All Siena Tours &amp; Excursions in 2026

Tuscan Wine Tasting and Local Cheeses

1 hour 30 minutesFree Cancellation

Have a special night in Chianti's vineyards, enjoying dinner under the stars. Visit the farm's wineries for wine tastings, and savor local dishes in a cozy setting with candles. Have a BBQ with fresh farm food and taste Chianti's red wine. Allow the warmth of the barbecue, the fragrances in the air, and the essence of the grapevines to elevate your dining experience. The charming rural setting ensures a relaxing evening in the vineyards located in the stunning Chianti region.

Sunset Summer Dinner Among the Vines Small Group from Siena

5 hoursFree Cancellation

US$125US$119

Discover the medieval charm of Monteriggioni on a private luxury e-bike experience, ride scenic Tuscan roads, enjoy a curated lunch paired with fine wines, and end with an exclusive winery visit scheduled just for your group. More than a bike tour, this is a curated Tuscan experience for couples, families, and small groups seeking an authentic, relaxed, and elevated way to explore. Led by a professional local cycling guide, far from crowded routes, your ride is tailored to your pace, allowing you to fully enjoy the landscape and timeless atmosphere. Premium e-bikes ensure a smooth, accessible ride with minimal effort. The experience concludes with a refined lunch and wine pairing in a carefully selected winery, featuring a private dining room reserved for you and a private cellar visit without overlapping guests. A seamless Tuscan day blending cycling, culture, landscape, and fine wine — designed for comfort, privacy, and authenticity.

MONTERIGGIONI: Private Luxury E-Bike Tour with Lunch&Wine Pairing

MONTERIGGIONI: Private Luxury E-Bike Tour with Lunch&Wine Pairing

4 to 5 hoursFree Cancellation

US$512US$486

Explore the mesmerizing medieval cityscapes of Siena, “the ideal embodiment of a medieval city” described by UNESCO, composed of romantic hilly streets, vibrant atmosphere, rich culture, and numerous significant historic and architectural landmarks, including Salimbeni Palace – the headquarters of the oldest bank in the world in continuous operation, the Sanctuary House of Saint Catherine – the birthplace of a globally influential Catholic Saint, the pristine 11th-century Fontebranda with its sophisticated system still in use, the Gothic treasure of Siena Cathedral and its unfinished successor, the elegant Loggia of Merchandise - the iconic early trading venue of the medieval city, and the charming Camp Square - one of Europe's greatest medieval squares.

Discover Siena - Cathedral, Piazza del Campo & Medieval Treasures

Discover Siena - Cathedral, Piazza del Campo & Medieval Treasures

Discover the beauty of Belcaro hill, Siena, on a 6km hike that offers breathtaking views and an immersion in nature. This loop itinerary will take you through typical farms, vineyards and cool woods, making every step an opportunity to admire the Tuscan landscape. With a difference in height of 200 meters, it is ideal for nature lovers looking for an authentic experience just a few steps from Siena. - 6 km hike with open views and typical Tuscan landscapes - Moderate level loop itinerary - Discover farms, vineyards and cool woods along the way - Perfect for lovers of nature and Tuscan culture

Excursion on the Hill of Belcaro a stone's throw from Siena

US$29US$27

Castiglione della Pescaia is a fortified village overlooking the sea, a balcony overlooking the Tyrrhenian Sea. From here you can enjoy a panorama of rare beauty, among the most "rich and sweet in the Maremma". The view ranges from the Uccellina mountains to the heights of Punta Ala, from the coast drawn between the intense green of the pine forest and the blue of the sea; below, in the plateau (ancient kingdom of Lago Prile), the marsh of the Diaccia Botrona stretches out, with the elegant and evocative Red House in the foreground, one of the most representative examples of civil engineering that recalls the impressive reclamation work desired and built under the Lorraine. The well-preserved village has exposed stone streets, ancient portals, niches and arcades that chase each other ... all enclosed by mighty turreted walls. Castiglione della Pescaia is one of the most efficient tourist resorts of the Tyrrhenian Sea and in its canal port cradled fishermen's boats and "habituès" boats.

Guided tour of Castiglione della Pescaia

Guided tour of Castiglione della Pescaia

2 to 3 hoursFree Cancellation

Discover the beauty of Siena on a private walking tour through its most iconic landmarks, where medieval charm, art, and spirituality blend in perfect harmony. Your journey begins at Piazza San Domenico, closely tied to the life of St. Catherine, Siena’s patron saint. Just a short stroll away lies the Santuario Casa di Santa Caterina, a peaceful complex built around the birthplace of the saint. Nearby, you’ll come to Fontebranda, one of Siena’s oldest fountains. Your walk continues into the beating heart of the city: Piazza del Campo, a breathtaking shell-shaped square often considered one of Europe’s finest. Lined with graceful palaces and crowned by the Palazzo Pubblico and the Torre del Mangia, this is the stage for the world-famous Palio horse race. No visit to Siena would be complete without exploring the Duomo, a Gothic masterpiece adorned with black-and-white marble stripes, richly decorated interiors, and priceless works of art by masters such as Michelangelo.

Siena Private Walking Tour: Duomo & Historic City Highlights

Discover the vibrant traditions of Siena on a walking tour through its historic contrade, the city's unique neighborhoods. With a local guide, delve into the rich history and passion surrounding the Palio di Siena, a legendary horse race that embodies the spirit of the city. This two-hour journey takes you through medieval streets, revealing the ancient symbols and storied rivalries of each contrada. A highlight of the tour is exclusive access to a contrada museum, showcasing original Palio banners and traditional costumes, allowing you to connect with Siena's cultural essence like never before. - Walk through Siena’s historic contrade with a local guide - Learn about the Palio di Siena and its significance to locals - Exclusive entry to a contrada museum featuring fascinating artifacts - Perfect for culture lovers and history enthusiasts alike

Siena Walking Tour Explore the Historic Contrade and Palio Museum

Siena Walking Tour Explore the Historic Contrade and Palio Museum

US$69US$65

Fonteverde Terme entrance to the thermal pools

4 to 9 hoursFree Cancellation

US$46US$44

Winery tour and tasting in the Chianti hills

3 hoursFree Cancellation

Tour with Priority Entrance in Tuscany Abbey and Tasting

2 to 3 hoursFree Cancellation

US$161US$153

Learn to make traditional Italian ceramics in a 2- to 3-hour class. Choose from multiple start times and let the hands-on lesson begin. The class is a great creative experience for adults and children alike, making it the perfect family activity. After observing the ceramics making process, put your own design onto a magnet and another object. Pick up your creations the following day or have them delivered at your own expense.

Ceramic Experience in Siena Lesson

2 to 3 hoursFree Cancellation

US$115US$109

Hop aboard our eco-friendly electric tuk tuk and embark on a panoramic journey around Siena. As you wind your way through the picturesque hills surrounding the city, you’ll be treated to breathtaking views of Siena’s iconic landmarks and rolling countryside. Experience a tasteful "Aperitivo" and savour authentic Tuscan delicacies and a glass of fine wine. Please note, tours are normally in group

Siena E-Tuk Tuk panoramic Aperitivo with Local Snacks

Siena E-Tuk Tuk panoramic Aperitivo with Local Snacks

Experience the freedom of exploring without the extra weighting in Siena. Our luggage storage service ensures your belongings are secure, allowing you to enjoy the wonders of your destination with peace of mind. Whether you're waiting for a late flight, have arrived early for your stay, or simply want to explore without the burden of your bags, our service is the perfect solution. Store your bags at prime locations near major attractions, transport hubs, and popular areas, making your travel experience smoother and more enjoyable.

Siena: Luggage Storage

1 dayFree Cancellation

US$9US$8

It’s not just a cooking class: it’s a private Neapolitan pizza experience right in your holiday home. I will be the one to reach you, wherever you are staying: Apartment, Villa or Farmhouse. We will turn your kitchen into a real pizzeria for a day. Unlike the classic classes, this is a completely personalized experience: we will work together step by step, adapting to your timing and preferences. You will learn real techniques used every day in the pizzeria, from the secrets of the dough to baking, guided by a pizza maker with professional experience. The most special moment? Eat freshly baked pizzas together, in a convivial, authentic and private atmosphere. An experience designed for those who want to live something real, away from standard tourist activities.

Pizza Napoletana Experience in Siena

3 hoursFree Cancellation

US$92US$87

Exploring Siena with kids has never been so much fun! Your kid-friendly guide will introduce your family to Saint Catherine of Siena—one of Italy’s most important saints—with tales that spark imagination and curiosity. Then, make your way through the city’s narrow streets toward Piazza del Campo, where the legendary Palio horse race takes place, and your guide will share the thrilling traditions, pageantry, and playful rivalries. Nearby, you’ll discover Fontebranda, one of the oldest fountains in the city, and you’ll pause outside the Torre del Mangia. Even without climbing it, this tall bell tower inspires awe—and laughter—when kids learn the funny origin of its name. The tour concludes with a visit inside the magnificent Siena Cathedral. Its bold black-and-white marble stripes, intricate floors, and awe-inspiring sculptures are the perfect finale to your family’s journey. This family-friendly tour is a wonderful way to experience Siena’s beauty, history, and legends together.

Highlights of Siena Kid-Friendly Walking Tour with Local Guide

Hop on a full-day private tour to Florence and San Gimignano from Siena. Your adventure kicks off with a drive from Siena to Florence to explore the city center. Take a guided walking tour of the historic center and see key landmarks, including the Duomo, the Uffizi Gallery, and the Ponte Vecchio. Then, it's off to experience the medieval town of San Gimignano, known as the "medieval Manhattan."

From SIENA to visit Florence & San Gimignano by Minivan

From SIENA to visit Florence & San Gimignano by Minivan

9 hoursFree Cancellation

Direct Transfer from Hotel in SIENA to Hotel in ROME

2 hours 40 minutes to 3 hours 20 minutesFree Cancellation

Discovering the essence of Tuscany through a tasting of five craft beers is an authentic and engaging experience. Inside a real farm, surrounded by vineyards and olive groves of the Valdichiana, participants are accompanied on a guided tour through aromas, stories and local traditions. An Expert introduces each beer telling its characteristics, ingredients and curiosities, while the flavors are enhanced by a generous platter of cheeses, cold cuts and typical products of the territory. Each tasting is designed to create a balance between taste and conviviality, transforming the tasting into a moment of discovery and pleasure. It is the perfect experience for those who want to experience the most authentic Tuscany, away from the crowded tourist circuits and in direct contact with the local gastronomic culture.

Tasting of Craft Beers in Tuscany

1 hour 30 minutesFree Cancellation

⭐ Experience Highlights — What’s Included Historic Tour Explore our 1810 cellar, family chapel, and ancient olive press. Immerse yourself in Montechiaro’s heritage. Wine Tasting 3 organic wines: Chianti & Super Tuscans. Sommelier-led pairing with local specialties. Fresh & Organic Ingredients Garden-grown vegetables Extra virgin olive oil & organic jams Local cheeses (fresh & aged) Traditional Tuscan Flavors Bruschetta with tomato & basil, Artisanal cured meats Truffle sauces Notes Reservation required Dietary preferences/intolerances accommodated ✨ Taste Tuscany, sip tradition, and enjoy an unforgettable experience! ✨

Tuscan Brunch & Organic Wines

US$69US$65

Guess the wine: Taste and have fun with whoever you want!

1 hour 30 minutesFree Cancellation

US$172US$163

Wine Tasting In A Beautiful Tuscan Villa

3 to 6 hoursFree Cancellation

US$132US$125

Discover the Siena of the soul during the Jubilee with a local guide expert in religious itineraries. The tour includes the following itinerary: Native places and history of the life of Saint Catherine, patron saint of Italy and Europe, you will visit San Domenico where his relics are preserved, the birthplace and the famous chapel where he received the Stigmata in front of a wonderful wooden crucifix. We will talk about Saint Bernardino of Siena, and we will see the exact point from which he preached to the Sienese in Piazza del Campo where the tile of the exact point is still visible. You will visit the splendid Basilica of San Francesco which preserves one of the most important Eucharistic Miracles in the world, namely the miracle of the Sacred Uncorrupted Particles. We will talk about the famous Blessed Ambrogio Sansedoni and San Bernardo Tolomei who founded the monastery of Monte Oliveto. At the end you will have a rich tasting of local products in a typical place, cold cuts-cheeses-oil-wine to also restore the body, after the spirit.

Exclusive Tour of Siena Santa with Rich Final Tasting

Exclusive Tour of Siena Santa with Rich Final Tasting

4 hoursFree Cancellation

US$235US$223

Typical Tuscan Dinner with Tasting

Small-Group Montepulciano and Pienza Day Trip from Siena

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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

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

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

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.

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: Chianti Sunset Tour with Dinner & Wine Tasting

Craig_S, Sept 2026

Wine tasting in Siena

What an incredible day and a beautiful setting for a wine tour outside of Siena. We only thought we were getting a tour of the winery and some wine tasting but an incredible 4 course meal was included in the fee four our tasting and it couldn't have been more spectacular. Everyone was incredibly nice, especially Bene who was our guide for the day as we discovered the history of the winery and its origins. The wine was fantastic and we were able to also ship wine back to the United States for a nominal fee which was an added bonus. And the chef for the winery was fantastico!! Thank you again for an incredible day that was one of the biggest highlights of our trip so far, and only 15 minutes outside of Siena. Grazie Mille!!

Skip the Line: Siena Duomo and City Walking Tour

Kathy_T, Sept 2026

Wonderful tour of the Duomo

Our group was about 30. Claudia, our guide was easy to understand and answered lots of questions. Enjoyed thoroughly - especially the Duomo and the floors on display. They are viewable now - usually covered. Incredible pieces of art - on the floor. Our tour ended in the Duomo and then you can spend more time exploring inside.

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

Melissa_A, Aug 2026

Highly recommended

Hands down one of the highlights of our trip! My dad and I took a food tour in Siena with Jacopo, and he was incredible. Jacopo is amazingly knowledgeable, sharing fascinating local history and culinary stories alongside delicious tastings. Be prepared for a bit of a walk—which was a great way to explore the town and burn off some of the food! I can't recommend Jacopo and this tour highly enough

Hot Air Balloon Flight Over Tuscany from Siena

Suzanne_S, May 2026

Great customer service with Renato

Even though I wasn’t able to do my balloon ride due to inclement weather I would still very much like to pay my sincere compliments to the tour operator, Renato. He provided such excellent customer service…his genuine sense of caring and concern, his responsiveness and helpfulness all makes me definitely want to try to book another ride with him upon my return to Tuscany. Renato is a credit to Viator!

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!!