Tours in Siena

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.

Embark on a captivating journey through Siena's iconic landmarks and hidden gems with our interactive self-guided tour app. From the majestic Piazza del Campo and the stunning Duomo to the charming streets of the historic contrade, this tour offers a comprehensive exploration of Tuscany's medieval jewel. Perfect for history enthusiasts, art lovers, and curious travelers alike, our app provides in-depth audio guides, fascinating historical insights, and interactive maps that bring Siena's rich past to life. Enjoy the flexibility to pause for wine tastings in quaint enotecas or linger in world-class museums at your own pace. With offline access and real-time navigation, you'll confidently uncover Siena's Gothic architecture, Renaissance masterpieces, and Palio traditions, gaining a deeper appreciation for this magnificent city's cultural heritage.

Join us for a hands-on cooking class and wine-tasting experience on a beautiful Chianti farm. Over 4 hours, you’ll experience Tuscan culinary traditions, starting with a guided lesson from a professional chef. Using fresh, local ingredients, you’ll prepare classic Italian dishes, from homemade pasta to savory sauces. After the cooking session, relax and enjoy a guided wine tasting featuring IGT, Chianti, and Chianti Classico wines. Pair your wines with delicious snacks like bruschetta and salami while learning about the rich winemaking traditions of the Chianti region. Finally, sit down to savor the meal you’ve prepared, complemented by fine Tuscan wines. Tips: Dress comfortably for the kitchen, and arrive 15 minutes early to get settled. Everything you need, including ingredients, dinner, and drinks, is included, so come ready to enjoy a true taste of Tuscany!

Join us for a delightful wine tasting experience, complemented by a traditional Tuscan lunch. Stroll through our organic vineyard and take in the stunning views while savoring two distinct wines alongside a delicious three-course meal. Admire the picturesque Tuscan landscape as you learn about the traditional methods and techniques used to produce our high-quality wines. The lunch menu features a selection of cured meats and cheeses, handmade pasta with flavorful sauces, and delightful desserts. A vegetarian option is available; please let us know at the time of booking if you would like this alternative.

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.

• Warm Welcome & Tasting – Begin your experience with freshly brewed coffee and an extra virgin olive oil tasting, where you’ll uncover the secrets of high-quality, artisanal oils. • Hands-On Cooking – Roll up your sleeves and learn how to prepare three types of homemade pasta with traditional sauces, followed by a classic Italian dessert. Every dish is made from scratch using organic, farm-to-table ingredients. • Take-Home Goodies – We prepare extra portions so you can bring home a delicious taste of Italy to share with your loved ones. • Expert Guidance – Led by a certified wine and olive oil sommelier, this class includes expert tips on how to pair wines and oils like a true connoisseur. Special Options: Important note - If this class is fully booked, don’t worry—you can check availability for our other experience, Slow Cooking School, also listed on Viator. It’s another unforgettable journey into authentic Italian cuisine!

Any season has its own truffles, the black you can find almost all year round and the celebrated white ones, which season starts in October. Enjoy a fantastic day immerse into the beautiful nature of Tuscany in an interactive experience, hunting truffles with the dog and the expert hunter. Lear about all the secrets: where this real jewel of the groove hides itself, how to train the dogs and how to recognize the perfect place. At the end of your hunting is time to treat yourself with a truffle-based lunch with wine tasting (to be paid extra)

Experience the enchanting Tuscan countryside as if you've stepped into an old Italian movie, cruising in a vintage FIAT 500 across the rolling hills of Chianti. Let us transform this dream into reality for you on our scenic driving tour along the most captivating routes and stops at the most charming villages. These hidden gems offer a glimpse into the authentic essence of Tuscany, preserving their timeless beauty for centuries. Immerse yourself in the sights and sounds of the region as you drive through winding roads, bordered by vineyards and olive groves. Marvel at medieval village, each one a testament to Tuscany's rich history and culture. During your journey, take a break to join a wine tasting at a Chianti winery. Savor the flavors of the region as you sip on locally produced wines, surrounded by breathtaking scenery that seems straight out of a painting.

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 day and 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

To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run, boutique vineyards with high-quality production. Get picked up at your hotel in Siena (or anywhere within Siena province) & venture into the Tuscan countryside with a small group and a local guide Together you’ll visit two vineyards in the rolling hills of Tuscany, both boutique wineries specializing in Montepulciano reds. From there you’ll head to the enchanting Medieval town of Montepulciano, where you’ll visit a first historic winery with underground cellar or a family run boutique winery! Lunch will take place in yet another, Nobile di Montepulciano winery, where you can enjoy traditional Tuscan delicacies in a really complete lunch (3-4 Courses) paired with the great wines produced in this region since the XVI Century.

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines and beauty of the landscapes. Chianti offers a unique landscapes: gentle hills covered by vineyards and olive groves, small stone villages and farm houses. We'll start biking in the hearth of Chianti Classico, only 20 minutes from Siena, during the bike tour we will reach the Castle of Brolio, owned by the Ricasoli family since 1141, and the small villages of Villa a Sesta. We will stop then in a local winery for a Chianti wine tour and tasting. The tour includes also the lunch in local restaurant located at Castelnuovo Berardenga.

A two hours enchanting walk, discovering Siena most beloved places. Start in front of the Basilica San Domenico, where the relics of St. Catherine are kept, then continues towards her ancient house. Stroll in the characteristic streets and reach the Cathedral. Decide with your guide if you want to enter shortly to see the unique marble floor and artworks by Donatello, Bernini and Michelangelo. Arrive at the famous Piazza del Campo, the main square, where the Palio (horse race), takes place twice a year. Discover this medieval tradtion and understand why it is so important for the Sienese. The Town Hall is an example of Italian architecture, which houses the important city museum. Admire also the Joyfull Fountain and listen to funny anecdotes about the mysterious river called "Diana". At the end of the tour visit our location in an historic palace, Palazzo Scotti, where you can take amazing pictures from our exclusive windows overlooking Piazza del Campo. Relax and enjoy your time!

Harvest has always been seen as a time of celebration in the countryside: the hard work, the cultivating sacrifices, all those efforts are finally paid off with the growth of grape and the exciting time of wine making. Mechanization was still awaiting to happen, harvest was carried out by whole families, pressing grape with their very feet inside huge wooden vats with great result, as a delicate pressing done with feet does not stress grapes. This tour is highly recommended for those who want to try a unique experience, while capturing the real essence of living as Tuscan families from the countryside. A visit to a winery with wine tasting is included; depending on the season guests can pick grapes or simply press grapes previously provided by us. Discover these amazing ancient traditions and get a genuine product of quality.

Spend a day visiting Volterra with its splendid Roman Theater and the "Beautiful Towers" of San Gimignano. A trip from the Etruscan period to the Renaissance. A wonderful experience among wine, local food, vineyards, olive trees and rows of cypresses in the most genuine Tuscany. Itinerary: • Meet your driver at your location • 1st stop in Volterra, one of the most beautiful viewpoints in Tuscany, visit of the Historic City and the Roman Theatre. • For lunch we will move to a Tuscan farm, to understand the secrets of wine production and enjoy a tuscan lunch with 5 wine tastings • After lunch we will drive through the rolling hills of Chianti, among olive groves, cypresses and vineyards to the medieval town of San Gimignano • We will visit the magnificent Towers of the city and discover the legend of the Black Rooster. In the main square you will taste the best ice cream in the world (Gelateria Dondoli) • The return is expected around 17:00 Take a look: "What to Expect"...

Culinary tradition is a protagonist of Tuscan culture, and a major part of the experience visiting the region. We will be hosted in an organic farm, in the heart of Chianti Classico area. A typical farmhouse where a Tuscan family lives since many generations. It’s a charming set up, surrounded by rows of vines, olive groves, flowers and vegetable gardens. Here we will have to roll our sleeves up and start cooking our meal. With the help of a local Tuscan Lady you will learn traditional secrets of our cuisine as well as cooking techniques. Success is guaranteed. Starters like bruschettas and crostini, cold cuts, cheeses and their pairing with honeys and jams. Pasta, and its fascinating world. We will make our own fresh home-made pasta from scratches, the old-fashioned way with a wooden rolling pin! Since any great meal ends with a dessert, we will be making something traditional to be enjoyed at the end of our lunch too. A tasting of various wines

Discover Chianti Classico highlights riding through Tuscany’s backroads with Land Rover Defender. There is a sort of magic on riding through hidden gravel roads of Tuscany, “le strade bianche” that’s how we call them. Shortcuts of rare beauty across vineyards, olive groves and deep woods that offer breathtaking views. We will have access this way to local wineries, from small family businesses to huge realities of our wine market. We will discover not only the natural beauty of the area but also some of the most prestigious wines of Tuscany: Chianti Classico and all its appellations, learning all the secrets of the production, from the vines to the glass. Wine Cellars may change depending on availability.

Pienza and  Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including the famous Nobile di Montepulciano (DOCG) and Super Tuscan, the “king” of Tuscan wines. We can’t wait to show you, your family, or your friends this extraordinary place that we call home. Tour Length: 7/8 hours. Days of Week: Everyday Departure Point: From your accommodation - pick-up and drop-off in Siena, Pienza , Montepulciano, Chianti Area, or South of Siena province. Departure Time: From Siena or nearby 09.00/09.30 AM Note: During this excursion, transport will be made in a Mercedes 9-seat minivan which offers maximum comfort, with air-conditioning, large panoramic windows, and comfortable seats. Unless you don't specify you want to remain private, the experience will be semi-private so max 8 people on a Mercedes minivan Popularity: *****  (best-seller wine and food tour in Tuscany)

Where picturesque views and breathtaking scenery met art and an outstanding food tradition, we are in Val d’Orcia, unsurprisingly UNESCO world heritage. Driving around rolling hills and cypresses linen road, we will focus on tracking down the highest quality Pecorino cheese and red wines. We will head first to Montepulciano, the city, full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners, boasts vast panoramas all over the wonderful Val d'Orcia and Val di Chiana valleys that surround it. Then it's the turn of Montalcino, medieval village that offers many attractions, from monuments to exquisite wines, this is the land of Brunello, top quality wine that has made this village famous all over the world. A local winery will host us, after a guided tour of the cellar, we will have lunch in an relaxing contest pairing typical Tuscan food with their Brunello wines.

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 Montalcino through Pienza, considered one of the most amazing routes of Italy.

Unsurprisingly, Tuscany is one of the favorite destinations of our cyclist friends: the views, the smell of the trees along the avenues, the typical colors of our hills make this area unique for tourists as well as for locals. There is a great variety of routes and itineraries: from the less challenging, for those who want to easily enjoy both nature and villages, to those for professional cyclists, real cycling enthusiasts who defy steep climbs with simplicity. We will ride surrounded by precious landscapes, feeling free to stop for a little rest or to enjoy the beautiful sight of nature on the Tuscan hills. What's waiting for you at the end of the tour? A well deserved full lunch, so to regain his strength after so many hours of cycling. In addition to delicious dishes of Tuscan cuisine, guests can also sample three wines. You will have no other task than to relax in one of the most beautiful areas in the world.

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of San Gimignano browsing the many stores or savouring the rich cuisine in one of its many restaurants (not included). In the afternoon visit the Chianti town of Greve in Chianti and the picturesque hamlet of  Montefioralle before having your Private driver drop you off at your Florence destination.

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this extraordinary wine.

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Gas - Tolls - VAT