Top Siena Walking Tours

Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 

Our Polaguides will allow you to discover the most hidden places, but no less fascinating than Siena and instant photography will allow you to appreciate the beauty 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 personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.

Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.

Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.

Discover the medieval streets of Siena with a personal guide at your side, and find hidden-away corners far from the tourist crowds. Create a personalized itinerary on this private 3-hour tour, departing from Piazza del Campo in the morning or afternoon. Walk past major monuments as you explore on foot.

Maximize time in Siena with a guided walking tour through the medieval city streets. See local landmarks including Piazza del Campo and the Siena Cathedral while hearing stories about the city’s history and architecture from a local guide. Explore a local district, called a Contrada, and learn about Siena’s famous Palio horse races.

Discover the treasures of one of the most beautiful cities in the world with a monolingual local guide and immerse yourself in its art, culture and traditions as the horse race the Palio, which takes place twice a year. With a small group you will explore the best that Siena has to offer. Your guide will accompany you along the ancient streets of Siena through the most beautiful sites such as: Piazza del Campo, Palazzo Pubblico, Palazzo Tolomei, Palazzo Salimbeni, the ancient via Banchi di Sopra, the Basilica of San Domenico, the Sanctuary of St. Catherine of Siena, the Baptistery and the Cathedral. You will visit also the inside of the Cathedral (ticket not included), if you choose the Cathedral option, where you will admire the works of art of important Italian artists, such as Michelangelo, Donatello and Bernini.

Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.

Drench yourself in the fabled Tuscan countryside on this private, day-long hiking tour from Siena. Meet your expert guide in Siena and then drive in a comfortable minivan to the trail where you perambulate through verdant vineyards, rustic villages, and over the classic rolling hills of Tuscany. Stop halfway along the hike to indulge in a classic lunch of Tuscan treats and then travel via minivan to the town of San Gimignano, known as the ‘medieval Manhattan’ for its many gothic towers that form a medieval skyline in the 21st century. 

Enjoy an interesting stroll around the Tuscan jewel of Siena with this 2-hour private walking tour. See the main attractions of the UNESCO-listed city while getting plenty of personal attention from your private guide.

Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered. The best way to do it is on foot, admiring the changes to the town over the centuries and enjoying the spectacular scenery and curious particulars. With an authorized guide you will be able to appreciate the major tourist attractions like Piazza del Campo, the true heart of the town, the Palazzo Comunale (Town Hall), the Cathedral and the majestic Basilica of San Domenico. There will also be no lack of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palazzos, to the great tradition of the Siena Palio, but also to the stories of pilgrimage and saintliness that distinguish the town. The walk continues with a visit to the Cathedral that preserves the treasures of artists like Nicola Pisano, Duccio di Buoninsegna, Donatello and Gianlorenzo Bernini, besides its marvelous marble floor, which is a unique example in the history of art.

Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.

See a ceramic artist at work and learn about this unique craft during a Ceramic Experience Visit in Siena. Go behind the scenes in a functioning workshop and catch a glimpse of the tools needed to create ceramics. A small group size ensures an intimate atmosphere.

After a morning spent exploring the streets of Siena, see to your appetite with a lunchtime Sienese food tour. Enjoy a beautiful antipasto before enjoying a meal in a traditional Tuscan tavern. This culinary tour fits neatly into a long lunch break, making it easy to fit this tour into a full day of sightseeing.

Our Polaguides will allow you to discover the most hidden places, but no less fascinating 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 personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.

Discover the flavors of Rome on a 2-hour food tour that highlights the best snacks in the city. Learn about the culinary scene in Rome as your guide takes you to small local eateries for samples of savory and sweet dishes such as pizza, gelato, and cannoli. You’ll also hear live commentary about historical and cultural highlights along the way.

Siena Running Tour is a new way of visiting the city by exploiting the potential of running and combining fitness and culture. Visitors will have the opportunity to cover a geographical space wider than what you can usually see with a classic visit on foot and enjoy unaspected views. The starting point is the Fortezza Medicea, a traditional Sienese fitness place, from which your guide will give you a wide introduction to the history of the city, taking advantage of the spectacular view of the Cathedral, of the Torre del Mangia, of the ancient hospital of Santa Maria della Scala, in short, of the most important monuments of Siena, as well as, of course, of the fortress itself. Then we will proceed towards the city center, the Market square, ending the tour in Piazza Salimbeni, historical site of the Monte dei Paschi di Siena bank.

Wonderful Tour of Classic Siena every Saturday and Sunday guaranteed departure at 11.00 am from Piazza Duomo. 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 most peaceful corners of the city. Duomo skip the line included adult rate 25.00 euros per person children between 6 and 12 years 10.00 euro per person children under 6 years free

Benefit from the personalized attention of your private guide on this 2-hour walking tour of Siena. Hear about the history and culture of this city, which is listed as a UNESCO World Heritage Site. You’ll take in landmarks such as the Siena Cathedral, Piazza del Campo, and more as you stroll around the picturesque streets at a pace that is suitable for most people.

Opt for a personalized experience of Siena’s top attraction on a private tour of Siena Cathedral (Il Duomo). With just your private guide and party, you’ll discover easy-to-miss details in the cathedral’s interior and benefit from commentary integral to understanding the statues of Michelangelo and the art inside the Chapel of St. John the Baptist. Plus, booking in advance means you’ll save hours of waiting in line with a skip-the-line admission ticket.

Instant photography will allow you to appreciate the beauty 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 flipped whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.

A special hike, a walk that will help you enjoy the city of Siena and reach a winery very close to the city center!

Our Polaguides will allow you to discover the most hidden places, but no less fascinating and important for Siena and the Palio, besides instant photography will allow you to appreciate the beauty 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 personalized, to browse whenever you want. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends.

Siena photo tour is a new way of seeing Siena through the eyes of a local who will guide you through the city showing you its hidden treasures, panoramas, medieval towers, churches and palaces, alleys that otherwise alone you would never find and green valleys within the city walls. During the explanations you will have all the time you need to take pictures and ask the guide every question and curiosity that passes through your mind. At the end of the tour your eyes will be full of unforgettable images of Siena!

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.

Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.

Unique opportunity to discover the secrets of the Diaccia Botrona Regional Nature Reserve, with birdwatching activities in the heart of the Reserve, immersed in the flashes of fish, bird songs and beautiful colors, in the unspoiled nature of the last edge of the most authentic Tuscan Maremma.

Discover UNESCO-listed Siena through the eyes of a local on this custom-made Lokafy walking tour. Skip the typical guided tour and instead connect with a Siena local who will show you around their city like a friend and introduce you to the neighborhoods that they know and love. As you explore the city, gain an insight into Tuscan culture, cuisine, and everyday life; and receive recommendations on where to eat, drink, and shop.

Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or bookings within the park system, we could change with Easy Nature Walk with narratives of legends, pirate stories, kidnapped girls and sea monsters. The duration is approximately 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us!

Visiting our farm means exploring a historical reality of the Tuscan Maremma, a traditional family farm - which today has been able to transform itself into a 4.0 company based on the concept of circular economy. A journey between tradition and innovation. The route of the guided tour shows the entire sustainable supply chain of the company: from agriculture for the production of buffalo feed to cattle breeding in large outdoor fenced areas; from the production of milk to its transformation into cheese in the company dairy; from the use of agricultural waste to produce renewable energy in a biogas plant to reuse the process residue as an organic fertilizer.

San Quirico and Bagno Vignoni towns offer a dreamy landscape of Val d’Orcia. At the end of the tour, you will have the chance to visit Bagno Vignoni’s natural thermal baths, whose mineral-rich spring water offer various health treatments. So, if you want bring your swimsuit and a towel! During the Middle Ages San Quirico has been an important stop-by along the Frankish way for pilgrims, it still shows the signs of its medieval structure, as it is surrounded by the ancient defending fortress. You will visit the charming Romanesque Church of San Quirico and Giulitta, and then the enchanting Horti Leonini, un example of Italian Garden of the 16th century. The visit continues in Bagno Vignoni, which presents a singularity: all the main monuments have been constructed around the natural source of the thermal bath. Therefore, Bagno Vignoni does not have a real square, but a large pool. Saint Catherine of Siena is linked to this place, come discover why she came here.

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.

This is the perfect half day walking tour for first time travelers to Siena who would like to get a great introduction to this Medieval town with a fun and friendly Tuscan local! I am a professional tour guide with twenty years of experience showing travelers the beauty of Tuscany and introducing people of all ages (couples, families, groups) to the history and culture of Italy. My background is in foreign languages, art history and history, but I am also passionate about wine, food, culture, and above all sharing my region with visitors from around the world. This totally private tour can be fully customized to fit your needs and level of knowledge, please feel free to send me any information about you and your group before arrival.

This tour is focused on the city but also on the language! Your guide, in fact, will be an Italian language teacher for foreigners who, in addition to taking you to the most beautiful places in Siena in a real art history tour, can also help you become familiar with Italian, musicality, idioms, words suitable for describing the works you will see. A truly unique guided tour! The duration of the tour is 3 hours and can be booked for each day of the week. The tour takes place only in Italian.

The legendary sword in the rock exists and is found in Tuscany! Discover in this itinerary the ruins of the abbey of San Galgano, one of the most suggestive places in Tuscany, and the mystery that surrounds the sword. Afterwards, enjoy a lunch based on typical local products in a restaurant nestled on the Sienese hills. The meeting with the guide is scheduled for 10:30 at San Galgano. After the guided tour of this splendid Cistercian Abbey and the Hermitage located on the adjacent hill, lunch will follow with products at km 0 of an agricultural estate nestled in the hills of the Sienese Chianti, where traditional dishes will be served with genuine local products. The minimum number of participants is 4 people.

Embark on a quest around Siena by solving clues to start a war between the famous Tolomei and Salimbeni families, all with the help of your smartphone. Unlock new stories as you discover on your own the Siena Dome, the historical center, Piazza del Campo, Palazzo Tolomei, and more. + Discover the second-oldest bank in the world + Uncover the secrets of the Palazzo Tolomei + Admire the beautiful fountain at Fonte Gaia + Take selfies in Piazza del Duomo Each riddle you solve will lead you from one place to another, giving you exact directions, so you won’t need a map, a GPS or a guide. When you solve it and guess the answer, the secret story of that place is unlocked. Start and stop whenever you want.

A guided wine trekking through the hills and vineyards surrounding the winery of our farm. A unique landscape, chiseled over the centuries by the encounter between nature's work and human intervention. The return will be even more pleasant, you will be welcomed in our cellar to learn all the steps that lead to the creation of a wine. You can then enjoy the tasting accompanied by an appetizing Tuscan menu with a first choice, a cheese and salami platter, plus dessert.

Is it your first time in Siena? Do you wish to discover a little bit more about this magic city? Tour the historical medieval centre and discover its authentic gastronomic side with a passionate and expert local guide! You will visit the main sites and also discover off the beaten path corners. You will walk through characteristic alleys and reach the shell-shaped Piazza del Campo, the heart of the ancient Republic's civic life, where the famous Palio horse race takes place twice a year. You will also learn about the fascinating traditions of the Contradas, the “districts” into which Siena is divided. You will walk up to the magnificent Duomo, Siena’s cathedral, to admire its rich Romanesque-Gothic architecture. This tour will include a special Italian-style treat! You will have a taste of our best Sienese freshly-baked traditional sweets such as Ricciarelli almond cookies, Panforte, Cantucci combined with a shot glass of our precious dessert wine Vinsanto.

During your visit in Santa Maria della Scala you will discover the history of this immense hospital located in front of the Cathedral, founded between the 9th and 11th centuries, which was the hospital of Siena until the nineties of the 20th century. You will begin your visit in the Old Sacristy, where you will admire beautiful frescoes and the precious relics that attracted pilgrims to visit this building. The hall “Sala del Pellegrinaio” was the place that welcomed pilgrims and afterwards became a hospital ward. The frescoes in this room tell the history of the construction of the Hospital and its activities and show the objects that were used, the clothes that people wore and the architecture of the hospital. The guide will lead you then to discover the original marbles of Fonte Gaia made in the 15th century, in Pz del Campo there is a 19th-century copy. Finally, you will visit the Oratory, where the St.Catherine rested and prayed after having dedicated herself to works of charity.

Siena lovers, you will get the chance to breathe the atmosphere of the life of the Contrada and the Palio of Siena! An exclusive opportunity! An exciting experience lived with its protagonists: the Sienese people: vising the Museum and the Church of the Contrada Our guide will also lead you through the Piazza del Campo, where the most famous Palio in the world takes place every year on July 2nd and August 14th. We will also visit the Duomo of Siena, a gem set in a jewel city! We will continue to move into the world of the purest tradition with a tasting of typical Sienese sweets: Panforte, Ricciarelli and Cavallucci accompanied by Vin Santo del Chianti. These products, famous all over the world, maintain a high quality offered to the public in the past hundred years! The family of singer Gianna Nannini has been producing these sweets for generations and iat Caffè Nannini twe will stop and taste these specialities.