All Siena Tours &amp; Excursions in 2026 - page 12

Guided Hiking Tour of the Lost City of Vitozza

2 to 3 hoursFree Cancellation

from $99

Discover the enchanting landscapes, mouthwatering flavors, and intriguing history of Cortona and Montepulciano on a private day tour from Siena. This excursion is designed for travelers seeking an immersive and authentic sightseeing experience in Tuscany. As you marvel at spectacular vistas, savor tastings at renowned wineries, and gain insights into the towns’ Renaissance art, your guide will provide illuminating commentary that takes you out of the guidebook and into the heart of Tuscan culture.

Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings

8 hoursFree Cancellation

from $303

Exclusive Montalcino Wine Experience

7 hours 30 minutesFree Cancellation

WHY CHOOSE US? Explore the beautiful city center of Siena at your own pace. This self-guided audio tour will take you to all the well-known spots and undiscovered gems of Siena. Go on a journey of discovery with your virtual audio guide and get to know Siena and its history in a unique way. - Walk at your own pace - The most beautiful walking routes and best stories - Unexpected discoveries - Route guidance via audio & GPS - Works offline and with phone in your pocket, hands and eyes free.

from $525

Siena: City Walk with Audio Guide in 7 Languages on your Phone

Siena: City Walk with Audio Guide in 7 Languages on your Phone

3 to 4 hoursFree Cancellation

from $9

Finding wineries deep in the Chianti countryside is tricky for first-timers in the region. This experience removes the guesswork, taking you on a tour of the historic Montechiaro Estate. Enjoy tasting multiple Chianti and Supertuscan wines, including rare varietals from the Arteliquida project, paired with traditional Tuscan specialties from olive oil to artisan cheese. Ideal for foodies looking for an opportunity to sample local flavors.

Montechiaro VIP Wine Experience

2 hoursFree Cancellation

This is not a simple walk with alpacas, but a bachelorette party designed as an authentic moment of sharing, immersed in the true Tuscan countryside. The experience is completely private and customizable: each group is welcomed in an intimate and relaxed atmosphere, away from mass tourism. Alpacas are not only a scenic presence, but an integral part of the experience, with which you can interact up close and live spontaneous and fun moments. The relaxation area is custom-made for the bride-to-be, creating an environment with attention to detail, perfect for unforgettable photos and for a special toast with dearest friends. Here you will not find a standardized event, but an experience built around your group, where nature, friendship and party come together to create authentic memories before the big day.

(2)

from $70

Walk in the Tuscan hills with alpacas: a special moment for the bride-to-be and her friends.

Exclusive Hen Party with Alpaca and Aperitif in Tuscany

3 hoursFree Cancellation

from $163

Winery tour and tasting in the Chianti hills

3 hoursFree Cancellation

Private Luxury Olive and Wine off road tour

from $70

7 hoursFree Cancellation

Discover the treasures of the Civic Museum in the Public Palace, superb example of Gothic architecture and symbol of the city of Siena. It preserves beautiful works of painting and sculpture, along with extraordinary frescoes by the Sienese school of painting such as the Maestà and the Portrait of Guidoriccio da Fogliano by Simone Martini, and the Cycle of Good Government and the Cycle of Illustrious Men. IMPORTANT: If the time slot indicated by the customer is no longer available, the museum will confirm the first available time slot closest to the indicated time

from $321

City Florence Audioguide & Siena Civic Museum Entrance Ticket

2 hours

Indulge your sweet tooth with a hands-on dessert cooking class in the heart of Tuscany with our Italian Chef to add a taste of Tuscany while tasting our exclusive wines. You'll whip, layer, and taste your way through the traditional recipe using fresh, local ingredients—eggs, mascarpone, espresso, and more. Whether you're a beginner, this class is easy, fun, and perfect for all ages. While your dessert sets, relax with a glass while tasting our exclusive wines. This experience is all about sweet memories and delicious bites. You'll leave with a full heart, full belly, and the recipe to recreate your tiramisu anytime. 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.

from $34

Cooking Class: Dessert & Tuscan Wine Tasting

Cooking Class: Dessert & Tuscan Wine Tasting

3 hoursFree Cancellation

This experience is led by Paolo Nenci, one of Italy’s first “digital farmers”, followed by thousands of people online for his innovative approach to wine and agriculture. The winery was awarded in Dubai in November 2024 for excellence in extra virgin olive oil, a recognition of quality and craftsmanship. You will also taste wines produced with traditional methods, including the historic Vin Santo made with a fermentation mother dating back to 1820. An authentic, award-winning experience in the Tuscan countryside near Montepulciano, far from mass tourism.

from $94

Wine Tasting near Montepulciano 5 Wines Tuscan Light Lunch

Wine Tasting near Montepulciano 5 Wines Tuscan Light Lunch

1 hourFree Cancellation

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.

from $52

A unique day unfolds in the heart of Tuscany, where fragrance meets flavor. Begin by creating your own signature perfume from natural botanical essences at a picturesque lavender farm. Then, transition to a hands-on cooking class at a family-run wine farm near San Gimignano, where you’ll prepare a traditional Tuscan lunch using fresh, aromatic herbs. Savor your culinary creations paired with biodynamic wines, extra virgin olive oil, and traditional balsamic vinegar, making for an unforgettable multi-sensory experience.

Siena: Luggage Storage

1 dayFree Cancellation

from $9

Lavender and Tuscan Kitchen Perfume and Cooking Experience

Lavender and Tuscan Kitchen Perfume and Cooking Experience

7 hoursFree Cancellation

from $711

Chianti Classico Gallo Nero tasting in the heart of Siena

Book an authentic wine experience in the heart of Siena, a few steps from Piazza del Campo, without having to move out of town. This tasting is ideal for those who want to get to know Chianti Classico Gallo Nero in a clear and engaging way, even with little time available. In an intimate and welcoming environment, you will taste 3 glasses of Chianti Classico selected by the province of Siena, accompanied by simple but in-depth explanations about the territory, soils and production methods. This is not a generic tasting, but a guided tour designed to make you really understand what makes Chianti Classico unique. The central location, the balanced duration and the approach suitable for both beginners and enthusiasts make this experience perfect to include in your itinerary in Siena. An ideal opportunity to experience Tuscan wine culture in an authentic, comfortable and quality way.

Chianti Classico Gallo Nero tasting in the heart of Siena

1 hourFree Cancellation

This is an exclusive tour for you and your loved ones and, comfortably seated in the car you can enjoy the beauty of the places. In fact, we will see fascinating landscapes that are a little lost in time. In fact, the Maremma, in addition to being considered the new Eldorado for its powerful and elegant wines, offers wild and splendid landscapes. The typical local cuisine is Mediterranean. The people of Maremma are the most outspoken in Italy. Furthermore, the story I told will take us back in time to the Etruscans. As our ancestral ancestors did, you can, if you wish, take a thermal bath in the Saturnia waterfalls. New shower and toilet rooms available.

from $41

Exclusive Saturnia and City of Tuff

8 hoursFree Cancellation

Uncover the soul of Tuscany on this 8-hour private tour through three of its most iconic towns: Siena, San Gimignano, and Monteriggioni. Travel in style aboard a luxury NCC van, accompanied by a local guide who brings the history and culture to life. Siena: Stroll through the medieval streets of this UNESCO World Heritage city, marvel at the stunning Piazza del Campo, and visit the inspiring Cathedral. San Gimignano: This hilltop town will enchant you with its skyline of towers and artisan shops. Enjoy free time to explore the village. Monteriggioni: Step back in time in this perfectly preserved medieval village nestled among olive groves and vineyards. Its fortress walls and quiet charm will transport you to another era. No Tuscan journey is complete without indulging in its world-renowned flavors. You’ll be treated to an exclusive wine tasting experience at a local winery, sampling celebrated Chianti wines paired with regional delicacies like pecorino cheese, and cured meats.

from $448

Per group

Siena, San Gimignano and Monteriggioni Wine Tasting and Tour

Siena, San Gimignano and Monteriggioni Wine Tasting and Tour

8 hoursFree 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.

from $1,166

Per group

Tuscany 3-Days 5-Cities Flexible Sightseeing bus tour

Tuscany 3-Days 5-Cities Flexible Sightseeing bus tour

3 daysFree Cancellation

Visit to the Farm and walk with the Alpacas

from $81

1 hour 30 minutesFree Cancellation

The Montalcino hills are home to some of Tuscany's most prestigious wineries, but sussing out these small producers on your own can be a challenge. On this tour, access a premier family-owned cellar set in a medieval castle for an exclusive guided tour and tasting with a group capped at just 15 people. Learn about the history and production of award-winning Brunello di Montalcino wines, then sample three different vintages paired with artisan Tuscan cheeses.

from $52

Montalcino: Guided Winery Tour with Tuscan Wine & Cheese Tasting

Montalcino: Guided Winery Tour with Tuscan Wine & Cheese Tasting

2 hoursFree Cancellation

Pick up e Drop off from Siena. Join us for a hands-on cooking class where you’ll master the techniques of preparing authentic Tuscan pasta, all while enjoying a delightful meal paired with our exquisite wines, including Brunello di Montalcino. You’ll have the chance to explore our historic cellar and indulge in a feast featuring a selection of mixed Tuscan appetizers, homemade pasta, and dessert, all accompanied by three organic wines, including Brunello and Rosso di Montalcino. As part of the tasting experience, you’ll even have the opportunity to sample wine straight from the wooden barrel! Feel free to capture the moments and share your culinary adventure on your social media!

from $47

From Siena Pasta Class with Brunello Tasting and Lunch

From Siena Pasta Class with Brunello Tasting and Lunch

2 hours 30 minutesFree Cancellation

The Experience includes: - Guided by your chefs and Sommeliers, you will prepare a seasonal menu using fresh, organic ingredients sourced directly from your estate. - The experience will be led by a Sommelier who will pair three organic wines with your traditional dishes. - Tasting of your organic extra-virgin olive oil. - The menu can be adapted for special dietary needs or intolerances. Minors can be offered alternative beverages.

from $302

Tuscan Cooking Class and Tasting Lunch

3 hours

Highlights - Historic Estate Tour: Guided 90-minute visit of Montechiaro Villa (since 1760), including the original wine cellar, aging rooms, and ancient olive mill. - Vineyard Walk: Self-guided stroll through scenic vineyards before or after your tasting. - Seated Wine Tasting: Enjoy four organic wines, including our signature Chianti and award-winning Super Tuscans. - Food Pairing: Traditional Tuscan delicacies perfectly matched with each wine. - Personalized Experience: Our expert Sommelier adapts the tasting to your preferences.

from $197

Wine Tour & Tasting - Organic Chianti & Supertuscan

Wine Tour & Tasting - Organic Chianti & Supertuscan

1 hour 30 minutesFree Cancellation

Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and its districts and instant photography will allow you to appreciate the beauties of each district 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. Transform your visit to Siena into unique memories to share with the whole family, young and old, and with friends. N.B. During the days of the Palio (29 June-2 July and 13-16 August) the 17 Fontanine di Contrade 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.

from $52

PolaTour The 17 Fountains of the Contradas of Siena

PolaTour The 17 Fountains of the Contradas of Siena

1 to 4 hoursFree Cancellation

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. We will be visiting typical medieval villages, get in touch with local wine and food producers as well as artisans, and stop along the way to take some picturesque photos that will become indelible memories. An experienced tour guide will lead you around and show you the way as only a local can. The tour ends in a local farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico. We will have the chance to visit the property including the cellar and then relax where a traditional Tuscan lunch will be served, all accompanied by their wines. Pick up and drop off from your accomodation in Siena included.

(7)

from $72

Per group

Private Vintage Fiat 500 tour in Chianti From Siena

5 hoursFree Cancellation

from $475

Skip the Line: Siena Duomo and City Walking Tour

...

11 12 13

Top Attractions in Siena

1 / 2

The magnificent Gothic and Romanesque structure of Siena Cathedral (Duomo).

Attractions

What are people saying about Siena

sarah_h, Jun 2026

We as a family of 4...

We as a family of 4 adults really enjoyed this tour. Our guide Elio made it so interesting with his sense of humour and also by interacting with us and asking questions to keep us engaged. He was very knowledgeable and could answer any question put to him. I would highly recommend this tour.

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

Diana_S, Jun 2026

Excellent and highly recommended!

The class was very well organized, easy step-by-step processes for an outstanding 4 course meal (made by us)! We used all simple ingredients that are available everywhere so we can reproduce the recipes. Chef Francesco answered all questions with patience and great knowledge! It was one of the highlights of our trip! Highly recommended!

Small-Group Montepulciano and Pienza Day Trip from Siena

Jennifer_H, Jun 2026

Our time in Montepulciano...

Our time in Montepulciano was one of our favorite days in Italy. Giovanni was an exceptional guide and he taught us so much about the wine and the area. We highly recommend Tuscan Wine Tours as they book small wineries. Our delicious lunch was at a dairy farm where we overlooked the gorgeous Tuscan region.

Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

lisa_s, Jun 2026

Great family fun in Siena

This was such a fun experience! Our instructor was amazing, personable and knowledgeable and we learned some great tips and techniques. The cooking space was light, bright and wonderful. It was so fun to eat our pasta and tiramisu at dinner afterwards. Our family of 7 adults had a great time. We highly recommend this class!

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

Donna_N, May 2026

Must do tour!

Absolutely amazing experience in the Tuscan countryside. Our tour guide Paulo was so much fun and so knowledgeable of the area and the history of Siena and the region. All three wineries offered fantastic tasting experiences and were so welcoming. Lunch with the wine maker at his home was a highlight. This tour is an absolute must!

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

Karen_G, May 2026

Fun and informative cooking class!

We gathered for a glass of prosecco and introductions to start. First we learned how to make and assemble tiramisu - simple yet precise. Then we made and kneaded pasta dough. We stretched the dough through a pasta machine then made 3 shapes - ravioli, tortellone, and tagliatelle. Our instructor, Joanna, was fun, energetic and positive. She gave great tips throughout and praised us, even when our shapes didn't turn out quite right. 😄 We enjoyed a hearty lunch of each pasta with a complimentary sauce. The wine tasting option was great, as we tasted new varieties of wines that paired well with the pastas. Overall an excellent experience - highly recommend!

Siena: A Wine Tour and Tasting Experience

Joseph_M, May 2026

A wonderful wine experience

Cristian was a fantastic host/guide! He was very knowledgeable about the wine growing, harvesting, and distillation processes. There was a great assortment of wines, perfectly paired with food & dessert. He and the staff also helped with getting taxis back to Siena train station, which was very kind and helpful. It was a great way to spend the day in Siena, have great food, and learn about wine.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Desmond_R, May 2026

Awesome experience

It is a small bit of everything you'd want to experience at a vineyard ☺️. The guide and her team are friendly, helpful and happy that you are their guests. We enjoyed the small tour of history and the 3-course meal was a light delight. The wines were delicious 😋. Lovely experience for the price at hand.👌🏾

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!!

Hidden Castles & Chianti Wine Experience– Small Group

Christina_P, Nov 2025

Great guided experience with Luca

Our guide Luca was very knowledgeable and gave great information all day throughout the tour. He had good recommendations for restaurants in the cities we visited, and explained the different wines and products very well. The tour itself was nice, with visits to two wineries and some cities with impressive views over the hillside in Tuscany.

Hot Air Balloon Flight Over Tuscany from Siena

Marita_L, Oct 2025

Absolutely an experience not to miss

They do a great job in making sure that the flight will be safe, gauging the weather and letting you know if it has to be canceled or moved to a new location. While a new location can be inconvenient it is for your safety. I appreciate the care they take. The experience was extraordinary. The staff was very helpful and they treat you with kindness and respect.