Cultural Tours in Siena

Cultural tours in Siena are the perfect way to explore the heart and soul of this remarkable destination. Unlike standard sightseeing, cultural tours allow you to immerse yourself in the traditions, stories, and daily life that make Siena truly unique. These experiences often include visits to historic landmarks, vibrant neighborhoods, bustling local markets, and cultural centers where the city’s rich heritage comes alive. Travelers can expect authentic encounters such as tasting regional dishes prepared with age-old recipes, joining guided walks that highlight architectural gems, or taking part in workshops that showcase local art and crafts. Beyond just seeing the sights, cultural tours create meaningful opportunities to connect with the people of Siena and better understand their history and way of life. Whether you are a solo traveler, part of a group, or exploring with family, these tours are designed to be both educational and memorable. They reveal layers of culture that ordinary trips often overlook. By joining a cultural tour in Siena, you not only witness its past and present but also become part of its ongoing story—carrying home lasting memories and deeper appreciation of the destination.

Top Cultural Tours in Siena

Skip the Line: Siena Duomo and City Walking Tour in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (624 reviews)
Free Cancellation

From $ 47.80

Duration: 2 hours (approx.)

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket. As you walk through this incredibly beautiful Tuscan city with your expert guide, you'll feel as though you’ve journeyed back in time.

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San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (163 reviews)
Free Cancellation

From $ 94.41

Duration: 11 hours (approx.)

Discover the easiest way to visit Siena, San Gimignano, Monteriggioni* and Chianti at a smart price. Escorted Day Trip with licensed Tour Escort on board. 3 course typical Tuscan lunch in a Chianti Winery, Wine Tasting with three different Chianti Wines, extra virgin olive oil and “vin santo”. Free time to visit Siena, San Gimignano and Monteriggioni. Make the most of the commentary on the bus about the history, art and landscape and visit at your leisure the most famous and charming cities in Tuscany. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier     

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Siena Guided Tour with Cathedral and Optional Crypt & Museum in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (81 reviews)
Likely to Sell Out Free Cancellation

From $ 95.60

 

•Discover the highlights of Siena on a walking tour and enjoy skip-the-line tickets for the Cathedral Complex. •Enhance your experience with an extended tour of the Cathedral Complex, Crypt, and the Museum. •Explore medieval Siena on a guided walking tour and learn about the history behind the famous Palio horse race. •In a small group, marvel at the architectural highlights that dot Siena's skyline, including the renowned Duomo.

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Siena: Siena Guided Tour with Duomo and Palazzo delle Papesse  in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (40 reviews)
Free Cancellation

From $ 47.80

Duration: 1 hours (approx.)

Splendid Classic Siena Tour with guaranteed departure from Via di Città at 11am in English and at 12.15pm in Italian. An expert local guide will introduce you, in an interesting and pleasant way, to the history of Siena, the Duomo, Piazza del Campo and other monuments of the city. We will talk about the Palio, the districts and visit the lesser known and quieter corners of the city. Including entrance ticket to the Duomo and Palazzo delle Papesse. The expert guide will accompany you inside the Duomo or the Palazzo delle Papesse, subject to availability. On days of religious celebrations or extraordinary closures of the Duomo (such as Sunday morning for Mass), the tour will be adapted to ensure a complete experience. Access to both monuments is included in the package, and you can also visit them independently during the rest of the day. The entrance to the Duomo also includes access to the splendid Piccolomini Library, located inside.

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Hunt for the 10 Treasures of Siena in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (38 reviews)
Free Cancellation

From $ 74.09

 

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no less fascinating places in Siena, you cannot miss our Treasure Hunt! Furthermore, instant photography will allow you to appreciate the beauties of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Find out all the details, solve the puzzles and answer the quizzes to transform your visit to Siena into a unique memory to share with the whole family, young and old, and with friends. N.B. In the days of the Palio (29 June-2 July and 13-16 August) the treasure hunt route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

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Siena Walking Tour with Audio and Written Guide by a local in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (19 reviews)
Free Cancellation

From $ 6.57

 

If you're looking for a fun and curious way to visit Siena, you've come to the right place! With this digital guide created with the support of a local, you will be able to visit all the most important monuments at your own pace: Piazza del Campo, the Duomo, Basilica di San Domenico and much more! You'll get to know the stories and curiosities of Siena! But also you will discover everything about local foods, Italian aperitivo in authentic local restaurants, and much more! What are you waiting for?

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Siena Sightseeing Walking Tour with Food Tastings for Small Groups or Private in Siena

Siena , Tuscany

★ ★ ★ ★ ★ (13 reviews)
Free Cancellation

From $ 92.02

Duration: 2 hours (approx.)

Come and discover Siena and its incomparable historic centre with our morning walk that aims at showing you the main attractions but also discovering some hidden gems. You can understand this wonderful medieval city in many ways and taste some of its best local products.

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Siena Bites & Stories: A Tasty City Adventure with a Local in Siena

Siena , Tuscany

★ ★ ★ ★ ★ (9 reviews)
Free Cancellation

From $ 70.51

Duration: 2 hours (approx.)

To fully discover a city one may participate in a lot of tours and go eat at many venues published on travel guides and recommended by online travellers but the true local knows where to take you and you'll be paired with a Local Expert who will tell you stories, curiosities and will take you to spots outside of the tourist lens. We'll visit the most important and the least acknowledged hitspots of the Medieval Centre of Siena. Also, with us, you'll be able to eat some of the most typical snacks available in the city and taste the local Tuscan Wines, which mean a lot to the gastronomic history of the locals. The activity is suitable to people of all ages, from the kid discovering the curiosities behing the walls of the centre to the adults learning about Siena's culture.

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Siena wine tasting & Gelato tasting in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (8 reviews)
Free Cancellation

From $ 65.73

Duration: 1 hours (approx.)

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is a certificate professional that has lived and worked in Siena for many years and can give you a full immersion view on the traditions of the city. We will discover together the myths, legends, and secrets of this medieval town and we will have the occasion to see very iconic neighborhoods and street where normally locals spend their time with friends and family. You will try 3 different flavors of Artisan Gelato & Tuscan wines. At the end of the tour our guide if requested will give you some great recommendation like the best restaurants or any other activities to do in Siena.

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PolaTour The 17 Fountains of the Contradas of Siena in Siena

Siena , Tuscany

★ ★ ★ ★ ★ (7 reviews)
Free Cancellation

From $ 74.09

 

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow you to appreciate the beauties of each district from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. During the days of the Palio (29 June-2 July and 13-16 August) the 17 Fontanine di Contrade route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

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Siena Highlights Private Walking Tour With A Guide (Private Tour) in Siena

Siena , Tuscany

★ ★ ★ ★ ☆ (6 reviews)
Free Cancellation

From $ 107.55

Duration: 3 hours (approx.)

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.

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Siena Private Tour Highlights and Hidden Gems with a Local in Siena

Siena , Tuscany

★ ★ ★ ★ ★ (1 reviews)
Likely to Sell Out Free Cancellation

From $ 90.80

 

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.

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Why Choose Our Cultural Tours in Siena?

Our cultural tours in Siena are carefully curated to provide authentic experiences led by knowledgeable local guides. Each tour is designed to highlight the traditions, history, and unique stories that make Siena special, ensuring you leave with a deeper connection to the destination.

Frequently Asked Questions About Cultural Tours in Siena

Cultural tours in Siena usually include visits to historic sites, cultural landmarks, local markets, and interactive experiences that reflect the traditions and daily life of the city.

Yes, cultural tours in Siena are family-friendly. They offer engaging activities for adults and children, making them educational and fun for all ages.

Tour lengths vary depending on the itinerary. Some tours last just a few hours, while others may take a full day or even span multiple days.

No special preparation is needed. Just bring comfortable clothing, curiosity, and an open mind. Your guide will provide all the necessary information during the tour.
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