Siena Private Highlights and Hidden Gems Walking Tour

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.

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   Siena

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   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

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   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

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   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

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   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

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   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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   Stop 6

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   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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   Stop 7

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   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.

• 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

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