All Siena Tours &amp; Excursions in 2026

Lunch with Wine Tasting at Poggio ai Laghi Winery

1 hour 45 minutesFree Cancellation

Cesarine: Market Tour & Typical Dining at a Local's Home in Siena

3 hours 30 minutesFree Cancellation

1 hour 30 minutesFree Cancellation

- Immerse yourself in the world of Tuscan wine with our comprehensive tasting experience. - Master the art of tasting: Learn professional wine and extra virgin olive oil tasting techniques. - Discover Chianti's soul: Explore the region's rich wine culture, terroir, and the iconic Sangiovese grape. - Uncover the Super Tuscan legend: Understand the origins and evolution of this revolutionary wine style. - Savor exceptional wines: Taste our full range of organic wines, including an award-winning Super Tuscan and rare native grape varieties. - Guided by experts: Benefit from the knowledge of our certified wine guides. - Elevate your palate and expand your wine knowledge in an unforgettable wine and food experience.

MONTECHIARO Chianti & Supertuscan WINE EXPERIENCE

1 hour 30 minutesFree Cancellation

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

Pasta and ice cream with wine

1 hourFree Cancellation

Navigate through the picturesque landscapes of Tuscany with the Tootbus Tuscany Multi-Day Pass. Enjoy unlimited travel across Florence, Pisa, Siena, Lucca, and San Gimignano, allowing you to explore at your own pace. This flexible pass eliminates the stress of rigid schedules, offering scenic routes through the stunning Chianti countryside. With Tootie, your AI-powered guide, receive personalized recommendations and real-time travel tips in over 50 languages, making your journey seamless and enriching. Start your adventure from any city at any time and immerse yourself in the beauty and culture of Tuscany.

Tuscany 2-Days 5-Cities Flexible Sightseeing bus tour

2 daysFree Cancellation

Widely considered among Siena’s top attractions, Siena Cathedral dates back to the 13th century—but the cathedral’s medieval history is easy to miss. On this tour, explore Siena Cathedral with your private guide and see the best of this impressive Sienese landmark in one comprehensive visit. Hear the hidden history behind artworks by Bernini, Donatello, and Michelangelo, and admire key features such as the baroque chapels and marble façade.

Siena Cathedral: Private Tour

1 hourFree Cancellation

If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no less fascinating places in Siena, you cannot miss our Treasure Hunt! Furthermore, instant photography will allow you to appreciate the beauties of the city from a unique and unrepeatable point of view. Each shot will capture your favorite moments in photos immediately ready to be touched, waved and attached in the guide-albums created to be customized, to be browsed whenever you want. Find out all the details, solve the puzzles and answer the quizzes to transform your visit to Siena into a unique memory to share with the whole family, young and old, and with friends. N.B. In the days of the Palio (29 June-2 July and 13-16 August) the treasure hunt route is not feasible and is replaced with that of the Top 10 dedicated to the places of the Palio, of which we will provide a dedicated guide and map.

Hunt for the 10 Treasures of Siena

1 to 4 hoursFree Cancellation

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.

Winery tour and wine tasting in Maremma - Grosseto

1 hourFree Cancellation

Florence Duomo Cathedral Guided Tour from Siena

7 hours 40 minutesFree Cancellation

5% savings

from

US$84US$80

There's no better way to discover Italy's culture from the inside. Our national network of expert Italian home winemakers offers the finest Italian wine and dine experiences. Located in the enchanting Chianti Hills, between Florence and Siena, our winery invites you to embark on a sensory journey through the heart of Tuscany. Embark on a captivating journey through the Chianti Hills, indulging in the exquisite flavors of wine, cheeses, honey, and local cold cuts! Immerse yourself in the art of winemaking with a vineyard tour and cellar visit, where you'll discover the secrets of Sangiovese and its meticulous vinification and aging processes. Enjoy a tasting of four exceptional wines, perfectly paired with samples of the farm's own cold cuts, goat cheese, and honey. And that's not all - get ready for an introduction to the fascinating world of beekeeping!

Chianti Hills: Wine & Food Tasting Experience in Tuscany

Chianti Hills: Wine & Food Tasting Experience in Tuscany

1 hour 30 minutesFree Cancellation

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.

Siena Self-Guided City Walking Tour & Scavenger Hunt

2 hoursFree Cancellation

Mysterious Siena City Bike Tour

Spend a day of nature and good taste! Truffle hunting in the vineyards and woods of Chianti, with expert truffle hunters and their dogs. Tour of a family business with visit to the vineyards and winery. Light lunch based on seasonal truffles with 3 courses to enhance the taste. Tasting of 3 wines, paired with each dish. An ideal experience for those who want to learn about the world of truffles, stay in contact with nature and enjoy a refined lunch accompanied by our best wines at the end of the experience.

Search truffle lunch with tasting in Castellina in Chianti

Search truffle lunch with tasting in Castellina in Chianti

Entry ticket and a self-guided audio tour of Siena are available via the WeGoTrip app. You’ll receive an email with a link to download the app, which includes your ticket and a digital guide with maps, photos, scripts, and audio commentary. Please download the tour in advance. (!) Note: The cathedral ticket is included in the app, but the in-cathedral audio guide uses a separate app. After visiting the cathedral, explore Siena’s cobblestone streets. See Piazza del Campo with its iconic shell shape, Palazzo Salimbeni, Accademia Musicale Chigiana, and finish at the Medici Fortress, a historic cultural landmark. Along the way, discover stories of elegant fountains, renowned Renaissance painters, and the world-famous academy, immersing yourself in the city’s rich history and culture.

Siena Cathedral & Piccolomini Library Ticket with City Audio Tour

Explore Siena at your own pace with a self-guided walking tour on your phone. You get a clear map of all 12 stops, simple directions through Google Maps, and short audio stories you can play when you reach each location. The route covers Siena's historic center, from Piazza del Campo to Monte dei Paschi di Siena, passing sites like the Palazzo Pubblico, Torre del Mangia, and Fonte Gaia. Start anytime, pause whenever you like, and explore freely. No groups, no schedules. Audio and text available in 7 languages.

Self Guided Walking Tour of Siena

2 hoursFree Cancellation

Getting from Siena to Positano by public transportation can take the better part of a day, with multiple bus and train connections. Shave hours off your travel time with this private transfer directly from your hotel in Siena to your final destination in Positano. Schedule pickup at the time you prefer and travel in comfort on board an air-conditioned sedan or minivan with a seasoned driver at the wheel.

Private transfer from SIENA to POSITANO

Enjoy a private, exclusive tour with your own local guide. Embark on a captivating walking tour through Siena’s most cherished sites, immersing yourself in the heart of this historic city. Start your adventure at the iconic Piazza del Campo, home to the towering Torre del Mangia and the majestic Pubblico Palace, which encapsulate the architectural brilliance of medieval Italian city-states. Just a stone’s throw away, delve into the eerie world of the Museum of Torture and uncover a darker slice of Siena’s history. The highlight of your tour will be the visit to the Duomo di Siena, a stunning example of Italian Gothic architecture and a repository of art and history. This tour promises a comprehensive glimpse into the rich tapestry that makes up Siena, blending its awe-inspiring beauty with profound historical narratives. Perfect for history buffs and art lovers, this journey through Siena’s best spots will leave you enriched and inspired.

Siena Private Tour: Piazza del Campo & Duomo exploration

Siena Private Tour: Piazza del Campo & Duomo exploration

Cooking class per un tipico pranzo o cena fatto in casa

5 hours 30 minutesFree Cancellation

Unlock the mysterious world of Tuscany's tasty truffles on this half-day private tour from Florence. Look for these black and white treasures using man and pup power as you learn all about these delicious delicacies from an expert hunter. Afterwards, enjoy a lunch featuring truffles and wine tasting (own expense) and experience nature with every bite while exploring this exquisite part of Italy.

Private Truffle Hunt in Tuscany

Cook a multi-course Tuscan feast in this 4-course cooking class with wine included, hosted through Cozymeal. Located in Siena, this immersive cooking experience celebrates the flavors of Tuscany with hands-on instruction and regional charm. Menu - First course: Stuffed zucchini blossoms — classic antipasto with ricotta and garden vegetables - Second course: Fresh handmade pasta — rolled and shaped by hand, paired with a seasonal vegetable sauce and Parmigiano Reggiano - Third course: Rustic meat secondo — Tuscan chicken or pork slow-simmered in red or white wine - Dessert: Panna cotta — homemade custard topped with seasonal fruit With optional wine to pair and an inviting kitchen setting, this class offers a true taste of Siena’s culinary culture, simple, soulful and unforgettable.

Cook Pasta, Wine-Braised Meat & Dessert (Includes 4-Course Meal)

Cook Pasta, Wine-Braised Meat & Dessert (Includes 4-Course Meal)

3 hoursFree Cancellation

Private transfer from Siena to Florence Airport

30 to 40 minutesFree Cancellation

Make pizza and gelato like a pro during a 3-hour cooking class in Florence, with optional round-trip transport from Lucca. With the help of a local chef, you’ll create a pizza from scratch: kneading the dough, making the sauce, and baking it to crisp perfection. Learn about the art of gelato making and the importance of quality ingredients, then sit down to eat your creations with drinks. The full experience, with transport from Lucca, lasts five hours.

Pizza and Gelato Cooking Class

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

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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

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!

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.

Small-Group Montepulciano and Pienza Day Trip from Siena

Gary_B, Oct 2026

Fabulous excursion

Our guide was fantastic and very knowledgeable about everything we were doing. The scenery on the trip was super. The fellow passengers were very convivial. The tones we stopped in were breathtaking. I couldn’t imagine anything being better on this tour.

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

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 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!

Siena: A Wine Tour and Tasting Experience

Kim_P, Sept 2026

Amazing experience

We had such a wonderful experience at La Lastra Winery in Siena! Lorenzo was welcoming, knowledgeable and passionate about the wines and the winery. He made our entire experience fun, relaxed and informative. We had excellent wines and food! The setting is beautiful, the wines were excellent, and pared well with what we ate. We would highly recommend this tour.

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 :)

A Brunello Cooking Class with Vineyards View Winery

Stephanie_R, Jun 2026

Tuscan Experience

We had a great time at this cooking experience. We were greeted by Alice who gave us an informative tour of the castle and the winery. She was so kind and interested in sharing as well as answering any of our questions. The cooking part of our day was great. Yummy wine and fun Italian music was the perfect start to our lesson with Cat. We worked together with another family to create two kinds of pasta as well as tiramisu. While making, rolling and cutting our pasta, we were treated to a beautiful view out of the windows. After we completed our pasta, we sat down together to a lovely lunch (feeling proud to have made it ourselves) with more delicious wine. It was a fantastic way to immerse ourselves in the Tuscan life! Thank you for a fun day for our group.

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!!