Tours in Siena

266 results

Siena Medieval Power Quest: Self-Guided Family Feud Game

38
Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure through time. Guided by your phone, you’ll follow in the footsteps of Siena’s powerful families as you solve 9 clever puzzles tied to the city’s most iconic landmarks and lesser-known corners. You’ll explore places like Fonte Gaia, Piazza del Duomo, Palazzo Tolomei, and even the world’s second-oldest bank - all while uncovering the dramatic story of a family’s rise to power during the Middle Ages. Every solved clue reveals another piece of the city’s rich history. What makes this tour unique? It blends real-world exploration with a historical escape game, letting you experience Siena not just as a tourist, but as part of its medieval drama. Perfect for families, couples, or solo travelers who love history, mystery, and a bit of strategy. Play at your own pace, offline or online—no schedule, no pressure.
1 hour to 1 hour 30 minutes
Free Cancellation
From
$7.06

Chianti Vespa Tour

5
Spend your day through the picturesque Tuscan landscape on an original Vespa scooter, enjoying peaceful roads that wind through the rolling hills of Chianti. This unique experience allows you to immerse yourself fully in the sights, scents, and sounds of the Tuscan countryside. As you navigate the winding roads, take in panoramic views of vineyards, olive groves, and ancient farmhouses dotting the landscape. Midway through your excursion, make a stop at a renowned winery nestled in the heart of the Chianti region. Here, indulge in a delightful wine tasting experience, savoring the flavors of locally produced wines that have been crafted with passion and expertise. After replenishing your energy, discover hidden gems off the beaten path, uncovering the rich history and culture that define this beloved region.
4 hours
Free Cancellation
From
$128.48

Private Tour of Siena Cathedral

23
In Piazza Duomo stands the imposing Cathedral of Siena and right here you will begin the visit. After an introduction about the extraordinary façade decorated with statues depicting philosophers, prophets and sibyls that seem to talk to each other, your guide will tell you the story of why the Cathedral was unfortunately left unfinished.The visit continues inside, where you will have the opportunity to admire the inlaid marble mosaic floor, the wonderful statues of Michelangelo, the Chapel of St. John the Baptist that houses a work realized by Donatello, the Chigi Chapel of Bernini, frescoes and paintings. The visit inside the beautiful Piccolomini Library is an unique experience. The frescoes realized by Pinturicchio and Raffaello depict scenes of the life of Enea Silvio Piccolomini who became Pope Pius II. During the period when the floor has been uncovered, the guide will also show and explain you some of the panels under the dome designed by the Sienese artist Domenico Beccafumi.
2 hours
Free Cancellation
From
$162.08

Siena Cathedral: shrine of treasures.

7
The guided visit of the Cathedral and its floor is a journey full of excitement. Come with Tuscany Art Trek and enjoy nearly a thousand years of history, not only upturned but also downturned, for once.
1 hour 30 minutes
Free Cancellation
From
$117.88

Private Premium Brunello Wine Tasting Tour & Food Pairing

8
Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of ​​Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values ​​of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the wine making process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.
1 hour 45 minutes
Free Cancellation
From
$104.91

Tasting of the Best Wines in Siena in an Etruscan Crypt

7
Taste the best Tuscan and national wines, accompanied by a selection of tasty local pecorino cheeses in a suggestive Etruscan crypt. My wine shop is one of the oldest in Siena and specializes in Brunello di Montalcino as well as presenting famous labels such as Masseto, Sassicaia, Ornellaia and other top wines. An explosion of taste you won't forget!
1 hour
Free Cancellation
From
$147.34

Brunello di Montalcino Wine Tasting with Tuscan appetizer in ancient residence

1
A special experience in a unique place: a "vertical” wine of "Le Chiuse" winery of Montalcino, our family's winery. You will taste the youngest wine "Arpaia" which is not yet suitable for aging, the "Rosso di Montalcino" which has a short aging and the "Brunello di Montalcino" with an aging of at least 5 years. We will offer you typical Tuscan fresh products in the frescoed sitting room, under the 5 meters vaulted ceiling. In case of good weather, we’ll show you an unforgettable panoramic view upstairs!
1 hour
Free Cancellation
From
$51.87

E-Bike rental in Tuscany

6
We were born here in Tuscany, we rent our e-bikes at discounted prices. We will provide you with all the information about our places and the best itineraries, both for beginners and for the more experienced. Cycling in our countryside is something unique. Like in a movie ....
1 day
Free Cancellation
From
$53.04

2 Hours Visit and Wine Tasting with tastings in Val D'Orcia

47
Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del Moro, or our oenologists, you will explore the Poggio del Moro estate - from the vineyards, to the oil mill, to the cellar and the barrique cellar - and you will learn the production process of our natural wines, free from pesticides and unnecessary production interventions. Poggio del Moro is an out of the ordinary boutique winery, an extraordinary open-air art gallery. In addition to our excellent wines, here you will find contemporary art exhibitions or artistic performances, which you can observe while visiting the cellar or tasting your wine in relaxation, an absolutely original and refined experience in an intimate and exclusive setting!
2 hours
Free Cancellation
From
$82.51

Dinner in the Vineyards - Small Group

30
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.
5 hours
Free Cancellation
From
$128.48

Adventure on horseback in the Tuscan countryside

2
Open the doors of the Sienese countryside on horseback and immerse yourself in the breathtaking landscapes of the Tuscan countryside. Cross vineyards, rivers, olive groves and roads with cypress trees. See and touch the flora and fauna of the Sienese countryside with a guide who will explain the various plants and animals and the history of the places you will encounter during the tour. The walks in the Sienese countryside are suitable for everyone, from beginners to experts. The horses used for the tours are well trained and calm, suitable for everyone. Stop for a picnic in the shade of the river in the Siena area or for a tour and tasting in a winery. Spend an unforgettable day and discover Tuscany with different eyes as you ride your horse, seeing and touching the historic countryside and traditions of Siena.
1 hour 30 minutes
Free Cancellation
From
$82.51

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

15
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.
1 hour 45 minutes
Free Cancellation
From
$82.51

Wine Class - Tuscan Classics

264
Are you a curious and thirsty traveler looking to uncork some of Tuscany's wine secrets? Come to the Tuscan Wine School for an informative and fun class to learn about Tuscany's most important, traditional wines led by an English-speaking local expert. Discover the history and legends behind Tuscany's most significant wines and learn to swirl, smell and sip your way through the different types and styles of wine. The tasting of wines is enhanced by a series of different sample foods, and food pairing tips will be discussed, leaving you able to make better choices when choosing from local names in the city's restaurants.
2 hours
Free Cancellation
From
$70.73

OPA SI Pass Siena Cathedral Complex Ticket

Discover the rich history and artistry of Siena with the OPA SI Pass, granting you access to the iconic Siena Cathedral Complex. This ticket includes entrance to remarkable sites like the Baptistery, Crypt, and Museo dell'Opera, showcasing masterpieces by renowned artists such as Michelangelo and Donatello. Enjoy the panoramic views from the Duomo Nuovo and delve beneath the Cathedral with the immersive 'Paths of Light' tour. Valid for three consecutive days, the OPA SI Pass saves you 50% on individual admissions while allowing you to explore at your own pace. Perfect for art enthusiasts and history lovers alike.
1 hour
From
$31.83

Private Luxury Olive and Wine off road tour

Unique experience visiting top olive oil producer for a class sampling 6 different olive oils, then visit an award winning winery off the beaten path for tasting and a la carte lunch. (Facility tours an option.) Our experienced guides are fluent in English. We can accommodate up to 6 people in our air conditioned Land Rover 4x4.
7 hours
Free Cancellation
From
$324.16

Pisa Traditional Food Tour

Tuscany and Pisa have always been synonymous with rich and fine food and there are many and varied aspects of the city that you can discover with our food and wine tour. Along with the locals, who live the city every day, we will take you to the city’s most popular and historic places and we will make you try the real “pisano” taste and flavours: starting from the typical rural tuscan salamis and cheeses, to the traditional focaccia “cecina” (from italian “ceci”: chickpeas), to conclude with an ice cream in one of the historical ice-cream stores in the city. If you want to really enjoy Pisa food tradition walking downtown and entering in restaurants that only local people know, join our Pisa food tour!
3 hours 30 minutes
Free Cancellation
From
$140.48

Full-Day Chianti E- Bike Tour

3
Discover the natural beauty of the Tuscan countryside by bike on a guided tour from Siena. See the Chianti region from a different perspective. Enjoy lunch and a wine tasting as part of this unique experience.
7 hours 30 minutes
Free Cancellation
From
$176.81

Private Plus Montalcino Wine Tasting in Paradise

4
Imagine stepping into a secluded haven, nestled among the rolling hills of Montalcino's northwestern slopes. Paradiso di Cacuci welcomes you, by appointment, to an intimate and personalized wine and culinary experience. Our guided tastings, reserved for individual visitors and small groups, take you on a sensory journey through the Brunello di Montalcino production process. Our tastings, exclusively private and by appointment, are designed to offer personalized attention and an unforgettable experience. Be captivated by the landscape's beauty, our region's history, and the quality of our wines. Reserve your private tasting today and uncover the true meaning of Paradiso di Cacuci.
2 hours 30 minutes
Free Cancellation
From
$175.63

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

288
Single ticket for 3 hours for the wonders of the Cathedral of Siena, Piccolomini Library, Museum, Panoramic Terrace, Baptistery and Crypt. Amazing experience around the Gothic Town most famous of the world. The ticket will be valid for three consecutive days from first entry.
1 hour to 2 hours
Free Cancellation
From
$22.75

Private transfer from Florence to Sorrento

4
This is the most comfortable way to get from Florence to Sorrento! I guarantee the best service for your car service. I'm a professional local drivers, 100%, properly dressed and English speaking, during your transfer I also can share some useful information about your destination. I have the utmost respect for my clients, and I am available 24 hours a day, 7 days on 7, 365 days a year, to provide the maximum support before, during and after your transfer from Florence.
6 hours
Free Cancellation
From
$825.13

Chianti E-Bike Tour from Siena

1
Enjoy an unforgettable half day e-bike guided tour in Chianti region, one of the most known wine region in the World. You’ll cycle surrounded by vineyards and olive groves, while enjoying the amazing views of the Tuscany countryside. The bike tour will take you to PIevasciata before to come back to Siena along the Eroica route, on paved and gravel roads. During the ride we’ll stop in a winery for a Chianti wine tasting.
4 hours to 5 hours
Free Cancellation
From
$223.96

2 hour Siena Private Guided Walking Tour

1
Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures of Siena on a 2 hours guided walking tour. The best way to take in Siena's important sites is on foot, as your guide tells you about the city’s noble families and the famous Siena palio along the way.
2 hours
Free Cancellation
From
$388.99

Siena Sightseeing Walking Tour with Food Tastings for Small Groups or Private

16
Come and discover Siena and its incomparable historic centre with our morning walk that aims at showing you the main attractions but also discovering some hidden gems. You can understand this wonderful medieval city in many ways and taste some of its best local products.
2 hours 30 minutes
Free Cancellation
From
$90.76

Siena Self Guided Audio Experience

1
Experience the breathtaking beauty of Siena on your terms with our premium self-guided audio experience. Unlike restrictive group tours, you'll enjoy complete freedom to explore at your own pace, lingering at sites that captivate you most. Our expertly crafted narration unveils hidden stories and exclusive historical insights that even locals are surprised to discover. The engaging, crystal-clear narration brings Siena's rich tapestry to life through storytelling that keeps you enthralled throughout your journey. You'll experience Siena as a true insider, discovering secret viewpoints and fascinating details that traditional tour groups hurry past. Our carefully researched content delivers a deeper understanding of Siena's magnificent heritage while allowing you the flexibility to customize your route, take breaks at charming cafés, or revisit favorite spots—all impossible with conventional guided tours.
3 hours to 9 hours
From
$9.00