide Peter was fantastic! Treated us like guests.

José

16 June 2026

⭐⭐⭐⭐⭐ Our tour guide was fantastic—knowledgeable, engaging, and hilarious! He somehow managed to teach us local history, keep us entertained, and make us laugh the entire time. The tour was well organized, fun, and memorable. Highly recommend!