Siena Private Highlights and Hidden Gems Walking Tour Discount Tickets

Get your discount tickets for the Siena Private Highlights and Hidden Gems Walking Tour, save up to 14% !

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.

Meeting and Pickup

Meeting point

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.

Pickup Information

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.

Language Offered

English-GUIDE

Italian-GUIDE

Itinerary

1. Siena
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:
2. Piazza del Campo
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.
3. Fonte Gaia
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.
4. Fontebranda
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.
5. Via di Citta
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.
6. St Domenico Catherine Basilica
Step into this solemn 13th-century church, where relics of Saint Catherine offer a powerful glimpse into devotion, mysticism, and Siena’s spiritual identity.
7. Ristorante/pizzeria All'Orto de' Pecci
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.

Inclusion

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

Exclusion

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

Cancellation Policy

Check mark icon Refundable tickets

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • 100% refund if cancelled 1+ days before the start date
  • 0% refund if cancelled less than 1 day(s) before the start date

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Suitable for all physical fitness levels

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.

Supplied by City Unscripted

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