All Siena Tours &amp; Excursions in 2026

San Gimignano, Chianti, and Montalcino Day Trip from Siena

11 hoursFree Cancellation

WHY CHOOSE FOR US? More than an audio tour - your complete Siena city guide in one app. Some audio tours cost a little less. With CityAppTour, you simply get more: 37 richly detailed stories, audio & written text, photos, spoken navigation, practical city information and carefully selected local tips. Follow our 4.4 km route through Siena's medieval heart and discover the striped-marble Duomo, Piazza del Campo, the Palio, Fontebranda and the contrada rivalries and traditions that still shape everyday life. Our stories go beyond short facts, giving you the background, details and context that bring Siena to life. - 37 richly detailed stories in audio & text - Spoken navigation between stops - Photos, city info & food and drink tips - Works offline - Yours to keep - the tour never expires - Explore at your own pace More stories. More information. More freedom.

Siena: City Walk with Audio Guide in 7 Languages on your Phone

3 to 4 hoursFree Cancellation

What makes this experience truly unique is the intimate atmosphere of Paradiso di Cacuci, a family winery nestled among the rolling hills of Montalcino, far from crowded commercial wine tours. Guests are welcomed into an authentic Tuscan estate where tradition, landscape and passion come together to create a genuine Brunello experience. From walking through the vineyards to exploring the ageing cellar, every moment offers a deeper connection to the craftsmanship and philosophy behind Brunello di Montalcino. The guided tasting allows travelers to discover the elegance and evolution of Sangiovese through carefully selected wines, perfectly paired with traditional Tuscan flavours. Surrounded by breathtaking vineyard views and the peaceful atmosphere of the Tuscan countryside, this experience is designed for those seeking not only a wine tasting, but a refined and memorable journey into the heart of Tuscany.

Montalcino: Brunello Wine Tasting with Tuscan Specialities

1 hourFree Cancellation

Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

8 hoursFree Cancellation

Together will discover the unique flavors of Tuscan cuisine while I will tell you the stories behind each recipe and reveal the tricks of the trade. The course includes the preparation of 3 traditional Tuscan dishes and a welcome aperitif will be offered. You can also choose a more specific course by taking the class in a local farmhouse where you can learn more about the secrets of wheat and bread-making or choose a course in an educational farm and vegetable garden

4 Hour Private Cooking Class Unique Tuscan Experience in Siena

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

OPA SI Pass Siena Cathedral Complex Ticket

A wine expert who will guide you through the tasting journey. Wine tasting that includes 2 Spumante and 3 Red Wines. Olive Oil tasting that includes Truffle, Chili Pepper, and Extra Virgin Olive oil. Aceto Balsamico tasting that includes Onion and Modena vinegars. Tuscan appetizers: Salame toscano, finocchiona, prosciutto crudo toscano, pecorino, bruschetta with fresh tomato and basil, cialda di pane tostato with Extra Virgin Olive Oil. First course: Penne al ragù or Penne al pomodoro. Second course: Arista with roasted potatoes. Dessert: Cantuccini and Vinsanto

Dinner with wine tasting at Poggio ai Laghi winery

Immerse yourself in the Tuscan countryside on a small-group ATV excursion. Select a start time that works for you and get a briefing from your guide. Test out the ATV until you feel comfortable. Then, enjoy the adrenaline rush as you discover the UNESCO-listed Crete Senesi area from Chianti to Val d’Orcia by ATV. Your guide is on hand at all times to offer assistance or answer questions.

Exciting ATV tour in the Tuscan countryside

Take a break from sightseeing and head to the Tuscan countryside surrounding Siena to join a local forager on a truffle hunt through the woods. Follow your host and his pups across the hills as they search out precious tubers and learn all there is to know about truffles and the dogs trained to hunt them. Afterwards, head back to Siena to sample a number of truffle products in a local gourmet shop.

Truffle Hunting Experience Siena Tartufi

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.

Small-Group Chianti and San Gimignano Sunset Trip from Siena

8 to 9 hoursFree Cancellation

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.

Horseback Riding in the Tuscan Vineyards

1 hourFree Cancellation

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.

Siena Highlights Private Walking Tour With A Guide (Private Tour)

Price varies by group size

Explore Siena’s historical highlights and iconic cathedral on a private walking tour of the historic center. This short but comprehensive tour is designed for curious travelers who want to maximize their limited time in this Tuscan city. As you admire Piazza San Domenico, Torre del Mangia, and other local treasures, your guide will provide illuminating commentary that takes you out of the guidebook and into medieval Tuscany.

Siena Private Walking Tour: Traditions, Streets & Cathedral

Siena Private Walking Tour: Traditions, Streets & Cathedral

2 to 3 hoursFree Cancellation

Price varies by group size

Small-Group Tuscan Cooking Class with Wine & Lunch from Siena

Want to get your hands dirty with dough? This is the cooking class experience for you! You will learn how to cook simple and delicious recipes with our Italian Chef to add a taste of Tuscany to your table while tasting our exclusive wines. After the cooking class, our wine expert will teach you the basic information for a wine tasting and will explain how wine permeates the culture of this territory. This is more than just a simple cooking class; it’s an experience that engages all your senses, leaving you with a deeper appreciation for the art of winemaking and the Tuscan cuisine. Whether you’re a wine connoisseur or a novice, this cooking class promises a memorable and enriching experience.

Cooking Class: Italian Authentic Recipes with Lunch

The Montalcino hills are home to some of Tuscany's most prestigious wineries, but sussing out these small producers on your own can be a challenge. On this tour, access a premier family-owned cellar set in a medieval castle for an exclusive guided tour and tasting with a group capped at just 15 people. Learn about the history and production of award-winning Brunello di Montalcino wines, then sample three different vintages paired with artisan Tuscan cheeses.

Montalcino: Guided Winery Tour with Tuscan Wine & Cheese Tasting

A Brunello Cooking Class with Vineyards View Winery

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.

TOP Siena : Private Guided Tour with your mobile

2 to 3 hoursFree Cancellation

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.

Truffle Hunting in Tuscany

Avoid the stress of navigating winding country roads or unfamiliar public transit on your own and instead discover the fine wines and rich historical heritage of Chianti on this full-day trip from Siena. Travel through the Tuscan countryside to Castello di Brolio in the heart of the Chianti wine country for guided tasting sessions and a traditional Italian lunch. Enjoy the intimate atmosphere of a small group capped at only eight people.

Small-Group Chianti Trip with Wine Tasting from Siena

8 hoursFree Cancellation

Take a chance to discover Siena, a jewel of the Middle Ages set in the Tuscan hills, full of history and culture. Accompanied by a specialized guide of the city you’ll walk through the characteristic streets of Siena, admiring the beauty and the magnificent of Piazza del Campo where twice a year the horses run for the Palio race. You will learn about the world's oldest bank and the pilgrim's path as you discover the secrets of the famous 17 Contrade. The historic center is a UNESCO heritage site: the Cattedrale dell’Assunta is a gothic architectural work of art that will leave you breathless. You'll be amazed by the Duomo and by the heavy chimes of the Torre del Mangia that resound throughout Siena in its most important moments, especially during the Palio. Let’s discover together the myths, legends and secrets of this medieval town!

Private Siena walking tour

Price varies by group size

The academy is much more than a cooking school where you can learn traditional dishes, it is an authentic experience that blends tradition, local flavors and Tuscan hospitality. We stand out for the careful selection of ingredients of the territory, many of which are zero km. Position is the very framework of experience. Immersed in the medieval streets a few steps from Piazza del Campo, it gives our guests a unique and suggestive atmosphere where every experience is accompanied by the beauty of Siena.

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

Tour by Van to the Saturnia and Pitigliano Mill Falls

2 hours 30 minutesFree Cancellation

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Must-Dos in Siena

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The magnificent Gothic and Romanesque structure of Siena Cathedral (Duomo).

What are people saying about Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

Karyn_I, Oct 2026

Perfect Day in Tuscany!

Outstanding! Hands down, the best day trip/tour we took while in Italy! Our guide/driver Keko was fantastic…. Knowledgeable, interesting, friendly and warm! He took us to beautiful, charming locations and it ended up being our favorite day of the two weeks we spent in Italy. Perfect! Thank you Keko!

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Amar_P, Oct 2026

This is a beautiful wine...

This is a beautiful wine immersive experience! Our guide Paolo was beyond amazing with his personality, knowledge, and passion for Italy and the region! We heard great stories of wine, family and tradition from all 3 wineries visited, none were tasting rooms in the city but a true vineyard experience

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Linda_W, Oct 2026

Fabulous visit

The setting is beautiful and it was the last day of harvest so were able to see the de stemming process. The guide was knowledgeable and funny and made it all very enjoyable. The food was superb— very ample portions with wine pairing. I leaned a lot about the Brunelo designation

Skip the Line: Siena Duomo and City Walking Tour

cindief52, Oct 2026

Best of the best

The best way to see Siena is this tour! The guide was so knowledgeable and friendly and so in love with her city that you could really feel what it was like to live there. From huge churches to tiny lanes to history to daily experience she made us fall in love with Siena. This was probably the best tour of our whole two week trip.

Montalcino: Brunello Wine Tasting & Tuscan Lunch

Vlada_T, Oct 2026

Brunello lover’s paradise

Expertly led wine tasting, exquisite wines, and an excellent lunch. They are passionate about the wine they make on this small vineyard and eager to share their knowledge. We sampled an array of wines, and experienced their differences. The food was homemade and top shelf. Hard to imagine a better way to spend an afternoon in Tuscany. All the other reviews are spot on. It was a thoroughly enjoyable off the beaten path experience.

Siena: A Wine Tour and Tasting Experience

Barry_K, Oct 2026

Amazing value with brilliant commentary and excellent pairings

It was an amazing tour that utilized the three hours with brilliant information, extraordinary tastings, great food in a warm, friendly atmosphere. Dario explained that winemaking is a science and we learned so much. This is a well priced time worthy tour that we would suggest to anyone to sign up for.

Siena Pasta & Tiramisu Cooking Class With Wine by Cooking Italy

Christine_G, Sept 2026

Amazing Pasta Experience, Yum

We had an absolutely wonderful time with our chef and the rest of our group! The location was impeccable, and the course was very well organized and paced. Learning how to make pasta was such a lovely experience, and the hands-on approach made it even more enjoyable. I’m thrilled to say that I can now make fresh pasta for my family and friends! Ending the day with a delicious feast made the experience even more special. I’m so glad I attended this class—it was the perfect way to complete my trip!

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Aidan_F, Aug 2026

Day trip in Tuscany

This was such a fun day trip through the Tuscan region, with wine tasting, a delicious lunch, and plenty of beautiful scenery along the way. The highlight for me was definitely spending the afternoon exploring Siena. A great way to experience the best of Tuscany in one day!

Tuscan Cooking Class in Siena with Handmade Pasta, Wine & Dinner

Concetta_F, Aug 2026

Great Tuscan Cook Class

A very fun cooking class - we made a full 4 course meal with soup, pasta, main course and dessert. I liked that it was around dinner time so we got to eat the yummy food we made for dinner. The class was a good pace, the instructions were clear and the food was fantastic - definitely recommend :)

Discover the Medieval Charm of Siena on a Private Walking Tour

Jeffrey_G, Apr 2026

Siena tour - Not to be Missed!

Highly recommend this tour! Barbara was a wonderful tour guide! Very knowledgeable about Siena, having grown up in the area. It’s a fabulous city not to be missed! And the surprise at the end made us all fall in love with Siena that much more! Spectacular view! Thank you, Barbara!!