Siena

First Day in Siena: Orientation in the Campo & Beyond

City Essentials: First Day • 2 hours 5

(97)

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!

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What travelers think of our Italy experiences

Holland Jun 2025

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

Mary Jun 2025

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!

Gabriele Jun 2025

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.

Madilyn Jun 2025

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

David Jun 2025

Great walking tour with Roberto. We only had a couple of hours with the family to see Naples and Roberto provided. A great personalized experience showing us the culture, people, architecture and food of Naples highly recommended!

Langdon Jun 2025

Excellent experience with Titziana walking all throughout the Milan Cathedral (rooftop, crypt, etc), the Sforzesco Castle and some unique areas of the city. She was incredibly informative and a delight to walk with.

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FAQs

Your questions, answered

Is this a traditional tour?

No. Our experiences are unscripted and designed around you. Instead of following a rigid itinerary, your host will plan a personalized journey that feels natural, immersive, and unique.

How does personalization work?

After booking, you’ll complete a short questionnaire about your interests and travel style. We’ll match you with the best host who will tailor the experience to you. You'll have the opportunity to chat with them before the experience and agree on a plan.

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.