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Siena Private Highlights and Hidden Gems Walking Tour

16 Reviews 4.88 out of 5 stars Based on 16 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | Siena, Italy
Don't miss out!
On average, this is booked 22 (0) days in advance.

2 to 6 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 1 more
Italian
Instant confirmation

Overview

This walking tour offers a truly local take on Siena, far beyond the postcard views. With your host, you’ll explore hidden chapels, medieval backstreets, peaceful gardens, and the living traditions of the Palio and contrade. Whether you're tracing the path of a district rivalry, admiring Gothic architecture, or sipping wine in a tucked-away enoteca, this is your chance to explore like a local, not a tourist.

After booking, you'll receive a short online Personalization Form to share your interests, preferences, and must-sees. Your City Unscripted guide will personally reach out to craft a fully customized itinerary that suits your style—whether you love history, food, hidden gems, or cultural experiences.

What's Included

  • Online Personalization Form sent after booking to tailor your experience
  • Flexible durations and start times - Pick your preferred duration when you book
  • Get picked up (on foot) at your accommodation if it's central
  • Food, drinks and tickets to any attractions
  • Transportation (primarily a walking experience, public transport may be used at an additional cost)
  • Gratuities (optional)
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Meeting and Pickup

Pickup point
Pickup details

This is a private walking tour. Your host will meet you at your chosen hotel, or you can select the central meeting point instead, which we recommend for the best overall experience. If your hotel isn’t listed, please choose the central landmark option. No private vehicle is included.

OR
Meeting point

Il Campo
53100 Siena SI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Siena (pass by)

See Siena through the eyes of someone who lives and loves it—wandering quiet lanes, historic squares, neighborhood fountains, and hidden altars. This isn’t a scripted tour; it’s a flexible, personalized experience shaped around you. Before your walk, your host will reach out with a short online Personalization Form to understand your interests—whether you're drawn to sacred art, medieval architecture, local food, or peaceful viewpoints. Here are some places you might explore:
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Piazza del Campo (pass by)

Begin in Siena’s dramatic, shell-shaped square—home to the Palio horse race and centuries of civic life. Your host will share how this iconic space captures the spirit, rivalry, and unity of Siena’s historic districts.
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Fonte Gaia (pass by)

Pause at this ornate Renaissance fountain, where sculpted panels once celebrated abundance and innovation. In a hilltop city, Fonte Gaia is more than a monument—it’s a symbol of survival, pride, and ingenuity.
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Fontebranda (pass by)

One of Siena’s oldest and most atmospheric fountains. Surrounded by medieval stone and arches, it tells a story of water, survival, and the wool guild that once ruled the area.
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Via di Citta (pass by)

Stroll this refined historic street where artisan boutiques and daily life flow side by side. As locals linger over coffee, your host will share how the street links the city’s political and cultural heart.
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Basilica Cateriniana San Domenico (pass by)

Step into this solemn 13th-century church, where relics of Saint Catherine offer a powerful glimpse into devotion, mysticism, and Siena’s spiritual identity.
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Ristorante/pizzeria All'Orto de' Pecci (pass by)

Leave the cobblestones behind for this tranquil medieval garden just beyond the city walls. Chickens roam, herbs flourish, and Siena’s bustle fades into birdsong—offering a perfect place to pause and reflect.
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Show 6 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Service animals allowed
  • After booking, you'll receive a short online Personalization Form to share your interests, preferences, and must-sees. Your City Unscripted guide will personally reach out to craft a fully customized itinerary that suits your style—whether you love history, food, hidden gems, or cultural experiences.
  • This private tour is a walking experience. A private vehicle is not included.
  • Public transportation or local taxis may be used to transfer between sites. Exact transportation costs can be discussed with your host after your reservation is finalized.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Siena Private Highlights and Hidden Gems Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-30791P839

Traveler Photos

Reviews

4.88
16 reviews

Average 4.88 out of 5 stars based on 16 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
14
4 stars
2
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 22 (0) days in advance.

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What's Included

Activity name

  • Online Personalization Form sent after booking to tailor your experience
  • Flexible durations and start times - Pick your preferred duration when you book
  • Get picked up (on foot) at your accommodation if it's central
  • Private and personalized walking experience with insider tips from a passionate local
  • Direct communication with your host for itinerary planning and local recommendations
  • Food, drinks and tickets to any attractions
  • Transportation (primarily a walking experience, public transport may be used at an additional cost)
  • Gratuities (optional)
  • Hotel drop off

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • This is a private City Unscripted experience: real people, real connections
  • After booking, you'll receive a short online Personalization Form to share your interests, preferences, and must-sees. Your City Unscripted guide will personally reach out to craft a fully customized itinerary that suits your style—whether you love history, food, hidden gems, or cultural experiences.
  • This private tour is a walking experience. A private vehicle is not included.
  • Public transportation or local taxis may be used to transfer between sites. Exact transportation costs can be discussed with your host after your reservation is finalized.
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

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