All Siena Tours &amp; Excursions in 2026

Private Tuscany Photoshoot Experience

1 hourFree Cancellation

5% savings

from

US$171US$163

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.

Enjoy this private food tour of Siena with a local foodie host

The Most Delicious Private Food Tour of Siena: 10 Tastings

3 hoursFree Cancellation

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

2 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

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

3 hoursFree Cancellation

Explore Val d’Orcia, a UNESCO World Heritage site known for its stunning landscapes, art, and rich food traditions on this private tour. Visit Montalcino, home of the renowned Brunello wine, where you'll enjoy a guided winery tour and lunch. Then, head to Montepulciano, a medieval city with Renaissance palaces and sweeping valley views, famous for its Vino Nobile wine. Enjoy wine tastings in both towns while taking in their historical and scenic beauty.

Private Montalcino and Montepulciano Tour from Siena

7 to 8 hoursFree Cancellation

Embark on an adventure that will take 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 (tasting included) and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition, the experience includes a guided tour of one of Chianti's most characteristic castles, the castle of Brolio, from which you can take in magnificent panoramic views to the vineyards and the city of Siena. To experience the most out of the territory, we'll book lunch at a local family owned restaurant where you, in addition to enjoying its tranquility and warm welcome, can savour the dishes of the Tuscan tradition. The way back is mainly descending and the guide will stop in magnificent sightseeing spots before getting back to the starting point.

Special Offer

During the tour, there'll be lots of time to relax and to enjoy the good company while cycling in the famous Eroica Gravel roads of the Chianti.

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

7 hours 15 minutesFree Cancellation

Explore Chianti’s backroads and beautiful vistas while traveling in a private 4WD on this tour with hotel pickup. Soak up the scenery while a driver handles the country roads, stopping at off-the-beaten-track cellars and cantinas to taste several Chianti Classico wines along with Tuscan olive oil, honey, and other specialty products. Balance out all that wine with a traditional Tuscan lunch at a scenic family estate.

Private Off Road Wine Tour in Chianti from Siena

Private Off Road Wine Tour in Chianti from Siena

6 hoursFree Cancellation

Discover the picturesque wine region of Chianti on a half-day excursion from Siena. Enjoy the Tuscan scenery of gently undulating hills and vineyards while tasting Chianti wines. A day journey from Siena to the Chianti region allows you to experience the gorgeous Tuscan landscape. Begin with a visit to Castellina in Chianti, followed by a wine tasting at a nearby vineyard. Immerse yourself in the bright colors of the rolling hills, where the views, smells, and flavors of the region will captivate your senses. Enjoy a stroll in Monteriggioni, a medieval village where time seems to stop. Proceed to another winery in the heart of the Chianti Classico region, where you can have a second wine tasting and sample extra virgin olive oil. A return trip to Siena marks the end of the excursion.

Chianti and Castles Tour from Siena Small Group

Chianti and Castles Tour from Siena Small Group

5 hoursFree Cancellation

Tasting of the Best Wines in Siena in an Etruscan Crypt

1 hourFree Cancellation

To fully discover a city one may participate in a lot of tours and go eat at many venues published on travel guides and recommended by online travellers but the true local knows where to take you and you'll be paired with a Local Expert who will tell you stories, curiosities and will take you to spots outside of the tourist lens. We'll visit the most important and the least acknowledged hitspots of the Medieval Centre of Siena. Also, with us, you'll be able to eat some of the most typical snacks available in the city and taste the local Tuscan Wines, which mean a lot to the gastronomic history of the locals. The activity is suitable to people of all ages, from the kid discovering the curiosities behing the walls of the centre to the adults learning about Siena's culture.

Siena Bites & Stories: A Tasty City Adventure with a Local

2 hours 30 minutesFree Cancellation

PRIVATE TOUR: Full-Day Volterra & San Gimignano with Wine Tasting Experience

7 hoursFree Cancellation

Experience a side of Italy rarely available to visitors when you take a cooking class in the Chianti wine region. During your private session, discover the secrets of Tuscan cuisine, from sauces to tiramisu. After dining on the food you just learned to make, continue on to a vineyard for a complimentary wine tasting and pairing lesson. Round-trip transport from Siena is included for your convenience.

Private Cooking Class in Chianti from Siena

Private Cooking Class in Chianti from Siena

5 hoursFree Cancellation

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the guided tasting, you will be immersed in the art and science of sparkling wine production. Our wine educators will guide you through an exclusive selection of three Tuscan sparkling wines, each produced with a different production method: the classic method, the charmat method and the ancestral method. This experience will not only allow you to savor the unique flavors of these high-quality sparkling wines, but will also give you an in-depth understanding of the different techniques used in their production. You will be fascinated by the diversity of aromas and complexity that each production method adds to the wine.

Precision and Mastery: The delicate riddling process

Exclusive Wine Tasting in the Historic Center of Siena

1 hourFree Cancellation

Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at a few wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop.

Private Off Road Wine Tour in Chianti

6 hoursFree Cancellation

Private wine tour of Chianti

6 to 8 hoursFree Cancellation

Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.

Private Tour: Montalcino Wine Tasting Experience

8 hoursFree Cancellation

Private Grape stomping at Chianti Farmhouse

4 hoursFree 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. Our location is the very framework of the 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.

Fresh Pasta & Authentic Italian Sauces

3 hoursFree Cancellation

Inject a bit of adventure into your wine tasting experience with this ATV tour through the vineyard-covered countryside surrounding Siena. Take in views of the UNESCO-listed Crete Senesi landscape as you zip over the hills behind your guide, following unpaved trails through woods and fields. End at a family-run cellar to sample Tuscan wines paired with local gourmet specialties and snacks.

Wine Tasting ATV tour in Tuscan countryside

4 hoursFree Cancellation

Learn to cook Tuscan-style with this small-group cooking class at a farmhouse in the Val d’Orcia hills. Under the expert eye of your local host, you’ll use farm-fresh ingredients to make pasta from scratch, a roasted meat dish that’s typical to the region, and a classic tiramisu. Hear about the culinary traditions of Tuscany, Umbria, and Lazio as you cook, then eat with your host and group.

Cooking Class at a Farmhouse in Val d'Orcia Tuscany

5 hoursFree Cancellation

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Private Guided Tour of Siena with a Licensed Local Tour Guide

2 hoursFree Cancellation

Skip the Line: Siena Duomo and City Walking Tour

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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

Linda_M, Oct 2026

Excellent Tour

Our tour guide, Elio, was knowledgeable, enthusiastic and kind. His knowledge of history combined with his personal experience and love of Siena made for an excellent tour. We have experienced many tours over the years, and Elio was undoubtedly one of the best.

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

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.

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

tashhackett, Sept 2026

Perfect way to see Siena and enjoy its delicious food!

Valentina was the perfect guide - friendly, informative and kind. Loved walking around Siena and getting some history about buildings, statues and hidden away streets that we would have missed on our own. And then there’s the food …. delicious and was lovely discovering local restaurants that (again) we would have missed had Valentina not showed us. We took up the drink card option so was lovely to enjoy a local glass of wine with lunch and a small extra treat at the last dessert stop. Highly recommended this tour.

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!!