Walking tours in Siena cut straight to the heart of this remarkable medieval city. The best guided walks include the Cathedral Tour, which gets you past the long lines and into Siena’s stunning Duomo, and the Food & Chianti Wine tour, perfect for combining culture with local flavors.
For those who prefer quieter exploration, the Private Secret Siena tour reveals hidden corners and lesser-known stories that most travelers miss. These intimate walks, limited to small groups, give you the real feel of daily life in this well-preserved Tuscan town.
Ready to explore Siena’s medieval lanes? Let’s look at our favorite tours.
Good To Know
- Guided walking tours of Siena provide immersive experiences, covering architectural and cultural highlights, culinary delights, and hidden gems.
- Self-guided walking tours offer the flexibility to explore Siena’s iconic landmarks, medieval ambiance, and rich history at one’s own pace.
- Siena walking tours with audio guides provide insightful commentary and allow visitors to discover the city’s wonders at their own rhythm.
- Private walking tours offer customized experiences, catering to individual interests in architecture, art, or culinary heritage, with skip-the-line access to the Duomo.
- Food and wine walking tours in Siena immerse visitors in the city’s culinary traditions, featuring tastings of local specialties and regional wines.
Siena: Guided Walking Tour With Cathedral Entry
Explore Siena’s architectural and cultural gems on this guided walking tour that grants access to the city’s iconic Cathedral. Over 90 minutes, you’ll explore Siena’s most important sites on foot, learning about its noble families and the famous Palio horse race.
Admire works by renowned artists like Pisano, Duccio, and Bernini as you visit Piazza del Campo, Palazzo Comunale, and the Cathedral. During summer, you’ll even get to see the Cathedral’s stunning marble floor. With a local guide to provide historical context, this is the best way to discover Siena’s artistic, religious, and cultural treasures. Entrance to the Cathedral is included, though food, drinks, and tips are extra.
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Walking Tour of Siena With Food & Chianti Wine
Dive into the heart of Siena’s culinary and cultural delights on this captivating walking tour. With a maximum of 12 participants, you’ll explore the UNESCO-listed Piazza del Campo and discover the city’s lesser-known stories.
Along the way, you’ll savor classic Tuscan delights like Chianti wine, Tuscan salami, prosciutto, and pecorino cheese, as well as homemade bread, jam, and award-winning gelato. The tour also includes tastings of truffle sauce, black olive pâté, Vernaccia wine, and Prosecco.
Starting at 10:30 am from the NH Siena Hotel, this rain-or-shine experience promises an immersive exploration of Siena’s history, architecture, and culinary excellence.
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Private Tour: Secret Siena Walking Tour
Set out on a captivating private tour that unveils the hidden gems of medieval Siena. With a personalized itinerary created by a local guide, you’ll explore the city’s lesser-known streets and corners, discovering cultural treasures and hearing tales about resident artists and neighborhoods.
Visit iconic landmarks like the Church of the Madonna di Provenzano and Basilica di Santa Maria dei Servi, enjoying Siena’s rich history. The tour lasts approximately 2 hours and starts from the Piazza del Campo, in front of the Fonte Gaia fountain, returning to the same meeting point.
With a maximum group size of just you, this private tour offers a truly personalized experience, suitable for those with a moderate fitness level.
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Discover the Medieval Charm of Siena on a Private Walking Tour
Enjoy the captivating medieval ambiance of Siena on this private walking tour. Explore the historic old town with a licensed local guide, visiting top sights like Piazza del Campo, Basilica of San Domenico, and the Sanctuary of St. Catherine of Siena.
Customize the tour to your interests and opt to visit the stunning Siena Cathedral, home to works by renowned artists. With comfortable walking and wheelchair accessibility, this 2-3 hour tour is suitable for most travelers.
Conclude at the iconic Siena Cathedral, where you can further learn about the city’s rich cultural heritage. Explore Siena’s medieval charm at your own pace on this private walking adventure.
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Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private
Explore the culture and cuisine of the medieval hilltown of Siena on this 9-review walking tour. This small-group or private tour covers the highlights, including visits to Piazza del Campo and the cathedral.
Along the way, you’ll sample savory and sweet local specialties, as well as a Senese sandwich and a glass of wine. The tour includes breakfast, biscuits and Siena sweets, and snacks. Children under 12 have their own menu.
The tour starts at Basilica Cateriniana San Domenico and ends at Piazza del Campo. Wheelchair and stroller accessible, the tour isn’t recommended for travelers with back problems or serious medical conditions. Group size is limited to a maximum of 12 travelers.
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The Best of Siena – Private Walking Tour
Led by a private, licensed guide, this 2-hour walking tour showcases the best of Siena. You’ll see major attractions like the Basilica St Domenico, Piazza del Campo, and Duomo.
The tour provides personal attention, and pickup from your downtown hotel or apartment is possible. With a start time confirmed in advance, the tour operates daily from 9 AM to 6 PM, rain or shine.
Wheelchair and stroller accessible, it’s conveniently located near public transportation. Confirmation is subject to availability within 48 hours. This private tour allows you to explore Siena’s highlights at your own pace with an expert guide.
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Siena Walking Tour & Gelato Tasting
Starting at the NH Hotel Siena, this guided walking tour takes visitors on an immersive journey through Siena’s historic center. Led by a licensed guide, the tour provides a panoramic view of the city and explores its hidden medieval alleys.
Visitors will enjoy 3 flavors of gelato from an award-winning shop and have the opportunity to visit the iconic Siena Cathedral, with entrance tickets included. The tour lasts approximately 3 hours and accommodates a maximum of 10 travelers. It’s a rain or shine experience, although it’s not recommended for those with back problems or serious medical conditions. Cancellations are free up to 24 hours before the start time.
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Guided Walking Tour of Siena With Cathedral
A guided walking tour of Siena’s historic center is an immersive way to discover the city’s medieval charm. This 2-hour tour takes visitors through Siena’s picturesque old town, including the famous Piazza del Campo and the town hall.
The highlight is a visit to the magnificent Siena Cathedral, home to works by renowned artists like Donatello and Bernini. Led by a knowledgeable local guide, the tour provides fascinating insights into Siena’s rich history and architecture. With a maximum group size of 25, the experience is intimate and personalized.
The tour is stroller-accessible, though not wheelchair-friendly. Entrance to the cathedral is included, except on Sundays and certain holidays when an alternate museum visit is offered.
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Siena Private Walking Tour
Explore Siena’s medieval marvels on a private walking tour led by a local, licensed guide. The tour duration can be confirmed with the provider in advance. Included are tickets to museums or the renowned Duomo, though lunch isn’t provided.
The meeting point is the Basilica Cateriniana San Domenico, and the tour ends at the iconic Piazza del Campo, home to the Mangia Tower. This private experience is wheelchair and stroller accessible, with service animals allowed. Public transportation is nearby, and infants can join while seated on laps. Most travelers can participate in this intimate group tour, where only your party will be present.
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Siena: City Highlights Self-Guided Walking Audio Tour
Siena’s City Highlights Self-Guided Walking Audio Tour allows visitors to discover the city’s medieval marvels at their own pace. With a 4.4/5 rating, this tour provides an immersive experience spanning three days.
Travelers can explore iconic landmarks like the Siena Cathedral and Palazzo Pubblico, as well as lesser-known gems, all while listening to an informative audio guide. The OPA SI PASS, priced at $18.02, grants access to these sites, making it a convenient and cost-effective option.
Whether you’re a history buff or simply seeking to soak in Siena’s atmospheric charm, this self-guided tour offers a flexible and enriching way to explore the city at your own rhythm.
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Siena: First Discovery Walk and Reading Walking Tour
One of the best ways to learn about Siena’s rich history and charming ambiance is through the First Discovery Walk and Reading Walking Tour. This self-guided experience allows you to explore the city’s top attractions, including the magnificent Siena Cathedral, Palazzo Pubblico, and Piazza del Campo, at your own pace.
The audio guide provides insightful commentary, bringing the city’s past to life as you stroll through its medieval streets. Whether you’re a first-time visitor or a seasoned explorer, this walking tour offers a captivating introduction to the wonders of Siena. With its 4.5-star rating and over 2,300 reviews, it’s a must-do activity for any traveler seeking to truly enjoy the heart of this enchanting Italian city.
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Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets
Travelers seeking a comprehensive introduction to Siena’s historic city center can embark on the 2-Hour Walking Tour & Skip-the-Line Duomo Tickets. This guided tour takes visitors through the city’s medieval architecture and traditions, including the Basilica di San Domenico, Palazzo Salimbeni, and Palazzo Tolomei.
The highlight is the Siena Cathedral, where guests can admire works by renowned artists like Donatello and Michelangelo. The tour also delves into the Palio, Siena’s famous annual horse race, and the city’s distinctive Contrade neighborhoods. Travelers consistently praise the knowledgeable and enthusiastic guides, who provide an insightful overview of Siena’s rich history and culture during the 2-hour experience.
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Siena Private Walking Tour With A Professional Guide
Although Siena’s cobblestone streets and medieval architecture draw countless visitors, the Siena Private Walking Tour with a Professional Guide offers a more personalized exploration of the city’s rich history and culture.
With a private guide, you can customize the tour to suit your interests, whether that’s delving into Siena’s architecture, art, or culinary heritage. The tour includes skip-the-line access to the Duomo, ensuring you won’t waste time waiting in queues.
Accessible to wheelchair users and stroller-friendly, the tour also departs and returns to a convenient meeting point near public transportation. With a 4.5-star rating from past travelers, this private walking tour is an excellent way to discover Siena’s charms.
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Siena Magica Private Walking Tour
For those seeking a more mystical and enchanting exploration of Siena, the Siena Magica Private Walking Tour offers a captivating glimpse into the city’s hidden spiritual side. Led by a certified private guide, this tour takes visitors on a journey through Siena’s Basilica Cateriniana San Domenico and other significant sites, revealing the rich history and esoteric traditions of the region.
The tour is accessible to most travelers and includes private transportation and pickup, ensuring a personalized and seamless experience. At $128.82 per person, with the lowest price guarantee and free cancellation up to 24 hours in advance, this tour provides excellent value for those interested in uncovering Siena’s magical and spiritual essence.
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Half-day Private Walking Tour of Siena
This half-day private walking tour of Siena offers an immersive exploration of the city’s historic center, a UNESCO World Heritage Site. Led by a private art historian guide, the tour includes entrance fees to the Duomo.
Highlights include visiting Piazza Del Campo, the Public Palace with Belltower, Palazzo Tolomei, and the Church of San Domenico. Guests will marvel at the Siena Cathedral’s facade and interior, featuring artwork by renowned artists like Donatello, Michelangelo, and Bernini.
The tour starts and ends at the Basilica Cateriniana San Domenico. Food, drinks, transportation, and gratuities aren’t included, but the tour is wheelchair and stroller accessible with public transportation available nearby.
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Siena: The 17 Fantastic Animals Self-guided Walking Tour
Across Siena’s historic center, a captivating self-guided walking tour invites visitors to discover the city’s “17 Fantastic Animals”. Featuring unique sculptural details found on buildings and fountains, this tour offers a unique perspective on Siena’s rich history and symbolic significance.
Exploring the city at your own pace, you’ll encounter a diverse array of mythical beasts, from the iconic she-wolf that symbolizes Siena to the enigmatic griffin and other fantastical creatures. With the help of a map or guidebook, this self-guided experience allows you to learn about Siena’s architectural wonders and uncover the hidden meanings behind these enchanting animal sculptures.
Whether you’re a history buff or simply seeking a unique way to explore the city, the “17 Fantastic Animals” tour promises a captivating and memorable adventure.
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Siena: Food and Wine Walking Tour
Immersing oneself in Siena’s culinary heritage, the food and wine walking tour offers a delectable exploration of the city’s gastronomic delights. Rated 4.9 out of 5 stars, this 3-hour small-group experience takes participants on a flavorful journey through Siena’s charming streets.
Guests can expect to indulge in a variety of local tastings, from Tuscan specialties to regional wines, all while learning about the traditions behind them. At $93.81 per person, this walking tour provides an excellent value, allowing visitors to savor the essence of Siena’s vibrant food culture.
Whether a seasoned foodie or a curious explorer, this experience promises to delight the senses and leave a lasting impression.
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Guided Walking Tour of the Streets of Siena With Aperitif
For those seeking a more in-depth exploration of Siena’s historic streets, the Guided Walking Tour of the Streets of Siena With Aperitif provides an engaging and immersive experience. Commencing at 5:30 pm in Piazza San Domenico, this walking tour guides you through the charming streets of Siena, offering an aperitif and snacks along the way.
The tour is wheelchair and stroller accessible, and service animals are welcome. With a maximum group size of 14 travelers, you’ll enjoy a personalized experience. The tour end point is Via di Città, 53100 Siena, SI, Italy. Confirmation is provided at the time of booking, and free cancellation is available up to 24 hours before the experience.
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Siena: Food and Culture Guided Walking Tour
The Siena: Food and Culture Guided Walking Tour offers a captivating exploration of the city’s historic center and medieval architecture. The 2.5-hour guided tour, conducted in Italian, takes visitors through Siena’s charming streets, highlighting landmarks like the San Domenico Church, Piazza del Campo, and the magnificent cathedral.
Along the way, guests will learn about the Palio horse race, a centuries-old tradition that’s deeply rooted in Sienese culture. The tour includes tastings of local cuisine, such as sweet biscuits and a traditional sandwich, as well as a glass of wine or beer. Comfortable shoes and rain gear are recommended, and the tour is wheelchair accessible, making it an enjoyable experience for all.
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Siena: Walking Food Tour With Tastings
Siena’s food and cultural landscape come alive on this captivating walking tour. Over 3 hours, you’ll explore the city’s restaurants, wine bars, and cafes, sampling a variety of local dishes. Led by an English and Italian-speaking guide, the small group of up to 12 you will learn about the region’s food and culture.
The tour includes at least 4 food stops, with a course tasted at each. Water and a fixed amount of wine are provided, and an optional drink card is available for additional alcohol. Comfortable shoes are recommended, as this is a walking tour.
With free cancellation up to 24 hours in advance, this is an ideal way to learn about Siena’s culinary delights.
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The Sum Up
Siena offers an array of captivating walking tours that showcase the city’s medieval charm, rich culinary heritage, and renowned Chianti wines. Whether you’re interested in private, small-group, or guided tours, there’s an option to suit your preferences. These immersive experiences allow you to discover Siena’s hidden gems, savor local delicacies, and gain a deeper understanding of this enchanting Italian destination.