Top Siena Sightseeing Tours

Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves and roads with cypress trees. See and touch the flora and fauna of the Sienese countryside with a guide who will explain the various plants and animals and the history of the places you will encounter during the tour. The walks in the Sienese countryside are suitable for everyone, from beginners to experts. The horses used for the tours are well trained and calm, suitable for everyone. Stop for a picnic in the shade of the river in the Siena area or for a tour and tasting in a winery. Spend an unforgettable day and discover Tuscany with different eyes as you ride your horse, seeing and touching the historic countryside and traditions of Siena.

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 vehicle with a private guide who shares the best of the region.

Siena is one of Tuscany's most fascinating hill towns, but most visitors check off a handful of famous sights and move on. Get a more in-depth, personalized introduction to this medieval city on this private walking tour, fully customized to your pace and interests. Focus on the historic architecture, traditional Palio festival, or local food scene, or combine culture and cuisine to create a unique itinerary. Choose an express tour of just a few hours or a full-day deep dive that takes you to little-known gems most tourists miss.

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

See the top sights in Siena without the hassle of a guidebook or map with this small-group walking tour through the medieval old town. Join your local guide for a stroll along picturesque historic lanes to take in landmarks like the Piazza del Campo, Basilica of San Domenico, and Sanctuary of St. Catherine of Siena. Opt to add on a visit to the city’s magnificent Cathedral, rich in artworks by Renaissance masters.

Discover the rich history and artistry of Siena with the OPA SI Pass, granting you access to the iconic Siena Cathedral Complex. This ticket includes entrance to remarkable sites like the Baptistery, Crypt, and Museo dell'Opera, showcasing masterpieces by renowned artists such as Michelangelo and Donatello. Enjoy the panoramic views from the Duomo Nuovo and delve beneath the Cathedral with the immersive 'Paths of Light' tour. Valid for three consecutive days, the OPA SI Pass saves you 50% on individual admissions while allowing you to explore at your own pace. Perfect for art enthusiasts and history lovers alike. IMPORTANT: If the time slot indicated by the customer is no longer available, the museum will confirm the first available time slot closest to the indicated time

Discover the island of Siena at your own pace with this guided tour. With a tour of more than 2 hours, you can explore Siena discovering monuments such as Piazza Tolomei, Via Citta or the Duomo of the city. This option without schedules or groups allows you to enjoy the city flexibly, including recommendations on gastronomy and family activities. Available in six languages, this experience is ideal for those looking for hassle-free personalized tourism. - 2h self-guided tour with + 15 points of interest - Access to information in 6 languages: Spanish, English, Portuguese, French, Italian and German Explore iconic attractions and receive food recommendations. - No groups or schedules, ideal for traveling at your own pace.

Journey into Italy's opera culture during your time in Siena on this night out. Opera singers perform classic pieces from works like La Traviata, La Bohème, and Madame Butterfly. Whether you're an opera lover or would like to experience something new in the charming town of Siena, this night out is a great opportunity to witness Italian arts and culture.

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.

Shake up your sightseeing routine and skip the bland group tour with this app-based quest that leads you through Siena’s medieval center via engaging puzzles and challenges. Solve clues as you stroll through the old town at your own pace, learning about the city’s history and taking in landmark sights along the way. Delve into the power struggles between Siena’s ruling families in the Middle Ages and admire the squares, churches, and palaces they built.

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.

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.

On this private walking tour you will explore a city declared a UNESCO World Heritage Site. You will visit its most important places, such as the Siena Cathedral, Piazza del Campo, Torre del Mangi, Fonte Gaia, Market Square. The beautiful city of Siena is famous not only for its beautiful, 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 in the city twice a year.

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine (tasting included) and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition, the experience includes a guided tour of one of Chianti's most characteristic castles, the castle of Brolio, from which you can take in magnificent panoramic views to the vineyards and the city of Siena. To experience the most out of the territory, we'll book lunch at a local family owned restaurant where you, in addition to enjoying its tranquility and warm welcome, can savour the dishes of the Tuscan tradition. The way back is mainly descending and the guide will stop in magnificent sightseeing spots before getting back to the starting point.

Maximize time spent in Tuscany with this full-day small-group tour of Pisa and Lucca departing from Florence. Learn about Renaissance architecture from your guide and taste Tuscan wines in a small wine shop. Climb Pisa’s famous Leaning Tower (entry is included) and explore the city independently with free time before continuing on to Lucca to see the old town center on foot.

The perfectly intact medieval center of Siena is stuffed with important historic sights, and it’s hard to know where to begin. Get your bearings and touch on the top attractions in just a few hours with this private walking tour. Stroll through the cobblestone streets with a guide so you can focus on the architecture rather than a map and marvel at highlights like the Piazza del Campo and cathedral.

The Tuscan countryside is a premier hiking destination, but navigating unfamiliar trails and country roads on your own can be daunting. On this private hiking tour, explore the rolling hills and vineyards stress-free with a guide leading the way. Meet in Siena and transfer to the trailhead by minivan, setting off through the verdant countryside and past rustic villages. Take a break to relax over a classic lunch of Tuscan treats and then travel via minivan to San Gimignano for a stroll through town and along a stretch of the Via Francigena before the return ride to Siena.

Explore Chianti’s backroads and beautiful vistas while traveling in a private 4WD on this tour with hotel pickup. Soak up the scenery while a driver handles the country roads, stopping at off-the-beaten-track cellars and cantinas to taste several Chianti Classico wines along with Tuscan olive oil, honey, and other specialty products. Balance out all that wine with a traditional Tuscan lunch at a scenic family estate.

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair and finishes with a lunch of Tuscan dishes and wine.

Explore Siena in a fun and kid-friendly way on this tour created for families with children. As you make your way through the city, your guide will engage young travelers with lively storytelling and riddles to uncover Siena’s secrets. Visitors of all ages will come away with deeper knowledge of local history, art, and traditions. This tour ends with a special surprise gift.

Get an extra boost from your electric bike on a half-day bike tour of the Chianti region. Follow your guide through a picturesque landscape of gentle hills with vineyards, olive groves, and small villages, stopping at a 12th-century castle and a winery. Your tour includes a wine tasting, bottled water, and use of all necessary equipment.

The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand years of history, not only upturned but also downturned, for once.

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, we will talk about Palio and Contrade, noble palaces, famous painters, Francigena and illustrious characters. Towers, medieval houses, squares and ancient sources. Monte dei Paschi, the famous Duomo with its masterpieces, the Ancient hospital and the noble public palace. I wait for you for a pleasant and interesting private tour of the city of Siena