Siena

First Day in Siena: Orientation in the Campo & Beyond

City Essentials: First Day • 2 hours 5

(55)

First Day in Siena: Orientation in the Campo & Beyond

This walk helps you settle into Siena with ease, offering orientation, local insight, and helpful context to begin exploring with confidence.

What makes this experience special

This walk helps you settle into Siena with ease, offering orientation, local insight, and helpful context to begin exploring with confidence.

Key highlights

Use the Campo as your reference point for navigating the city
Learn how Siena’s Contrade influence layout, culture, and identity
Pick up local tips on cafés, walking routes, and when to visit key sights
Understand how to navigate Siena’s winding streets with ease
See landmarks with context and no crowds
Explore quieter corners and daily-life rituals locals take for granted
Begin your visit with confidence, clarity, and a sense of where to go next

What to know before you go

Here’s everything you need to know before your day unfolds.

At a glance What’s included Things to know

2 hours

Fully tailored to your preferences

English Other languages may be requested

Walking experience may use public transport for long distances

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 not included

Food, drinks and shopping expenses

Transport fares or attraction entry fees

Meeting point

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

Cancellation

Free cancellation up to 24 hours before the experience

What to bring

How your day could unfold

A flexible, unscripted experience designed entirely around your interests. Your host will adapt the day based on what excites you most

Here’s what your experience could look like

These are just suggestions from our hosts to inspire your day. Your host will tailor the experience to suit your interests and tastes

Meeting point

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

Piazza del Campo & Fonte Gaia

Siena’s central square, your starting point for understanding the city

First Day in Siena: Orientation in the Campo & Beyond

Begin in Piazza del Campo, Siena’s shell-shaped heart. Your host introduces how the city is built around this slope, using the nine brick segments and Fonte Gaia as reference points. Learn how locals use the space, where key streets lead, and how to return later with ease

Contrada dell’Oca & Everyday Navigation

Discover how Siena’s districts shape movement and meaning

Step into Contrada dell’Oca to understand how Siena’s neighborhoods function like small cities. Spot fountains, plaques, and flags that help you read where you are. Your host may point out St. Catherine’s home or Fontebranda, but the focus stays on orientation and daily flow.

Via di Città & Local Movement

A street where Siena shifts from civic to sacred

Walk Via di Città to trace a key local route from public spaces to spiritual ones. Your host shares how to spot helpful markers (like street slope or shop signs) and may recommend practical stops like cafés or paper shops. The Duomo appears ahead, your host explains how to time a return.

Optional Close: View from the Facciatone

An overview of Siena’s shape and setting, if time allows

End with a gentle detour to the unfinished cathedral façade. From here, rooftops and Contrade unfold below. Your host points out the layout of the city from above and suggests when to return for views, museums, or artisan lanes based on your interests and pace.

Real Stories, Real Connections

See our hosts and guests creating memories

Sunlit Streets and Shared Laughs

Exploring Italy’s Market Magic

Curious Souls Beneath the Tuscan Sun

A Stylish Stroll Through Italian Elegance

A Perfect Afternoon Under the Italian Sky

Friendships Bloom on Italy’s Winding Paths

Family Smiles Under Italy’s Archways

Savoring Simplicity: A Relaxed Italian Snack with Local Flavors

Sunlit Strolls and Warm Hellos on a City Walk

Toasting New Friendships with a Taste of Italy

A Group of Explorers Soaking Up the City’s Energy

Wandering Timeless Alleys and Making Local Connections

Warm Welcome in a Timeless Italian Square

Twilight Traditions and Timeless Stories

Discovering Italy’s Charm Together – A Family Day Out

Capturing Joy in Every Corner

See what happens when you travel unscripted!

17,500+ 5-Star Reviews and Counting

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What travelers think of our Italy experiences

Cynthia Oct 2025

Lillo was very informative and helpful. He spoke excellent English and gave us a good sense of Siena.

John Oct 2025

Filippo was a great tour guide. He was very knowledgeable of the culture and history of Siena.

Michael Oct 2025

Francesco was an excellent to a guide , very personable and informative! His explanations of sites and cultural meanings, made us want to extend our visit in Siena.

Layne Oct 2025

A private tour specialized to our interests and be an amazing local guide. We would not have learned to much about the city without Francesco as our guide. It was wonderful.

Marita Oct 2025

Filippo made it fantastic! Easy pace, interesting details, personable-we enjoyed it immensely.

Elmar Sep 2025

Great!

SEE ALL REVIEWS

FAQs

Your questions, answered

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.

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..

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.

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!

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.