All Siena Tours &amp; Excursions in 2026

Truffle Trail and a Taste of Tuscany

2 hours 45 minutesFree Cancellation

Experience the hospitality of Poggio ai Laghi with your loved ones, in our authentic Chianti winery. This cozy lunch, leaves you with a deeper appreciation for the art of winemaking and the beauty of the Tuscan winemaking history. Our wine expert will walk you through the tasting journey. As you learn about the winemaking process and the passion behind each bottle, the food and wine experience becomes more than a meal—it becomes a memory, and quite possibly your most cherished souvenir from the Tuscan countryside. You’ll sample a selection of our finest wines, showing the skill and dedication of our winemakers. You’ll also savor the winery’s exquisite oils and vinegars, each one crafted with the same attention to detail and quality as the wines.

The Countess’s Lunch: Wine Tasting Paired with Signature Cuisine

1 hour 45 minutesFree Cancellation

Siena is one of Tuscany's most fascinating hill towns, but most visitors check off a handful of famous sights and move on. Get a more in-depth, personalized introduction to this medieval city on this private walking tour, fully customized to your pace and interests. Focus on the historic architecture, traditional Palio festival, or local food scene, or combine culture and cuisine to create a unique itinerary. Choose an express tour of just a few hours or a full-day deep dive that takes you to little-known gems most tourists miss.

Siena Private Highlights and Hidden Gems Walking Tour

2 to 6 hoursFree Cancellation

Step inside one of Italy's finest examples of Roman-Gothic architecture — the enchanting Cathedral of Siena — and admire striking frescoes by Donatello, Michelangelo, and Pinturicchio. More than a million visitors pass through its doors every year, as impressive as Florence's Duomo, built between 1214 and 1263. Don't miss the Piccolomini Library, built in honor of Pope Pius II, and explore the Duomo Nuovo (New Cathedral) too. Look down as well as up: the cathedral floor is a work of art, featuring 56 scenes engraved in marble by 40 artists between 1369 and 1547. It's visible in its entirety from 27 June to 31 July and 19 August to 15 November 2026; at other times, some parts are covered. A digital audio guide to the Cathedral's interior is already included with your ticket and can be downloaded as soon as you step inside. Travelers can also enjoy an extra digital audio guide to explore Siena and San Gimignano.

Siena Cathedral and Piccolomini Library Entry Ticket

Siena Cathedral and Piccolomini Library Entry Ticket

1 hourFree Cancellation

Special Offer

Your cooking class is based on a traditional Tuscan Chianti Farmhouse with an expert Italian chef which has ma y years of experience. It is a fun experience which will let you feel the emotions of the Tuscany region and an unique experience with a wonderful view of the Chianti hills. It is a full immersion on the roots of uscany so you can understand better the process of making homemade pasta and typical desserts.

Siena Small group Cooking Class in a Chianti Farm

3 hours 30 minutesFree Cancellation

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

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

9 hoursFree Cancellation

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

11 hoursFree Cancellation

Immerse yourself in the authentic world of Tuscan olive oil at our family mill, where tradition meets nature. Begin with a warm welcome and a glass of rosé as you learn about our family history and the art of olive oil production. Stroll through our olive grove, discovering the secrets of tree cultivation and harvesting. Explore the traditional mill, where olives are transformed into exquisite extra virgin oil. Enjoy a guided tasting of our 3 oils, flavored oils and our wines paired with light snacks directly in the olive grove. Finally relax and enjoy the nature before exploring the shop for exclusive products to take home with you

Tuscan Olive Oil Experience at a Family Mill

1 hour 45 minutesFree Cancellation

This experience offers a dynamic tasting path in the heart of Siena, designed for those who want to discover wine in an engaging way, without leaving the historic center. An ideal format to combine culture, conviviality and wine pleasure in a short time. The tasting combines two different styles: bubbles and red wines, allowing participants to understand the main differences between production methods and expressions of the Tuscan territory, with clear and accessible explanations. The experience is guided by an Expert who accompanies the participants in reading the wine, helping them to recognize aromas, structure and characteristics, making the tasting suitable for both beginners and enthusiasts. The small size of the group guarantees a relaxed and interactive atmosphere, ideal for asking questions, discussing and experiencing an authentic moment linked to the local wine tradition.

Wine tasting tour in the historic center of Siena

1 hour 30 minutesFree Cancellation

Embark on a sensory journey at Poggio ai Laghi, nestled in the heart of Tuscany, Italy. This unique tasting tour is not just about savoring the flavors of exquisite wines, oils, and vinegars, but it’s an immersive experience that engages all your senses. The tour begins with a tasting of Poggio ai Laghi wines dedicated to Donna Ava and her handmaids. Each sip tells a story of the rich Tuscan soil and the meticulous care taken in every step of the winemaking process. Next, you’ll sample the estate’s olive oils as well as the special chili pepper oil and white truffle olive oil. The tour concludes with a sampling of Poggio ai Laghi artisanal vinegars: the balsamic viegar which is an all-Italian excellence and the special vinegar with Valdelsa onions.. The wine expert will guide you through each tasting, explaining the production process, the flavor notes to look out for, and the ideal food pairings.

Chianti Grand Tasting: Signature Wines, Oils & Balsamics in the

1 hour 30 minutesFree Cancellation

Siena Underground Wine tasting in a Medieval Cave

1 hourFree Cancellation

Indulge in Siena's culinary treasures on a private tour designed to delight your palate, led by an expert local guide. Stroll through charming cobblestone streets, where the enticing aromas from bustling food stalls beckon. Begin your epicurean journey with the crispy perfection of coccoli, drizzled with aromatic olive oil, and savor the multi-layered flavors of savory panini, each bite a testament to Siena's rich gastronomic heritage. As you meander through the city, your guide will share enthralling tales of Siena's history, blending tradition with modern culinary innovations. Discover how the city's vibrant food scene reflects its cultural tapestry, making this tour an ideal exploration for devoted foodies and curious travelers alike. Each stop unveils a new chapter in Siena's epicurean story, promising a memorable adventure that intertwines taste and tradition in the heart of this historic city.

Siena Street Food Tour With 4 or more Tastings

3 hoursFree Cancellation

Private Tour: Secret Siena Walking Tour

3 hoursFree Cancellation

Get views you can't find anywhere else on this hot-air balloon ride over Tuscany. Starting in Siena, float above the countryside and take in scenic views of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) and enjoy seeing the countryside and surrounding ancient villages and towns. Upon landing, enjoy a glass of sparkling wine to celebrate your experience.

Hot Air Balloon Flight Over Tuscany from Siena

3 hoursFree Cancellation

Explore the enchanting Chianti wine region on a half-day tour from Siena, where rolling hills and lush vineyards create an idyllic backdrop. Visit Castellina in Chianti and enjoy exclusive wine tastings at renowned estates. This tour is tailored for wine lovers and nature enthusiasts, offering a rich cultural experience through Tuscany's famous landscapes. With expert multilingual guides, savor the essence of Chianti’s rich heritage and take in the stunning scenery that has inspired countless artists and wine aficionados.

Chianti Half Day Wine Tasting Tour from Siena

Chianti Half Day Wine Tasting Tour from Siena

5 hoursFree Cancellation

Visit San Gimignano and Volterra the easy way from Siena, on an intimate small-grop tour. Head to the hilltop town of Monteriggioni, then stop for a while in UNESCO World Heritage–listed San Gimignano, with its medieval towers and views over the Tuscan countryside. Drop into an alabaster workshop in Volterra, then indulge in a rustic lunch at a Tuscan farm. Learn about local history and culture along the way.

Small-Group San Gimignano and Volterra Day Trip from Siena

8 hoursFree Cancellation

Siena sits in the heart of Tuscany, known across the globe for its excellent regional cuisine. Delve into its traditional specialties with this foodie experience that combines a lesson covering Tuscan wines and gourmet delicacies plus a foodie stroll through the old town to sample them for yourself. Taste a variety of wines paired with cheeses and charcuterie, extra-virgin olive oil, bread, jams, and honey.

Savor Siena Food and Wine Tour

2 hoursFree Cancellation

Spend a memorable day exploring Tuscany’s most famous landmarks and landscapes on a relaxed and well-balanced itinerary from Siena. Your journey begins with a comfortable transfer by air-conditioned coach through the rolling hills of the Tuscan countryside. Reach Pisa, where you will have free time to explore the stunning Piazza dei Miracoli, a UNESCO World Heritage Site. Admire the world-famous Leaning Tower, the Cathedral, and the Baptistery from the outside, and take your time capturing unforgettable photos. Continue your experience with a stop in the heart of Chianti, where you will enjoy a traditional Tuscan lunch paired with a guided wine tasting at a local winery. In the afternoon, arrive in San Gimignano, one of Tuscany’s best-preserved medieval towns. On the way back from Pisa, you’ll pass through Florence before returning to Siena. This allows for a smooth and well-organized route across Tuscany.

From Siena: Pisa and San Gimignano Day Trip

8 hoursFree Cancellation

Discover UNESCO-listed Siena through the eyes of a local on this custom-made Lokafy walking tour. Skip the typical guided tour and instead connect with a Siena local who will show you around their city like a friend and introduce you to the neighborhoods that they know and love. As you explore the city, gain an insight into Tuscan culture, cuisine, and everyday life; and receive recommendations on where to eat, drink, and shop.

Siena Private Walking Tour with a Local

2 to 6 hoursFree 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

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

4 hoursFree Cancellation

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

2 hoursFree Cancellation

Avoid the challenge of navigating Tuscany’s rural roads and finding hidden countryside trails on your own with a guided horseback ride from Siena. This gentle journey carries you through rolling hills, vineyards, and olive groves, reaching quiet landscapes that cars can’t access. Ride at a relaxed pace while taking in the region’s natural beauty and rural charm without any planning or navigation stress.

Tuscan Chianti Hills Horseback Riding Tour

1 hour 30 minutesFree Cancellation

Savor the flavors of Siena on this delightful food tour, where you’ll explore the culinary treasures of Tuscany. A local guide will lead you through the charming streets, sharing fascinating insights about the region’s food and wine culture. Enjoy tastings of sparkling wine, red wine, gelato, pecorino cheese, cured meats, pizza and traditional sweets like cantucci and panforte. This small group experience ensures an intimate atmosphere, perfect for food lovers looking to immerse themselves in authentic Tuscan cuisine. - 2 - hour walking food tour through Siena’s enchanting streets - Taste a variety of local Tuscan products - Learn about the history and culture of Siena’s culinary scene - Enjoy a small group setting for personalized attention from your guide

Siena Food Tour : Local Tuscan Flavors

2 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

4 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

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.

Skip the Line: Siena Duomo and City Walking Tour

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 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

Small-Group San Gimignano and Volterra Day Trip from Siena

Israel_K, Oct 2026

An exceptional day in Tuscany

A truly wonderful experience and one of the highlights of our trip to Tuscany! Our guide, Giovanni, was exceptional: knowledgeable, patient, friendly, and attentive throughout the day. His understanding of the region, its history, and its wines made the visits to San Gimignano, Volterra, and the surrounding countryside especially enjoyable. The tour felt relaxed and personal. The lunch at Il Palagione was particularly memorable. We enjoyed excellent wines, delicious home-prepared food, and the warm hospitality of the family members we met. It was a very special experience. Beautiful scenery, fascinating places, outstanding food and wine, and a fantastic guide. Highly recommended!

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: 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!

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!!