Hi, I’m Silvia

Hi, I’m Silvia, a local host in Siena with a deep love for this extraordinary city and its countryside. What I love most about Siena is the intact medieval atmosphere you feel as you wander through its streets and squares. The Palio and the contrade are the true soul of the town, strong and genuine traditions that make Siena unique in the world. I’m especially passionate about the Cathedral, Piazza del Campo, and the city’s incredible art treasures. I’ve lived in Siena’s historic center for years and have been guiding in Tuscany for almost 20 years as both a city and nature guide. I love walking in nature, discovering new trails, enjoying picnics with views over the Tuscan countryside, and getting lost in the breathtaking panoramas of the surrounding hills. I know Siena and its province, San Gimignano, Volterra, Chianti, Val d’Orcia, Pienza, Montepulciano, and the Brunello di Montalcino area very well. As a food and wine lover, I can introduce you to family-run wineries and farms where you can meet the owners themselves. I’m also a mother, and I know how to make experiences engaging and fun for children too. I can’t wait to share the beauty, flavors, and traditions of Siena with you.

I’ve lived in Siena for 26 years

I speak English, Italian, German

I am tour guide

My Interests are:

Street food Local cuisine Desserts Food markets Fine dining Unique & unusual foods

Here’s how I can help make your experience unique.

Languages I speak

English
Italian
German

My Favorite Experiences To Host

Iconic Sights & Hidden Gems

Siena

Essential Siena: Famous Sights and Local Secrets

5 (43)

4 hours

From $126.13 per person

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See the Torre del Mangia, then slip into Siena’s softer side. This walk blends known icons with hidden viewpoints, shaped around your pace.

Local Food & Drink Tastings

Siena

Tastes of Siena: Sweet Traditions and Salty Streets

5 (52)

3 hours

From $138.98 per person

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Explore Siena one bite at a time. This relaxed food walk pairs traditional tastings with local stories and a rhythm shaped by the streets.

Local Food & Drink Tastings

Siena

Siena Wine Journey: Tuscan Tastings & Local Delights

5 (69)

2 hours

From $75.68 per person

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Discover Siena's authentic wine scene, sampling Tuscan wines with delightful local bites, personalized to your preferences and curiosity.

Flexible Half-Day Discovery

Siena

Siena Your Way: A Personalized 4-Hour Exploration

5 (40)

4 hours

From $126.13 per person

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Wander quiet lanes or follow the city's rhythm, your host adjusts to your pace, mood, and curiosity in this 4-hour Siena experience.

City Essentials: First Day

Siena

First Day in Siena: Orientation in the Campo & Beyond

5 (75)

2 hours

From $75.68 per person

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This walk helps you settle into Siena with ease, offering orientation, local insight, and helpful context to begin exploring with confidence.

Traditions & Heritage

Siena

Living Siena: Contrade, Craft & Sacred Spaces

5 (95)

3 hours

From $100.9 per person

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Explore Siena's traditions through contrada pride, sacred rituals, and artisan craft, guided by your host and shaped by your interests.

Hidden Gems

Siena

Secret Siena: Alleys, Oratories & Everyday Rituals

5 (54)

3 hours

From $100.9 per person

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Drift through Siena’s hidden sides, quiet gardens, artisan workshops, and peaceful oratories.

Pre-Trip Planning Session

Siena

Siena Trip Planning Video Call

5 (62)

30-90 minutes

From $29.25 per person

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Video chat or email with a local to plan your perfect trip or get answers to all your questions

Meet Other Hosts in Siena

Our hosts bring destinations to life, sharing local stories and crafting your perfect experience.

Hi, I’m Filippo

Siena

4.9 (9)

I’m Phil, your local host in Siena. I’m passionate about the city’s winding red-brick streets, where the light plays beautifully between buildings and every corner tells a story. I love discovering hidden gems and spotting unique views - just look up and Siena will surprise you! I know the entire city centre inside the walls, from the majestic Dome and Baptistry to the lively contrada districts. I’m especially drawn to the deep history and culture tied to Siena’s churches and how they shaped the people. The Palio, the food, the traditions - there’s nothing quite like it. Let me show you the soul of Siena, one secret spot at a time!

Here’s how I can help make your experience unique.

Languages I speak

English
Spanish

Hi, I’m Stella

Siena

5.0 (3)

I’m Stella – a proud local who loves Siena with all my heart (and stomach!). Whether I’m strolling through the historic streets, chatting with neighbours, or cheering at the Palio, I soak up the city’s energy and traditions every day. I know every corner of Siena, especially my beloved district, La Torre, where the social life is as rich as the wine. I never tire of visiting the Cathedral, exploring museums, or enjoying evenings in Piazza del Campo with friends. If you're looking to experience the real Siena - its food, its stories, its soul - I'm here to share it all with you, one joyful step at a time!

Here’s how I can help make your experience unique.

Languages I speak

English
Spanish
Italian

Hi, I’m Francesco

Siena

5.0 (2)

What excites me most about this city is the Palio - a 600-year-old horse race that’s much more than a race; it’s the heartbeat of Siena’s 17 family-like Contrade. Beyond the city walls, the province offers UNESCO treasures, stunning landscapes in Val d’Orcia, and the Chianti wine region. I love Siena’s medieval charm, its honest, hearty Tuscan food, and the warm spirit of conviviality. Whether you want practical tips, hidden scenic spots, or cultural gems like museums and theaters, I’m here to make your experience unforgettable!

Here’s how I can help make your experience unique.

Languages I speak

English
Spanish
Italian

Hi, I’m Lillo

Siena

5.0 (1)

I'm Lillo – a local host in the beautiful city of Siena. What I love most here is the deep sense of tradition, the peaceful atmosphere, and the stunning landscapes all around. I spend my free time walking through the historic center, tasting local specialties, and soaking in the unique spirit of the Contradas. I know the Antiporto area and the neighborhoods around the train station like a local - because I am one! With a passion for food, drinks, and the stories that bring Siena to life, I’m excited to share the flavors and traditions of this magical city with you.

Here’s how I can help make your experience unique.

Languages I speak

English
French
Spanish
Italian
German

Hi, I’m Grazia

Siena

What I love most about this city is everything connected to the Palio, its incredible architecture, and of course, a big plate of pici. You’ll often find me enjoying a gelato while strolling through the city center or discovering a new favorite restaurant tucked away in San Miniato. I know Siena’s traditions inside out – especially the Palio and the stories that bring each Contrada to life. If you're ready to dive into local food, culture, and history, I can't wait to show you the Siena I know and love!

Here’s how I can help make your experience unique.

Languages I speak

English
French
Spanish
Italian

Hi, I’m Francesca

Siena

I adore spending time in the historic center, where every corner tells a story. With a strong background in the food and beverage industry, I also enjoy guiding guests through Siena’s authentic restaurants and lively markets, where our culinary traditions come to life. As a storyteller at heart, I focus on bringing the city’s churches, museums, and medieval and Renaissance heritage to life in a way that feels both engaging and memorable. With me, you’ll experience Siena not just as a visitor, but as part of its living history.

Here’s how I can help make your experience unique.

Languages I speak

English
Spanish
Italian

Hi, I’m Ale

Siena

What I adore most about Siena is the deep sense of belonging that comes from being part of a Contrada - it’s like having a second family, full of devotion, joy, and tradition. I live in the Nicchio neighborhood and know the city’s historic squares by heart, from Piazza del Campo to the Duomo. My favorite moments are having breakfast on Via di Città on a quiet Sunday and feeling the excitement build during the week of the Palio - especially during the magical night rehearsals. I’m passionate about our traditions, food, and the unique energy that makes Siena unforgettable. I can’t wait to share its stories, flavors, and secrets with you!

Here’s how I can help make your experience unique.

Languages I speak

English
Spanish
Italian
Portuguese
German

Hi, I’m Giamma

Siena

I’m endlessly fascinated by the Palio and the life of the neighborhoods, where pride and community thrive. As a certified olive oil sommelier and wine student, I enjoy introducing guests to Tuscany’s authentic flavors - from rustic ciaccini to a perfect glass of Chianti. Whether we’re exploring secret courtyards, uncovering stories of medieval rivalries, or relaxing at my favorite local bar, I aim to make every experience feel warm, personal and deeply Sienese.

Here’s how I can help make your experience unique.

Languages I speak

English
French
Spanish
Italian
German

★★★★★

Fiona

12 March 2026

Jeremy was very engaging and friendly.

Debbie

So knowledgeable about history. We learned a lot.

Mariela

We were impressed by Sherilyn from very begining, as she contsated us in advance to ask if we have any special needs and preferences. Very good English, interesting stories along the way, very helpful with directing us around Tokyo and how to use the local transport.