Top Siena How to Get Around in 2026

Meet with a local chef-instructor at their home and watch a cooking presentation during this half-day culinary experience in Siena. Learn to prepare a 4-course Italian meal, then enjoy the lunch or dinner that you helped to make with your host. You’ll also sample a selection of red and white wines from Tuscany.

Take off your shoes and - literally - immerse yourself into ancient Tuscan culture on a grape stomping excursion to the Chianti hills.  In addition to grinding grapes into juice with your bare feet, you’ll also get an up close look at life at a Tuscan winery. A visit to the wine cellar and tasting is also included. After you’ve stomped to your heart’s content, replenish your strength with a homemade lunch.

Optimize your travel time with this private transfer that breaks up the trip from Siena to Rome with stops in Orvieto and Civita di Bagnoregio to sightsee, shop, and dine. Enjoy hassle-free pickup at your hotel or other accommodation in Siena and enjoy views of the Tuscan countryside as you head south. Stop for free time to explore Orvieto and Civita before drop-off at your final destination in Rome.

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 ....

Home to medieval hilltop towns and fertile vineyards, Tuscany is widely considered the jewel in Italy’s crown. On this tour, visit the beautiful Tuscan towns of Pienza and Montepulciano, and enjoy a complete immersion in authentic Italian culture and cuisine. With travel from your Chianti or Siena hotel, sample local wines in historic cellars and savor a delicious lunch in a traditional Montepulciano winery.

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.

Explore the mysterious, magical world of truffles, wander through the woods in the company of a local expert truffle hunter and his dogs and enjoy a unique and direct experience of this ancient tradition. Truffles are a seasonal delicacy but in this area we are very lucky, in spring we can find the Marzuolo or March truffle, in summer the Tartufo Nero Scorzone, a black Summer truffle, while in winter there are black winter truffles but also sometimes the famous " Bianco delle Crete Senesi", the highly prized white truffle. Outside our farm house we meet up with our expert truffle hunter and his wonderful dogs. To help you get the best of the companionship of the truffle hunter, a mine of information on truffles, the dogs, the woods and countryside and the local area in general you will be accompanied by an English speaking interpreter - generally an interpreter who also assists in the cooking classes and so able to give you tips on storing and using the truffles in the kitchen.

With no train station and spotty bus service, San Gimignano can be a hassle to reach from Siena. On this small-group tour, sip world-class wine and watch the sunset over Chianti and San Gimignano with stress-free transportation. Led by an expert guide, explore the medieval town of Monteriggioni and visit Chianti wineries for tastings. Then, head to the UNESCO-listed San Gimignano to see the sunset as you savor a traditional Tuscan dinner in a farmhouse overlooking the hills.

Take a tour of Siena with a local, and get the lowdown on the city that the guidebooks can’t give. In a small group, explore Siena by foot to discover the history behind the UNESCO-listed Piazza del Campo, the oldest bank in the world, and other monuments. You also have a chance to sample classic food and drinks from Tuscany such as Pecorino cheese, homemade pasta known as pici, the famous Chianti wine, and more.

⭐ Experience Highlights — What’s Included Visit to Our Historic Wine Estate- Discover an organic winery with over 300 years of heritage. ️ Chef-Prepared Three-Course Lunch - Featuring the truffles you found with fresh caprese salad, pasta, dessert, or cheese selections Truffle & Wine Pairing- Guided tasting of three organic estate wines selected by our chef & Sommelier. Free Time to Explore the Vineyards - Enjoy breathtaking views overlooking Siena.

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.

Immerse yourself in the heart of our winery with this tour, a one-hour experience designed for those who want to learn about the essence of GagiaBlu. The tour begins with a guided tour of the winery, exploring the secrets of our winemaking process and the history that makes our company unique accompanied by an expert guide of the territory. It concludes with a tasting of three of our best wines, accompanied by a taste of our fine extra virgin olive oil and a cutting board with typical local products.

Siena is one of the most intact medieval towns in Italy, rich in art and architecture. Visit its highlights in just a few hours with this walking tour through the old town. Follow your guide to admire the Duomo and Piazza del Campo, marvel at the Churches of St. Dominic and St. Catherine of Siena, and wander through the historic warren of narrow lanes and quiet squares.

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history, art and architecture of this wonderful medieval town,away from the crowded tourist routes. Uncover hidden squares, medieval alleys, 14° century perfectly preserved palaces, courtyards and ancient fountains with bewitching legends Enjoy the breathtaking views of Siena, perfect for unforgettable photos and peaceful and suggestive corners. Learn the stories about ancient noble families, medieval pilgrims and ancient disappeared monasteries Explore the territory of a Contrada to know the history of Palio race and visit, if you like, its private museum that I can book for you( tickets not included).

Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Nobile. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.

This is a city walking tour that will give you the occasion the see this city from the eyes of a local. Your Guide is a certificate professional that has lived and worked in Siena for many years and can give you a full immersion view on the traditions of the city. We will discover together the myths, legends, and secrets of this medieval town and we will have the occasion to see very iconic neighborhoods and street where normally locals spend their time with friends and family. You will try 3 different flavors of Artisan Gelato & Tuscan wines. At the end of the tour our guide if requested will give you some great recommendation like the best restaurants or any other activities to do in Siena.

Take a break from the crowds in Siena, and spend an afternoon in the wine town of Montalcino on this group tour. Don't worry about hiring a car to get there, with transportation all sorted. Learn about Brunello di Montalcino wine and its production, along with wine tastings paired with local snacks. Admire views of the Tuscan countryside from this hill town as you discover the region’s generations-old winemaking traditions.

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.

Discover the history of the Chianti region, visit Montalcino's medieval fortress, and enjoy a scenic drive through Val d'Orcia on this small-group tour from Siena. Taste Chianti Classico and Brunello wines paired with Pecorino cheese, bruschetta, salame, and extra virgin olive oil. Explore the historic cellar and learn about the wine production process in a boutique family-owned winery.

Tuscany is known for its excellent vintages, but the world of Tuscan wine can be overwhelming for a novice. With this informal wine class, you’ll get your bearings and learn to recognize the most important and storied wines of Tuscany. Delve into the history of Tuscany’s wine production, discover the different wine-producing areas and grapes, and sample a number of reds and whites from the region.

Turn your transfer from Siena to Florence into a visit to two of the most famous medieval towns of Tuscany, crossing the Chianti area, in a comfortable private Mercedes van. You arrive in Florence in time for lunch. • Pick-up at your hotel, apartment or B&B in Siena at 8:30 AM (fixed departure time) • Monteriggioni (about 30 minutes): the walled castle on the ancient Via Francigena • San Gimignano (about 75 minutes): the town of the medieval towers, Piazza della Cisterna and the Collegiata • Scenic drive across the Chianti area, among vineyards, olive groves and cypress trees • Drop-off at your hotel, apartment or B&B in Florence, in time for lunch • Your private driver shares stories about Tuscany and tips on the main sights along the way • Optional: lunch at a family-run organic farm, with extra cost for the additional time and lunch paid on site

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.

Italy is famous for its food, but it’s rare to see how its famous ingredients are actually produced. Visit a family dairy farm in Grosseto, Tuscany to see how mozzarella di Bufala is made up close, from the production of buffalo feed to how the milk is transformed into cheese. Your guide will walk you through how a sustainable farm operates, turning agricultural waste into renewable energy.

The city of the Palio runs on rivalry — ideal conditions for a scavenger hunt. This app-led scavenger hunt takes you through Siena on foot, using phone-based riddles to guide you from one landmark to the next. No guide, no fixed start time. • Decode the marble stories of the Battistero di San Giovanni • Sweep into Piazza del Campo, the shell-shaped stage of the Palio • Stand before the striped magnificence of Siena's Duomo Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Seventeen contrade, one leaderboard.