Walking Siena’s historic center is most rewarding with a local expert. The best guided walks run 90 minutes to 5.5 hours, hitting the must-see landmarks while sharing authentic insights you won’t find in guidebooks.
I especially love the small-group walks that combine sightseeing with food and wine stops – they perfectly capture the city’s medieval character and culinary traditions.
The private tours shine when exploring hidden backstreets and lesser-known neighborhoods. Skip-the-line access at major sites is a real time-saver during peak season.
Check out these top-rated Siena walking tours that consistently earn rave reviews from my readers.
Key Points
- Siena offers a range of guided walking tours, ranging from 90 minutes to 5.5 hours, providing immersive exploration of the historic city center and key landmarks.
- Walking tours include opportunities for food and wine tastings, insights into local history and traditions, and customizable private experiences to suit diverse interests.
- Recommended walking tours feature high traveler satisfaction, with options for small group sizes, engaging storytelling by knowledgeable guides, and accessibility for wheelchair users and families.
- Self-guided walking tours allow travelers to explore Siena’s highlights, including the Cathedral, Palazzo Pubblico, and hidden architectural details, at their own pace.
- Culinary walking tours in Siena combine the city’s rich gastronomic identity with cultural and historical exploration, offering a comprehensive experience of the local heritage.
Siena: Guided Walking Tour With Cathedral Entry
The Siena: Guided Walking Tour with Cathedral Entry offers visitors a comprehensive exploration of Siena’s rich history and cultural heritage.
This 90-minute tour takes participants through the city’s iconic landmarks, including the Piazza del Campo, Palazzo Comunale, and the magnificent Siena Cathedral.
Along the way, a knowledgeable local guide shares insights into Siena’s noble families and the renowned Palio horse race tradition.
Visitors can admire the stunning artworks by renowned artists like Pisano, Duccio di Buoninsegna, and Donatello.
The tour includes entrance to the Siena Cathedral, where guests can marvel at the unique marble floor during the summer months.
With English and Italian language options, this tour provides an immersive experience for all.
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Walking Tour of Siena With Food & Chianti Wine
Embarking on the Walking Tour of Siena with Food & Chianti Wine, visitors explore the historic city’s treasures through the eyes of a knowledgeable local guide.
This highly-rated 2-hour tour takes guests through the UNESCO-listed Piazza del Campo and other notable landmarks, uncovering the city’s medieval history and cultural significance.
Along the way, travelers savor a delightful selection of Tuscan specialties, including Chianti wine, Pecorino cheese, salami, and award-winning gelato.
The intimate group size of 12 or fewer ensures personalized attention from the guide.
With an impressive 97% traveler recommendation, this walking tour offers an immersive experience that blends Siena’s rich heritage with its renowned culinary delights.
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Private Tour: Secret Siena Walking Tour
Travelers seeking a more intimate and immersive exploration of Siena’s hidden gems can opt for the Private Tour: Secret Siena Walking Tour.
With a 99% recommendation rate from 88 reviews, this flexible morning or afternoon tour immerses guests in the city’s architecture, cultural treasures, and local life.
Led by knowledgeable guides praised for their engaging storytelling, the tour visits sites like the Church of the Madonna di Provenzano and Basilica di Santa Maria dei Servi.
Guests also discover hidden alleys and learn about the Palio di Siena and its 17 contrades.
Accommodating group interests, the tour offers a unique photography experience and insights beyond typical tourist spots.
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Discover the Medieval Charm of Siena on a Private Walking Tour
Though Siena’s medieval charm captivates many visitors, a private walking tour provides an unparalleled opportunity to delve deep into the city’s rich history and architectural wonders.
With nearly 200 glowing reviews and a 94% traveler recommendation, this 2-3 hour guided experience covers Siena’s major sights, including the iconic Piazza del Campo and the Basilica of San Domenico.
Guests can also opt to visit the renowned Siena Cathedral, home to masterpieces by renowned artists.
Beyond the sights, the tour offers insights into Siena’s traditions, like the thrilling Palio horse race.
Customizable to match group preferences, this private tour ensures an engaging and personalized exploration of Siena’s medieval allure.
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Siena Sightseeing Walking Tour With Food Tastings for Small Groups or Private
Enjoy Siena’s captivating history and savor the flavors of Tuscany on this sightseeing walking tour. Offered by Tuscany like a Local, the tour takes you through Siena’s picturesque streets, showcasing highlights like the Piazza del Campo and Siena Cathedral.
Along the way, you’ll indulge in a tantalizing array of Senese specialties, from biscuits and almond cookies to a Senese sandwich and a glass of wine.
With knowledgeable guides, a maximum of 12 travelers, and options for private or small-group experiences, this tour provides an engaging and tailored exploration of Siena’s medieval charm.
Suitable for families, individuals, and accessibility needs, it’s a must-do experience for anyone seeking to enjoy the flavors and history of this enchanting Italian city.
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The Best of Siena – Private Walking Tour
Exploring Siena’s captivating history and architectural marvels, the private walking tour takes visitors on a journey through the city’s UNESCO-listed gems.
Guests will marvel at the Basilica St. Domenico‘s display of Siena’s patron saint’s head and admire the shell-shaped Piazza del Campo, the site of the famous Palio horse race.
The tour also showcases the Duomo’s stunning multi-colored architecture.
Led by a knowledgeable local guide, the 2-hour experience includes key transportation and hotel pickup for downtown accommodations.
Available daily, the tour operates in all weather conditions and is accessible for wheelchairs and strollers.
With a perfect 5-star rating, this personalized tour offers an immersive exploration of Siena’s highlights.
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Siena Walking Tour & Gelato Tasting
For those seeking a more well-rounded Siena experience, the Siena Walking Tour & Gelato Tasting offers an immersive exploration of the city’s history and culture.
Led by a licensed guide, this 2.5-hour tour takes travelers through Siena’s hidden medieval alleys, providing panoramic views of the city and access to the iconic Cathedral.
Participants will also indulge in an award-winning gelato tasting, sampling three delicious flavors.
With a maximum of 10 travelers, this intimate tour ensures a personalized experience.
Priced at $48.56 per person, it’s a must-do activity for those looking to truly enjoy the charm of Siena.
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Guided Walking Tour of Siena With Cathedral
Situated in the heart of Siena, the Guided Walking Tour of Siena With Cathedral provides travelers with an insightful exploration of the city’s rich history and stunning architecture.
Led by knowledgeable local guides, the tour offers a maximum of 25 participants the opportunity to discover the Duomo, Piazza del Campo, and other significant landmarks.
Travelers consistently praise the guides’ expertise, passion, and ability to share engaging insights about Siena’s culture and heritage.
While the tour duration may be limited, and some visitors have faced language barriers or technical issues, the overall experience is recommended for those seeking a comprehensive introduction to this captivating Italian city.
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Siena Private Walking Tour
The Siena Private Walking Tour offers travelers a personalized exploration of the city’s storied past and captivating landmarks.
This 4.0-rated tour provides a walking experience with a local licensed guide, allowing guests to enjoy the rich history and architecture of Siena.
The tour includes highlights such as the Basilica Cateriniana San Domenico and Piazza del Campo, home to the iconic Mangia Tower.
With a maximum group size of 6, the private nature of the tour ensures a tailored and intimate experience.
Wheelchair and stroller accessibility, as well as the option to reserve and pay later, make this tour convenient and accessible for a wide range of travelers.
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Siena: City Highlights Self-Guided Walking Audio Tour
Explore Siena’s captivating city highlights at your own pace with the Siena: City Highlights Self-Guided Walking Audio Tour.
This 2.5-hour experience allows you to discover the city’s top attractions, including the stunning Siena Cathedral, the Palazzo Pubblico, and the iconic Piazza del Campo.
With an audio guide available in multiple languages, you’ll learn about Siena’s rich history and architecture as you wander.
The self-guided nature of the tour provides the flexibility to explore at your own rhythm, making it an excellent choice for independent travelers.
At just $18.12 per person, this pass offers great value, granting access to the cathedral complex for three days.
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Siena: First Discovery Walk and Reading Walking Tour
For those seeking a more immersive and interactive exploration of Siena, the Siena: First Discovery Walk and Reading Walking Tour offers a captivating alternative to the self-guided audio experience.
This 2-hour walking tour takes visitors on a guided journey through the city’s historic center, providing insights into its rich history and cultural significance.
Led by a knowledgeable local guide, the tour includes skip-the-line access to the Duomo, allowing participants to fully enjoy the Gothic grandeur of this architectural masterpiece.
At Kč 1,012 per person, this tour offers excellent value, delivering a comprehensive and engaging introduction to the enchanting city of Siena.
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Siena 2-Hour Walking Tour & Skip-the-Line Duomo Tickets
This 2-hour walking tour offers an immersive introduction to Siena’s historic center, a UNESCO World Heritage site. Priced from €40 per person, it includes skip-the-line access to the magnificent Duomo.
Visitors can explore the Basilica di San Domenico, learn about the famous Palio horse race, and marvel at stunning architecture like Palazzo Salimbeni and Palazzo Tolomei.
The tour is led by authorized, English-speaking local guides who receive excellent reviews for their knowledge and enthusiasm. Though audio issues have been mentioned, staying close to the guide ensures a clear and informative experience.
With free cancellation and a pay later option, this tour provides great value for discovering Siena’s rich art, culture, and history.
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Siena Private Walking Tour With A Professional Guide
Immersing visitors in the captivating essence of Siena, the private walking tour with a professional guide promises an unparalleled exploration of the city’s rich history and architectural wonders.
With a customizable itinerary and a dedicated local guide, participants can explore Siena’s highlights at their own pace, discovering its iconic landmarks and hidden gems.
The 2-hour tour presents a wheelchair and stroller-accessible experience, catering to diverse accessibility needs.
Priced from $247.64 per group of up to 15 people, this private adventure ensures an intimate and personalized encounter, praised by past participants for its knowledgeable guides and engaging content.
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Siena Magica Private Walking Tour
Siena Magica Private Walking Tour promises an intimate exploration of the city’s captivating essence. For $129.49 per person, this private excursion offers a personalized experience, with only your group participating.
The tour departs from the Basilica Cateriniana San Domenico and returns to the same meeting point, with private transportation provided. While not wheelchair accessible, the tour is stroller-friendly and near public transit.
Recent reviews paint a mixed picture, with one guest claiming dissatisfaction and the host disputing the claim, while others praised the knowledgeable guide, Constanza, and the tour’s ability to showcase Siena’s charming streets and the magnificent Duomo.
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Half-day Private Walking Tour of Siena
Embarking on a half-day private walking tour of Siena allows visitors to explore the historic city’s captivating essence, guided by a professional art historian.
The tour explores Siena’s UNESCO World Heritage-listed historic center, including landmarks like Piazza del Campo, Siena Cathedral, and the Church of San Domenico.
Entrance fees to the Duomo are included, providing access to admire artworks by renowned artists.
With a private tour, guests can customize the experience to their interests.
The tour’s meeting point is the Basilica Cateriniana San Domenico, and it ends at the same location.
Participants should dress appropriately for places of worship, as the tour is wheelchair-accessible.
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Siena: The 17 Fantastic Animals Self-guided Walking Tour
A captivating walking tour through Siena’s historic streets awaits visitors seeking a unique perspective on the city’s rich heritage.
The “Siena: The 17 Fantastic Animals Self-guided Walking Tour” invites explorers to discover intricate architectural details featuring 17 mythical creatures adorning the facades of Siena’s iconic buildings.
This self-guided experience allows travelers to immerse themselves at their own pace, uncovering the symbolic meanings behind the city’s whimsical decorations.
With an optional audio guide, the tour provides an engaging narrative that brings Siena’s hidden gems to life.
Whether seeking an off-the-beaten-path adventure or a deeper understanding of the city’s artistic heritage, this walking tour offers a captivating and enriching experience.
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Siena: Food and Wine Walking Tour
Immersing oneself in Siena’s rich culinary heritage is a captivating way to explore the city’s vibrant culture.
The Siena: Food and Wine Walking Tour offers an enriching experience, guiding visitors through the picturesque streets and historic alleyways. Participants can savor local delicacies, such as artisanal cheeses and cured meats, while sipping on renowned Chianti wines.
The tour also provides an opportunity to visit a traditional bakery and learn about the city’s renowned panforte, a dense, spiced cake.
With a duration of 5.5 hours and a price of $136.69 per person, this immersive culinary journey allows travelers to truly connect with the flavors that define Siena’s gastronomic identity.
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Guided Walking Tour of the Streets of Siena With Aperitif
This guided walking tour offers visitors an enriching opportunity to explore the captivating streets of historic Siena.
Priced at $104.67 per person, the tour provides an aperitif and snacks, and can accommodate up to 14 travelers.
The meeting point is Piazza San Domenico, under the big tree, at 5:30 PM, and the tour ends at Via di Città, Siena.
The tour is wheelchair and stroller accessible, with infant seats available.
Guests can reserve now and pay later, and there are 5 more tours available from the same provider.
With a perfect 5-star rating from 1 review, this tour promises an immersive and memorable experience in the heart of Siena.
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Siena: Food and Culture Guided Walking Tour
Exploring the captivating city of Siena through its food and culture, this guided walking tour offers an immersive experience for visitors.
Priced at $81.59 per person, the 2.5-hour tour provides a thorough exploration of Siena’s historic center, including key sites like the San Domenico Church, Piazza del Campo, and the iconic cathedral.
Along the way, you will sample local delicacies such as ricciarelli and panino, as well as enjoy a wine or beer tasting.
With a focus on the Palio horse race and its cultural significance, the tour promises an engaging and informative look at Siena’s rich heritage.
Wheelchair accessible and with free cancellation up to 24 hours in advance, this experience is a must-do for those seeking to enjoy the city’s culinary and historic treasures.
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Siena: Walking Food Tour With Tastings
Regularly topping the list of must-do experiences in Siena, the Siena: Walking Food Tour with Tastings offers an unparalleled opportunity to savor the city’s culinary delights.
Priced at $94.31 per person, this 3-hour tour takes guests on a delectable journey through local restaurants, wine bars, and cafes. Participants can expect at least 4 food stops, where they’ll sample Sienese specialties like Pici cacio e pepe, Pappa senese, and Ricciarelli, accompanied by one serving of wine, beer, or soft drink.
With a maximum group size of 12, the tour ensures an intimate and personalized experience. Combining food, history, and culture, this walking tour is a must for any foodie visiting Siena.
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Break Down
Siena offers a diverse array of walking tours that showcase the city’s medieval charm, cultural heritage, and culinary delights. From guided tours through the historic streets to food and wine tastings, visitors can enjoy Siena’s rich history and vibrant local flavors. Whether you’re seeking a private experience or a small-group adventure, there’s a walking tour to suit your interests and preferences.