All Siena Tours &amp; Excursions in 2026

Private Tuscan cooking class with wine tasting

5% savings

from

$250$237

Discover art, history, and faith within the extraordinary Cathedral complex of Siena. A single pass lets you tailor your visit, choosing freely among the many treasures on offer, from the atmospheric crypt to the wonders of the Opera Museum. Purchase your ticket to unlock the entire complex, including the Piccolomini Library, the Opera Museum, and the Baptistery. Don't overlook the Crypt, one of the site's highlights, where vivid paintings lay hidden for centuries before recent restoration brought them back to light. Inside the Piccolomini Library, Pinturicchio's vibrant frescoes, possibly inspired by drawings from Raphael, cover the walls. Below your feet lies the true masterpiece: an intricate marble mosaic and graffito floor, once called by Giorgio Vasari the finest, largest, and most magnificent ever made. Every ticket includes a multilingual audio guide to the Cathedral (English, Italian, Spanish, French, German), plus extra guides to explore Siena and San Gimignano.

Siena Cathedral Complex Entry Ticket with Audio guide

Siena Cathedral Complex Entry Ticket with Audio guide

2 hours 20 minutesFree Cancellation

Two magic hours to discover the city with Your children! Children and adults will learn the city's history having fun and being enriched by anecdotes and legends from the Middle Ages! Magic is hiding in plain sight.... Stroll around the streets of Siena to discover the mysteries, reach the ancient castle and discover the symbol of Siena, the she-wolf, which from the top of its columns protects us. Learn about the 17 districts that we call Contrade and find the animals that represent them. The Contrade participate to the horse race twice a year, an incredible event! Have fun to watch the videos, find the stables where the horses sleep for four days and the little fountains hidden through the streets where the Sienese are baptized.

Siena Family Tour

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

Our dynamic team of cooks, tutors and interpreters will guide our guests on a voyage of discovery of traditional cooking, preparing the most typical of the local dishes, home made pasta with sauces of organic seasonal vegetables from our kitchen garden, melt in the mouth home made gnocchi, bruschetta, second courses like Vin Santo chicken or eggplant parmigiana, delicious desserts.. .all accompanied by our own Chianti Colli Senesi wine. The courses are organized for small groups (2 to 14 pax) and make the most, both our own produce, wine, honey, saffron, extra virgin olive oil, our fresh garden vegetables and also other local produce from neighboring farms. The classes start in the morning at 10.30 ending with a delicious lunch or in the afternoon around 15:30 ending with a wonderful dinner, to celebrate the joy of cooking with all the delicious dishes we have prepared together.

Cooking classes in Tuscany

4 hoursFree Cancellation

The hot air balloon tour is a magical experience, a true adventure carried out in total safety by flight professionals. Our pilots, all with great experience, are ENAC certified commercial pilots. They will guide you during your trip, sharing with you detailed information about hot air balloons and satisfying all your curiosities about the flight and its navigation. Don't wait any longer, immerse yourself in this extraordinary adventure.

Hot air balloon over the hills of Pienza, Montalcino and Val D'Orcia

Immerse yourself in Italian culinary traditions with a hands-on pasta and tiramisu cooking class. Learn how to roll fresh pasta ('sfoglia') by hand and prepare two iconic pasta dishes from scratch. Plus, master the art of making Italy’s beloved dessert, tiramisu. Join a small group and share your love for Italian cuisine while connecting with fellow food enthusiasts. The experience begins with an Italian Aperitivo to kickstart your cooking adventure. Hosted by Cesarine, Italy's oldest network of home cooks, this class offers a unique opportunity to learn from passionate local hosts who share authentic regional specialties passed down through generations. A perfect way to experience the heart of Italian culture!

Pasta and Tiramisu Cooking Class in Tuscany near Siena

Opt for a personalized experience of Siena’s top attraction on a private tour of Siena Cathedral. With just your private guide and party, discover easy-to-miss details in the cathedral’s interior and benefit from commentary integral to understanding the statues of Michelangelo and the art inside the Chapel of St. John the Baptist. Plus, booking in advance means you save hours of waiting in line with a skip-the-line admission ticket.

Private Tour of Siena Cathedral

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.

Siena walking tour with lunch & Chianti wine

Siena walking tour with lunch & Chianti wine

2 hours 30 minutesFree Cancellation

Connect with a local cook and learn how to make two staples of classic Italian cuisine with this cooking class hosted in a local's kitchen. Discover the secrets to turning out flawless fresh pasta with two different recipes for both a stuffed and a shaped version. Then assemble a show-stopping tiramisù from scratch under the guidance of your instructor and host. Cap off your experience by sampling your creations.

Cesarine: Small group Pasta and Tiramisu class in Siena

Capture the essence of your Tuscany adventure with a private photo shoot designed for travelers seeking to create lasting memories. Staged in breathtaking locations like Siena and Val d'Orcia, this tailored experience includes professional guidance from a local photographer who will direct your poses and capture candid moments in stunning settings. Sessions are scheduled during the golden hour for optimal lighting, ensuring your portraits radiate warmth and beauty. After your session, receive a high-resolution edited digital gallery, perfect for sharing online or printing to commemorate your journey in Tuscany.

Private Tuscany Photoshoot Experience

1 hourFree Cancellation

5% savings

from

$170$162

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

Cooking Class: Italian Authentic Recipes with Lunch

Immerse yourself in the culinary traditions of Siena during a small-group cooking class set in a charming historical villa. Discover the secrets of Tuscan cuisine and learn to prepare authentic Italian dishes, including ravioli and tiramisu, under the guidance of a skilled chef. After, indulge in a wine tasting, savoring the flavors of local wineries. Finally, tour the villa and admire its rustic charm and surroundings.

Cooking Class in a historical Palace in Siena Provence

Horsebackriding - explore Tuscan nature

E-bike tour that takes 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 and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition to it, this tour has an Arts footprint. We'll lead you through some hidden sculptures, located throughout the landscape, as a warm up to our stop at the Chianti Sculpture Park, where you'll visit some contemporary sculptures and installations. We'll build on to the arts experience by stopping at the hamlet of Scopeto, where the film "Letters to Juliet" has been shot. Least, but not last, it will be wine time right after at the Scopeto Winery, where you can further develop your reconnaissance of the territory by tasting one of its maximum expression: the Chianti Classico. We then, climb back to our comfortable ebikes to return to Siena

By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti

5 hours 20 minutesFree Cancellation

The Best Way to Discover Siena: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a traditional Ricciarelli almond cookie in a local pastry shop or enjoy the medieval atmosphere of the Piazza del Campo and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Cultural Context: Read the history and legends of each site as you explore. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Pinacoteca Nazionale, Baptistery of St John, Palazzo Piccolomini, Loggia del Papa, Tower of Mangia, Pubblico Palace, Fonte Gaia, Santa Maria della Scala, Facciatone, and the Duomo di Siena.

Siena Scavenger Hunt & Highlights Self-Guided Walking Tour

Siena Scavenger Hunt & Highlights Self-Guided Walking Tour

Savor the fresh flavors of Sienese cuisine in this small-group morning or afternoon cookery class in Siena. Visit the home of Cesarina, your host, and roll up your sleeves for an immersive cooking experience—Sienese style. With all utensils and ingredients included, follow three traditional local recipes with helpful hints and tips from your host. Then, enjoy your food with a glass of wine among your fellow chefs.

The Cesarina showing one of the recipe of the cooking class

Cook and Taste with a Local in Siena by Cesarine

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).

Secret Siena Walking Tour

Taste your way through the most delicious private food tour of Siena as you immerse yourself in Tuscan culinary culture with a knowledgeable local host. Indulge in six or 10 iconic treats, including pastries, espresso, and savory bites, while exploring favorite local spots and must-see landmarks like Piazza del Campo and Torre del Mangia. Along the way, discover the rich flavors and history that make Siena unforgettable.

The Most Delicious Private Food Tour of Siena: 10 Tastings

Get up close and personal with Tuscany’s ineffable scenery, and explore with ease, on a full-day tour by electric bike. Meet your guide in Siena, get familiar with your bike and helmet, and head into the Chianti Hills. With just a small group for company, set off on a tour of the countryside, visit a restored monastery, and head to a local farm/winery, where you can enjoy a traditional meal and generous wine tasting.

Small Group E-Bike Chianti Tour with farm lunch from Siena

Small Group E-Bike Chianti Tour with farm lunch from Siena

6 hoursFree Cancellation

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.

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

8 hoursFree Cancellation

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

6 to 8 hoursFree Cancellation

Chianti Classico E-Bike Tour

5 to 6 hoursFree Cancellation

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.

Siena to Rome: Orvieto and Montepulciano Transfer Tour

Siena to Rome: Orvieto and Montepulciano Transfer Tour

7 hoursFree 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

Siena: A Wine Tour and Tasting Experience

John_L, Oct 2026

We recently took a wine...

We recently took a wine tour here, and to say it exceeded our expectations is an understatement. From the moment we arrived, the atmosphere was incredibly welcoming, warm, and sophisticated yet entirely relaxed. The estate boasts stunning, panoramic views that are worth the visit alone—make sure your phone is charged because you will want to take a lot of photos! Our host, Lorenzo, was absolutely fantastic. He was incredibly thoughtful, attentive, and his deep knowledge of the winemaking process made the tour both insightful and engaging. He didn't just rattle off facts; he shared genuine insights that gave us a whole new appreciation for what goes into every bottle. The wine tasting itself was outstanding. Each pour was excellent, beautifully paired, and generously served. Lorenzo guided us through the notes of each wine in a way that was accessible but highly informative. Everything about this day was perfect, from the breathtaking scenery to the immaculate hospitality. If you are considering booking this tour, do not hesitate—it is a flawless experience!

Skip the Line: Siena Duomo and City Walking Tour

Ewen_M, Oct 2026

The best walking tour we have done

An informative and entertaining tour of the old town and the two major churches. Our guide (Michael) was very knowledgeable and explained the local passions for the horse race as well as sharing an understated but deep understanding of the art and culture of the city. We have taken walking tours in each of the 4 cities we have visited so far, and this was the best.

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Daniel_W, Oct 2026

A Great Evening in Siena

A very nice way to spend an evening in Siena. We did the dinner hour tour which allowed us to see Siena in the evening after dark. Our guide was exceptional. She took us to places she knew well and as a true local, gave us great background on the various parts of Siena and the culture. We would recommend purchasing the extra drink package to truly experience the appropriate selections for each stop. You should be OK with doing a bit of walking for this tour to truly enjoy it. Worth the time!

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

RobynandKent_R, Oct 2026

Pasta Class!

A fun evening of learning about traditional Tuscan cooking. Our chef/instructor led us through tiramisu, ravioli, tortellini, and tagliatelle. We then adjourned to the rustic restaurant to indulge in our creations. All delicious and paired with amazing Tuscan wines! Highly recommended.

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

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

FABRICE_L, Oct 2026

A superb excursion to...

A superb excursion through Tuscany! We spent an excellent day departing from Florence, with a top-notch guide, Ricardo, whom we thank for his explanations, his good humor, and his availability throughout the day. A big thank you also to his colleague as well as to our driver, even though we unfortunately did not remember his first name. We started with the magnificent medieval city of San Gimignano, then we discovered Monteriggioni, a small, charming fortified village. We then took a break in the Chianti region, with a tasting of local wines accompanied by a lunch with traditional flavors of the region. A very good time, friendly and typical! In the afternoon, we headed to Siena, where we had more than two hours of free time to discover this superb city at our own pace. A very beautiful discovery! The return to Florence was done in good spirits, with many more explanations and anecdotes from Ricardo about the places we passed through. A truly complete day, very well organized, with magnificent discoveries and a value for money that largely met our expectations. We highly recommend this excursion to anyone who wishes to discover a beautiful part of Tuscany in a single day. Thank you to the whole team for this excellent day! 🇮🇹🍷

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

David_C, Oct 2026

Fun experience well worth it

We were staying in Montalcino and drove the short distance to this winery. The tour was informative and fun. The host/guide was very knowledgeable and friendly. The grounds are beautiful with wonderful views. We had a fantastic weather day for this too. The wines were good. Brunello is one of my favorite wines ever since we visited Montalcino on a day trip 4 years ago. The food was good and we enjoyed talking with the other people on the tour. Highly recommend this experience.

Siena Pasta & Tiramisu Cooking Class With Wine by Cooking Italy

Christine_G, Sep 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!

A Brunello Cooking Class with Vineyards View Winery

Helli97, Aug 2026

Fantastic experience

We had a fantastic experience on the guided tour around the castle and a really good cooking class where we learned to make super tasty pasta dishes and tiramisu. Kath was very good at teaching and generally having conversations with. On the side, we got to taste fantastic local wine that we drank with the food. Thanks for the experience!

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!!