Top Siena Sightseeing 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. 

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.

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.

Experience the Tuscan countryside from a perspective rare to visitors on a private Vespa tour with round–trip transport from your Siena hotel. In addition to navigating for you, your guide ensures the best views and stops for photo opportunities along the way. The day includes a Tuscan–style lunch and complimentary wine tasting with vineyard views.

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.

Siena is one of Tuscany’s most celebrated and in-demand destinations. On this private tour, beat the crowds and enjoy an intimate way of discovering the city. In the company of your guide, you’ll see the shell-shaped Piazza del Campo, admire the distinctive, black-and-white façade of the Duomo, and take in panoramic views from the lofty Facciatone. As you go, learn more about the city’s wealth of history.

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.

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.

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.

Pedal through rolling hills and medieval villages in the scenic Val d’Orcia on an e-bike tour that includes lunch and an on-farm cheese tasting. With a guide to select the safest and most scenic bike routes through the UNESCO-listed agricultural region, you can focus on the experience. Provided e-bikes mean this tour can be as challenging—or as relaxed—as you want.

Together we will embark on a journey going back in time to discover the fascinating history of one of the greatest Medieval cities in Italy. We will follow the routes walked by ancient pilgrims, admire architectural jewels, such as the wonderful Duomo and the stunning shell-shaped Campo Square, we will visit St Dominic's Church talking about one of the greatest and most incredible women of Medieval Europe, St Catherine from Siena, and we will also get lost in a maze of hidden spots and lovely corners off the beaten track. Last but not least, we will unlock the secrets of Siena's most ancient tradition, the Palio horse race, and of its so-called Contradas (districts), which are the 17 beaten hearts of this proud, strong, and still very authentic beautiful city.

Discover the art of truffle hunting firsthand on a private 2-hour tour in the morning or evening. Benefit from the expertise of your local guide and his dogs as you learn about the secrets of finding truffles, training the dogs, and culinary uses for the celebrated mushrooms. Finish the tour by tasting truffle products in central Sienna, or opt to stay for a meal (own expense) that features the fresh truffles.

Discover the secrets of the most authentic Tuscan Maremma, guided by expert Maremmagica personnel, immersed in the uncontaminated nature of the Diaccia Botrona Regional Nature Reserve, the last strip of the ancient Marsh of Castiglione della Pescaia, the "Lago Prile" of the Roman era.

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. 

Castiglione della Pescaia is a fortified village overlooking the sea, a balcony overlooking the Tyrrhenian Sea. From here you can enjoy a panorama of rare beauty, among the most "rich and sweet in the Maremma". The view ranges from the Uccellina mountains to the heights of Punta Ala, from the coast drawn between the intense green of the pine forest and the blue of the sea; below, in the plateau (ancient kingdom of Lago Prile), the marsh of the Diaccia Botrona stretches out, with the elegant and evocative Red House in the foreground, one of the most representative examples of civil engineering that recalls the impressive reclamation work desired and built under the Lorraine. The well-preserved village has exposed stone streets, ancient portals, niches and arcades that chase each other ... all enclosed by mighty turreted walls. Castiglione della Pescaia is one of the most efficient tourist resorts of the Tyrrhenian Sea and in its canal port cradled fishermen's boats and "habituès" boats.

You go back in time enjoying the Tuscan countryside. Let's get to know Siena with the first hospital in the world. We walk the ancient via Francigena letting ourselves be carried by the E bike. We will certainly take breaks for the photos as Monteriggioni and San Gimignano itself will rise before our rapt eyes. The stop can take place in Monteriggioni at the small square of the characteristic village of Osterie, basically we are in full DOCG Chianti! In San Gimignano we will be very surprised to recognize the "Manhattan of the Middle Ages" with its tall towers. In Siena the tour takes place on foot. We will collect the E bikes with which we will make the tour of 49 km total for San Gimignano and back

An expert local guide will accompany you to discover the Palazzo Pubblico in Siena, which has been the seat of the city government since 1317. Today it is the town hall and inside there is the beautiful Civic Museum, which offers a complete overview of the evolution of Sienese art. You will visit all the halls of the palace and admire the extraordinary works of art. The first room is dedicated to the first king of Italy Victor Emmanuel II, entirely frescoed by 19th century purist artists. Then you will explore frescoes by Spinello Aretino representing scenes related to the life of the Sienese Pope Alexander III. The Consistory Hall is where weddings take place today, a wonderful place whose ceiling is entirely frescoed by the Sienese artist Domenico Beccafumi. Afterwards, the tour continues by visiting the famous frescoes by Simone Martini of the 14th century, the Maestà. At the end you will admire "The Allegory and the Effects of the Good and Bad Government” by Ambrogio Lorenzetti.

Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.

Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.

A two hours enchanting walk, discovering Siena most beloved places. The guide will accompany you through the streets of the city and inside the magnificent Cathedral. The tour begins in front of the Basilica of San Domenico, where the relics of St. Catherine are kept, then continues towards the Sanctuary of the saint. Passing through the characteristic streets, we will arrive at the famous Piazza del Campo, the main square of Siena, where the famous horse race, the Palio, takes place twice a year. The the town hall stands in this square, the center of Sienese politics, which also houses the important city museum. We will admire Fonte Gaia (Joyfull Fountain) and listen to funny anecdotes about the mysterious river called "Diana". The tour continues towards the Cathedral square, we will enter inside the Siena Cathedral to see the unique floor and other works of incomparable value by Donatello, Bernini and Michelangelo.

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.

Siena is one of Tuscany’s most picturesque medieval towns and this private walking tour is ideal for first-time visitors or those short on time. Take in the highlights of the UNESCO-listed center, stroll around lively Piazza Del Campo, and admire landmarks such as San Domenico Basilica, Palazzo Tolomei, and Cathedral of Siena.

Hear a live performance of Italian opera as part of your evening out in Siena. The opera singers perform classic pieces from works like La Traviata, La Bohème, Tosca, and Madame Butterfly, and the concert takes place in the Baroque-style former church Chiesa di Santo Stefano alla Lizza, a site with excellent acoustics for live music.