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.

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.

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.

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.

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.

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. 

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.

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

This is the most ancient but still intact tour of the Etruscan and Roman Maremma. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects.

Widely considered among Siena’s top attractions, Siena Cathedral dates back to the 13th century—but the cathedral’s medieval history is easy to miss. On this tour, explore Siena Cathedral with your private guide and see the best of this impressive Sienese landmark in one comprehensive visit. Hear the hidden history behind artworks by Bernini, Donatello, and Michelangelo, and admire key features such as the baroque chapels and marble façade.

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.

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.

Learn about the traditions of Siena, mainly the Palio di Siena, on this guided tour. You'll see churches, palaces, and other landmarks as you visit one of the city's 17 contrade (districts), which play a big part in the Palio, a horse race that takes place twice a year.

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.

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.

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.

This private shore excursion has been designed for those who have already visited the famous cities of Florence and Pisa, and are interested in exploring other beautiful areas of Tuscany rich in charm, history, and culture. Siena’s history extends as far back as Ancient Rome as a Roman colony. For centuries since, Siena grew into a prosperous significant medieval town, a rightful rival to the neighboring Florence. One of the historic traditions that date back to ancient tribal systems retained in Siena, is the town’s 17 districts (contrade)- each with its own coat of arm and strong identity. Every July 2 and August 16 the Palio is held in Piazza del Campo. San Gimignano has a distinctive skyline which has earned it its nickname "Medieval Manhattan" of Tuscany. During the Middle Ages towers were a symbol of power, therefore prestigious families competed in building the tallest and greatest towers to establish their relevance in the community.

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.

On this private guided walking tour you will explore a city that has been declared a UNESCO World Heritage Site. You will see its main and beautiful sites, such as the Cathedral of Siena, Piazza del Campo, Torre del Mangi, Fonte Gaia, Piazza del Mercato. The beautiful city of Siena is famous not only for its splendid and historic buildings and the picturesque landscape that surrounds it, but also for its cuisine, art, museums, medieval cityscape and, of course, the Palio, the famous horse race held here twice a year.

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.

Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures of Siena on a 2 hours guided walking tour. The best way to take in Siena's important sites is on foot, as your guide tells you about the city’s noble families and the famous Siena palio along the way.