Tours in Siena

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure through time. Guided by your phone, you’ll follow in the footsteps of Siena’s powerful families as you solve 9 clever puzzles tied to the city’s most iconic landmarks and lesser-known corners. You’ll explore places like Fonte Gaia, Piazza del Duomo, Palazzo Tolomei, and even the world’s second-oldest bank - all while uncovering the dramatic story of a family’s rise to power during the Middle Ages. Every solved clue reveals another piece of the city’s rich history. What makes this tour unique? It blends real-world exploration with a historical escape game, letting you experience Siena not just as a tourist, but as part of its medieval drama. Perfect for families, couples, or solo travelers who love history, mystery, and a bit of strategy. Play at your own pace, offline or online—no schedule, no pressure.

Let's discover Siena with a fascinating historical tour. Not only the most famous buildings like the church of San Domenico, the Salimbeni palace, the Chigi Saracini palace, the town Hall or the ancient and elegant Banchi di Sopra street. A walking tour to discover the history of this rich medieval city and its secrets: Bankers, pilgrims, merchants, noble families and their stories. During the tour is recommended to enter the wonderful cathedral with masterpieces by Michelangelo, Bernini, Donatello (tickets not included). Visit the famous Piazza Il Campo, where the traditional horse race takes place, learn all the secrets of this ancient race visiting the territory of several Palio district With this tour you can enjoy discovering places less known by tourists but terrific, included interiors of elegant palaces once owned by noble families. Great views for your photos and a small tasting of ricciarelli traditional cookies. The Tour can be customized and tailored to your interests.

Savor Siena offers a chance to not only taste, but to learn about Tuscany’s wealth of foods, with a particular focus on what's Sienese. See how the local foods tie into local Tuscan culture and history, and enjoy many delicious bites of local savory and sweet products and wine with your local expert guide. The food and wine class is partly a tour around town to taste from local vendors and discover the hot spots for foodies so you will need to be physically fit to walk around a mile.

Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint Francis in Assisi's Basilica. Stop for lunch in an intimate, local restaurant/farmhouse, for a gourmet meal with a glass of Montefalco Red or Sagrantino ready at hand for a toast, and experience their local extra virgin olive oil production. After lunch delight in Deruta, where you will encounter extraordinary ceramics and have the chance to visit Ubaldo Grazia, the world's most ancient majolica factory

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.

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and the best itineraries, both for beginners and for the more experienced. Cycling in our countryside is something unique. Like in a movie ....

Single ticket for 3 hours for the wonders of the Cathedral of Siena, Piccolomini Library, Museum, Panoramic Terrace, Baptistery and Crypt. Amazing experience around the Gothic Town most famous of the world. The ticket will be valid for three consecutive days from first entry.

Discover the Chianti Classico wines from an eTuk, from which you can enjoy the a drive through the vineyard covered hills around Siena to a small, boutique winery. This is a unique and environmentally friendly way to do a wine tasting.

Tuscany and Pisa have always been synonymous with rich and fine food and there are many and varied aspects of the city that you can discover with our food and wine tour. Along with the locals, who live the city every day, we will take you to the city’s most popular and historic places and we will make you try the real “pisano” taste and flavours: starting from the typical rural tuscan salamis and cheeses, to the traditional focaccia “cecina” (from italian “ceci”: chickpeas), to conclude with an ice cream in one of the historical ice-cream stores in the city. If you want to really enjoy Pisa food tradition walking downtown and entering in restaurants that only local people know, join our Pisa food tour!

Get to know the city through the eyes of a passionate local. With no set itinerary, you can customize the tour or leave it up to the local for an insightful introduction to the city. Make travel about the people you meet not just the places you see.

Experience the breathtaking beauty of Siena on your terms with our premium self-guided audio experience. Unlike restrictive group tours, you'll enjoy complete freedom to explore at your own pace, lingering at sites that captivate you most. Our expertly crafted narration unveils hidden stories and exclusive historical insights that even locals are surprised to discover. The engaging, crystal-clear narration brings Siena's rich tapestry to life through storytelling that keeps you enthralled throughout your journey. You'll experience Siena as a true insider, discovering secret viewpoints and fascinating details that traditional tour groups hurry past. Our carefully researched content delivers a deeper understanding of Siena's magnificent heritage while allowing you the flexibility to customize your route, take breaks at charming cafés, or revisit favorite spots—all impossible with conventional guided tours.

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del Moro, or our oenologists, you will explore the Poggio del Moro estate - from the vineyards, to the oil mill, to the cellar and the barrique cellar - and you will learn the production process of our natural wines, free from pesticides and unnecessary production interventions. Poggio del Moro is an out of the ordinary boutique winery, an extraordinary open-air art gallery. In addition to our excellent wines, here you will find contemporary art exhibitions or artistic performances, which you can observe while visiting the cellar or tasting your wine in relaxation, an absolutely original and refined experience in an intimate and exclusive setting!

Discover Siena from a different perspective on sightseeing and scavenger hunt of the city. Solve riddles and clues that lead to the next location, showing all the city highlights. Solve interesting puzzles, have fun, and learn new things about the city. Explore the city and find hidden gems at your own pace. Try a new type of experience with your smartphone, the perfect mix between a walking tour, sightseeing, and a scavenger hunt. Enjoy the tour in English, Italian

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and Taste’ will introduce you to the local food and wine and to the fascinating world of sustainable wines. A journey through the secrets of viticulture in the age of climate change. Designed for all those who love fine wine and food, this intimate experience is for a maximum of 8 people and is led by one of the winery's owners. The winery tour will be followed by a guided sensory tasting session to capture and break down the different organoleptic profiles that participate in the complexity of our vintage and private reserve wines. Finally, you will enjoy a full lunch with the right food and wine pairings that will delight your palate and nourish your soul.

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will escort you to three wineries to see the differences in production methods and sample each wineries products. A lunch stop will be included at a local restaurant with the tour continuing after lunch. If you have a preference for smaller, less known producers let me know at time of booking and I will concentrate the afternoons bookings with this in mind. Suitable for 1 to 8 people. We provide the driver/vehicle, winery tickets & the knowledge you need. Tour approx. 930 thru 530pm. Lunch stop included in the tour (cost of lunch not included). This is a private tour, you are not joining another group! Specific wineries are subject to availability! Tours not in the summer season may require different wineries due to opening periods. Listed wineries are for the Chianti version, the Montalcino version will includes 3 Brunello producers

Imagine stepping into a secluded haven, nestled among the rolling hills of Montalcino's northwestern slopes. Paradiso di Cacuci welcomes you, by appointment, to an intimate and personalized wine and culinary experience. Our guided tastings, reserved for individual visitors and small groups, take you on a sensory journey through the Brunello di Montalcino production process. Our tastings, exclusively private and by appointment, are designed to offer personalized attention and an unforgettable experience. Be captivated by the landscape's beauty, our region's history, and the quality of our wines. Reserve your private tasting today and uncover the true meaning of Paradiso di Cacuci.

Off-road mini tour in a vintage Jeep through the landscapes of the vineyards. Taste Poggio ai Laghi premium wines, oils & vinegars. Enjoy the Tuscan Appetizers that enhance the flavors of each wine. Our wine expert will enhance this experience with Art & History.

End your Italy vacation on a high note with this private departure transfer from Siena to the Florence Peretola Airport. Skip the hassle of finding a taxi or using public transport and instead enjoy comfortable private transport straight to the airport for your flight.

•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.

Experience the beauty of Tuscany in style while driving a vintage Fiat 500, the most classic Italian car. Visit Monteriggioni and cruise through the gorgeous hills of Chianti, stopping at a local winery for a wonderful Italian lunch with wine. You’ll follow your guide in a caravan, with three adults per car. Numbers are limited to 12 on this full-day small-group tour, ensuring a more personalized experience.

Get ready to explore the untamed beauty of Tuscany on an exciting UTV adventure through Chianti and the Crete Senesi. Drive along the legendary Strada dell’Eroica, surrounded by rolling hills, vineyards, and iconic cypress-lined roads. Enjoy a scenic stop near the stunning Villa Arceno, where you can admire breathtaking views and snap unforgettable photos. The route also takes you past the historic Castello di Badia a Berardenga, a medieval gem nestled in the Tuscan countryside. Then venture into the surreal landscape of the Crete Senesi, with its dramatic clay formations and open horizons. This tour is perfect for nature lovers, thrill seekers, and anyone who wants to experience Tuscany in a truly unique way—off-road, in touch with nature, and far from the crowds.

Have fun riding a Vespa along the scenic and peaceful roads on the Tuscan hills in a small group tour. An alternative way to admire the sights of Chianti, wrapped in the perfumes of the Tuscan countryside and the sound of the working farms. You can join the tour every Thursday, Saturday, and Sunday to enjoy this experience together with our escorts, who will be showing you around small medieval villages situated in the heart of Tuscany. The tour along the Chianti hills lasts all day. You will be stopping in a renowned and exclusive farm in the Chianti area for a wine tasting and a light lunch.

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small wineries for private visit and wine tastings * 8 hours * Very knowledgeable English speaking local drivers