Siena Private Highlights and Hidden Gems Walking Tour

Duration2h - 6h

Free cancellationFull refund up to 24 hours before

Instant confirmationYour booking is confirmed right away

TicketMobile or paper ticket accepted

LanguagesEnglish, Italian

Private tourOnly your group will participate

Pickup offeredSee the meeting and pickup details below

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.

Options

4-hour Siena Walking Tour

Duration: 4 hours
Pickup included

3-hour Siena Walking Tour

Duration: 3 hours
Pickup included

6-hour Siena Walking Tour

Duration: 6 hours
Pickup included

2-hour Siena Walking Tour

Duration: 2 hours
Pickup included

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
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

What to expect

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:
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.
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.
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.
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.
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.
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.

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.

End 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 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.

Additional information

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.

Cancellation policy

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

Reviews

4.6 (16)