Siena Private Tour Highlights and Hidden Gems with a Local

Siena , Italy

Siena Private Tour Highlights and Hidden Gems with a Local

Active

(3 reviews)

2h - 6h

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

Instant confirmation

Mobile or paper ticket accepted

About this experience

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 questionnaire to share your interests and travel style. Based on your responses, you’ll be matched with a like-minded host who will contact you directly to suggest a personalized itinerary. You’ll agree on a meeting point and time, and your route can adapt throughout the day based on what captures your interest.

Available options

Siena Walking Tour - 3 hours

Duration: 3 hours<br/>Pickup included

Siena Walking Tour - 4 hours

Duration: 4 hours<br/>Pickup included

Siena Walking Tour - 2 hours

Duration: 2 hours<br/>Pickup included

Siena Walking Tour - 6 hours

Duration: 6 hours<br/>Pickup included

What's included

Direct communication with your host for itinerary planning and local recommendations.

Flexible durations and start times—choose your preferred time when booking

Pre-tour questionnaire to tailor the experience to your preferences

Private and personalized walking experience with insider tips from a passionate local

Detailed itinerary

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:

Stop 2 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.

Stop 3 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.

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.

Step into this solemn 13th-century church, where relics of Saint Catherine offer a powerful glimpse into devotion, mysticism, and Siena’s spiritual identity.

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.

What's not included

Food, drinks and tickets to any attractions

Transportation (primarily a walking experience, public transport may be used at an additional cost)

Gratuities (optional)

Available languages

Guide guide

EN IT

Reviews breakdown

Viator 5.0

3 reviews

5★

4★

3★

2★

1★

Important 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

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.

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.

Meeting point

This is a great central point to meet your host if your hotel is not listed.

Important notes

Once you've booked your experience, your local host will personally reach out to tailor the adventure to your interests. Whether you're seeking authentic food spots, cultural insights, or hidden gems, we ensure your journey is immersive, personalized, and uniquely yours, transforming your tour into a meaningful connection with the city.

About Siena

Siena is a medieval city in Tuscany, Italy, renowned for its rich history, stunning architecture, and the famous Palio horse race. The city's well-preserved historic center is a UNESCO World Heritage site, offering a glimpse into Italy's medieval past with its cobblestone streets, towering churches, and grand piazzas.

Top Attractions

Piazza del Campo

Piazza del Campo is the heart of Siena and the site of the famous Palio horse race. This stunning, shell-shaped square is surrounded by historic buildings and is a must-visit for its architectural beauty and vibrant atmosphere.

Historical 1-2 hours Free

Siena Cathedral (Duomo di Siena)

The Siena Cathedral is a masterpiece of Italian Gothic architecture, featuring stunning marble facades, intricate mosaics, and beautiful frescoes. The cathedral's interior is equally impressive, with a richly decorated nave and a magnificent marble floor.

Religious 1-2 hours €8-12

Basilica of San Domenico

The Basilica of San Domenico is one of the largest churches in Siena and houses the relics of St. Catherine of Siena. The church's interior is adorned with beautiful frescoes, sculptures, and a magnificent choir.

Religious 1 hour Free (donations appreciated)

Palazzo Pubblico

The Palazzo Pubblico is a historic palace that houses the Museo Civico, which showcases a collection of medieval and Renaissance art. The palace's courtyard and tower offer panoramic views of the city and surrounding countryside.

Historical 1-2 hours €9-12

Santa Maria della Scala

Santa Maria della Scala is a historic hospital and museum complex that showcases the city's rich history and art. The complex features beautiful frescoes, sculptures, and a labyrinthine network of underground passages.

Historical 1-2 hours €7-10

Must-Try Local Dishes

Pici all'Aglione

A traditional Tuscan pasta dish made with hand-rolled pici pasta and a garlic and tomato sauce.

Main course Vegetarian

Ribollita

A hearty bread and vegetable soup, often made with cannellini beans, kale, and carrots.

Soup Vegetarian

Panforte

A traditional Siena dessert made with dried fruits, nuts, and spices, often enjoyed during the Christmas season.

Dessert Vegetarian, contains nuts

Peposo

A traditional Tuscan beef stew, slow-cooked with wine, garlic, and spices.

Main course Contains meat

Popular Activities

Hiking in the Tuscan countryside Cycling tours Wine tasting tours Visiting hot springs Enjoying local cuisine Exploring historic sites Visiting museums Attending the Palio horse race

Best Time to Visit

June to August, July 2 (Palio di Provenzano), August 16 (Palio di Assunta)

The peak season in Siena is during the summer months, especially around the Palio horse races. The weather is warm and sunny, perfect for exploring the city's outdoor attractions and enjoying the vibrant atmosphere.

22°C to 34°C 72°F to 93°F

Practical Information

Language

Official: Italian
Widely spoken: English, French, Spanish
English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (CET), GMT+2 (CEST) during daylight saving time

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Siena is generally safe for tourists, with low crime rates. However, pickpocketing and petty theft can occur in crowded areas, so it's important to stay vigilant.

Important Precautions:

• Keep valuables secure
• Be cautious of pickpockets in crowded areas
• Use licensed taxis or ride-sharing apps

Getting there

By air

Florence Airport • 80 km (50 miles)
Pisa International Airport • 120 km (75 miles)

By train

Siena Station

By bus

Siena Piazza Gramsci, Siena Piazza del Duomo

Getting around

Public transport

The bus system in Siena is efficient and covers most parts of the city and nearby towns. Buses are a convenient way to get around, especially for those staying outside the city center.

Taxis

Available • Apps: MyTaxi, FreeNow

Rentals

Car, Bike, Scooter

Neighborhoods

San Martino San Domenico Santa Maria della Scala

Day trips

Chianti Wine Region

20-40 km (12-25 miles) • Half day to full day

The Chianti region is famous for its vineyards, rolling hills, and picturesque villages. It's a perfect day trip for wine enthusiasts and those looking to explore the Tuscan countryside.

San Gimignano

35 km (22 miles) • Half day to full day

San Gimignano is a medieval hilltop town known for its towering houses and stunning views of the Tuscan countryside. It's a UNESCO World Heritage site and a must-visit for history buffs.

Val d'Orcia

60-80 km (37-50 miles) • Full day

Val d'Orcia is a UNESCO World Heritage site known for its stunning landscapes, hot springs, and picturesque villages. It's a perfect day trip for nature lovers and those looking to relax in a beautiful setting.

Festivals

Palio di Siena • July 2 and August 16 Siena Jazz Master Classes • July Siena International Film Festival • November

Pro tips

Visit the historic sites early in the morning or late in the afternoon to avoid crowds
Try local specialties like pici pasta, ribollita, and panforte
Explore the city's hidden gems, such as underground passages and historic streets
Attend the Palio horse race for a unique cultural experience
Take a day trip to the Chianti wine region for wine tasting and scenic landscapes