Siena Private Tour Highlights and Hidden Gems with a Local
Siena, IT
100% of travellers recommend this
Highlights
- Explore hidden chapels and medieval backstreets
- Discover peaceful gardens off the beaten path
- Learn about the living traditions of the Palio
- Personalized itinerary based on your interests
- Sip wine in tucked-away enotecas like a local
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Private and personalized tour
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Duration 2 to 6 hours
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Direct communication with host
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Pre-tour questionnaire included
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Flexible start times available
Embark on a Siena private tour with a local guide to uncover the hidden gems and authentic highlights of this enchanting city. Dive deep into medieval backstreets, discover secret chapels, and immerse yourself in the vibrant traditions of the Palio and contrade. From Gothic architecture to tucked-away wine bars, this personalized walking tour will take you off the beaten path and show you Siena through the eyes of a local. With direct communication with your host for itinerary planning and insider tips, you can tailor the experience to your preferences. Explore like a true insider, not just a tourist, and create unforgettable memories in this captivating Tuscan gem.
At a Glance
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Free cancellation
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2 hours
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Instant Confirmation
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Available in English, Italian
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Wheelchair accessible
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Mobile voucher
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Private Tour
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Guided
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Family friendly
Featured Reviews
Discover Siena's hidden gems on a personalized walking tour with a local guide, tailored just for you.
Included
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Flexible durations and start times—choose your preferred time when booking -
Direct communication with your host for itinerary planning and local recommendations.
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Private and personalized walking experience with insider tips from a passionate local
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Pre-tour questionnaire to tailor the experience to your preferences
Excluded
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Gratuities (optional) -
Food, drinks and tickets to any attractions
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Transportation (primarily a walking experience, public transport may be used at an additional cost)
Meeting Point
This is a great central point to meet your host if your hotel is not listed.
Il Campo, 53100 Siena SI , Italy
End Point
This is a great central point to meet your host if your hotel is not listed.
Il Campo, 53100 Siena SI , Italy
Pickup
Check if pick-up is available from your location, you will select during checkout (providers may allow other pickup locations)
What to expect
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 questionnaire 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
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
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.
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.
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.
Basilica Cateriniana San Domenico
Step into this solemn 13th-century church, where relics of Saint Catherine offer a powerful glimpse into devotion, mysticism, and Siena’s spiritual identity.
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.
The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.
Additional Information
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After booking, you'll receive a short questionnaire to share your interests, preferences, and must-sees. Your 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. -
Infants and small children can ride in a pram or stroller
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Public transportation options are available nearby
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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.
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Service animals allowed
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Suitable for all physical fitness levels
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This private tour is a walking experience. A private vehicle is not included.
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Wheelchair accessible
What our experts say
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Try local wines at Enoteca Italiana. -
Visit the stunning Siena Cathedral nearby.
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Explore the scenic gardens of Orto de' Pecci.
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Don't miss the historic Piazza del Campo.
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Ask your host about the Palio traditions.
More About this Experience
Introduction
Embark on a journey through the enchanting city of Siena with the Siena Private Tour Highlights and Hidden Gems with a Local. This walking tour promises a unique and authentic experience, delving deeper into the local culture and traditions beyond the typical tourist spots.What to Expect?
On this tour, travelers can expect to uncover the lesser-known treasures of Siena, from hidden chapels to medieval backstreets and peaceful gardens. With a local guide by your side, you'll have the opportunity to immerse yourself in the living traditions of the Palio and contrade, gaining insights that go beyond the surface of this historic city.Who is This For?
This tour is perfect for travelers who seek a more intimate and personalized exploration of Siena. Whether you're a history buff, an architecture enthusiast, or simply someone who loves to uncover hidden gems, this experience caters to a diverse range of interests and preferences. Solo travelers, couples, and small groups can all benefit from the insider knowledge and expertise of a local guide.Why Book This?
Uncover the secrets of Siena with a passionate local guide who will tailor the experience to your preferences and interests. From exploring tranquil medieval gardens to sipping wine in tucked-away enotecas, this tour offers a truly immersive and personalized experience. Say goodbye to cookie-cutter tours and hello to a one-of-a-kind adventure that will leave you with lasting memories of Siena.Good to Know
Before the tour, you'll have the opportunity to communicate directly with your host to plan the itinerary and receive local recommendations. The tour is flexible in terms of duration and start times, allowing you to choose what works best for you. Keep in mind that food, drinks, and tickets to attractions are not included, but your guide will be more than happy to provide suggestions along the way.Reviews
Travelers rave about the personalized and insightful nature of this tour, highlighting the unique perspectives and hidden gems that they discovered with their local guide. From the tranquility of medieval gardens to the vibrant traditions of the Palio, this experience is praised for its authenticity and depth of exploration. Don't miss out on this opportunity to see Siena through the eyes of a local expert.Journals from our explorers at this location
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