Siena
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Private Tour of Siena Cathedral
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.
5.0(23)
2 Hours
Siena
- Free cancellation
- Skip the line
- Private tour
From
$163
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Viator
Private Tour: Secret Siena Walking Tour
Discover the older parts of Siena’s medieval centre and see hidden corners away from the crowded tourist areas, an exceptional itinerary to discover the quieter side of Siena.
5.0(112)
3 Hours
Siena
- Free cancellation
- Private tour
From
$332
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Viator
Hunt for the 10 Treasures of Siena
If you are looking for a unique and fun activity to involve the whole family in the interactive discovery of the most hidden but no less fascinating places in Siena, you cannot miss our Treasure Hunt! Furthermore, instant photography will allow you to appreciate the beauties of the city 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. Find out all the details, solve the puzzles and answer the quizzes to transform your visit to Siena into a unique memory to share with the whole family, young and old, and with friends. N.B. In the days of the Palio (29 June-2 July and 13-16 August) the treasure hunt 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.
4.9(39)
1 Hour - 4 Hours
Siena
- Free cancellation
- Private tour
From
$74
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Viator
Private Grape stomping at Chianti Farmhouse
Harvest has always been seen as a time of celebration in the countryside: after months of hard work and sacrifices, all those efforts are finally rewarded with the ripening of the grapes and the exciting moment of winemaking. Before mechanization, harvests were carried out by entire families, who would press the grapes with their bare feet inside large wooden vats. This gentle, traditional method was highly valued, as foot-pressing does not stress the grapes. This tour is highly recommended for those who want to enjoy a unique experience while discovering the true essence of life in the Tuscan countryside. A visit to a winery with wine tasting is included; depending on the season, guests can pick grapes or press grapes provided by us. Discover these amazing ancient traditions and create a genuine, high-quality product. The meeting point is at our office in Castellina in Chianti.
4.9(11)
4 Hours
Siena
- Free cancellation
- Private tour
From
$378
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Viator
Siena Top 10 Pula Tour
Our Polaguides will allow you to discover the most hidden, but no less fascinating places than Siena and instant photography will allow you to appreciate the beauties of the city 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. In the days of the Palio (29 June-2 July and 13-16 August) the normal route of the Top 10 in Siena 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.
4.9(24)
1 Hour - 4 Hours
Siena
- Free cancellation
- Private tour
From
$74
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Viator
Siena Cathedral: shrine of treasures.
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.
4.9(8)
1h 30m
Siena
- Free cancellation
- Private tour
From
$154
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Viator
Siena Family Tour
Two magic hours to discover the city with Your children! Children and adults will learn the city's history having fun and being enriched by anecdotes and legends from the Middle Ages! Magic is hiding in plain sight.... Stroll around the streets of Siena to discover the mysteries, reach the ancient castle and discover the symbol of Siena, the she-wolf, which from the top of its columns protects us. Learn about the 17 districts that we call Contrade and find the animals that represent them. The Contrade participate to the horse race twice a year, an incredible event! Have fun to watch the videos, find the stables where the horses sleep for four days and the little fountains hidden through the streets where the Sienese are baptized.
4.8(13)
2 Hours
Siena
- Free cancellation
- Private tour
From
$168
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Viator
Siena Tour and exclusive window on Piazza del Campo
A two hours enchanting walk, discovering Siena most beloved places. Start in front of the Basilica San Domenico, where the relics of St. Catherine are kept, then continues towards her ancient house. Stroll in the characteristic streets and reach the Cathedral. Decide with your guide if you want to enter shortly to see the unique marble floor and artworks by Donatello, Bernini and Michelangelo. Arrive at the famous Piazza del Campo, the main square, where the Palio (horse race), takes place twice a year. Discover this medieval tradtion and understand why it is so important for the Sienese. The Town Hall is an example of Italian architecture, which houses the important city museum. Admire also the Joyfull Fountain and listen to funny anecdotes about the mysterious river called "Diana". At the end of the tour visit our location in an historic palace, Palazzo Scotti, where you can take amazing pictures from our exclusive windows overlooking Piazza del Campo. Relax and enjoy your time!
4.8(40)
2 Hours
Siena
- Free cancellation
- Private tour
From
$207
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Viator
Secret Siena Walking Tour
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).
4.8(11)
2 Hours
Siena
- Free cancellation
- Private tour
From
$267
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Viator
Tarot Garden and Maremma Park
Intact, unspoiled nature in the Maremma Park with a carriage ride of about an hour or, depending on the availability of the Park Guides or reservations within the park system, we could change with an Easy Naturalistic Walk with tales of legends, stories of pirates, kidnapped girls and monsters of the sea. The duration is about 1 hour and a half. The Tarot Garden is, together with the Park Guell in Barcelona, the only splendid example of artistic architecture that the whole world envies us! The 4-course lunch in the typical Osteria will take you back in the time of healthy and local cuisine.
4.8(19)
6 Hours - 7 Hours
Siena
- Free cancellation
- Private tour
From
$522
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Viator
Discover the Medieval Charm of Siena on a Private Walking Tour
Decide with your guide if you want to have a 2 or 3 hours tour! Discover the treasures of one of the most beautiful cities in the world through the eyes of a local and immerse yourself in its art, culture and traditions as the horse race the Palio, which takes place twice a year. Stroll in the ancient streets and admire the Basilica of San Domenico, the St. Catherine of Siena Church, Piazza del Campo, Palazzo Pubblico, ancient palaces, the important pilgrims road, the Baptistery and the Cathedral. If you wish, visit also the inside of the Cathedral, where you will admire the artworks of important Italian artists, such as Michelangelo, Donatello and Bernini. If you are more interested in the Palio tradition, we suggest to visit a Contrada Museum. You will find out why this horse race is so important for the Sienese and admire the prizes won over the centuries. Customize your tour with your guide!
4.8(257)
2 Hours - 3 Hours
Siena
- Free cancellation
- Private tour
From
$184
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Viator
Kid tour in Siena
Guided tour of Siena for groups including children, that also adults can enjoy. Your professional guide will guide you through the city of Siena and explain to you in a fun and involving way its history, legends and traditions.
4.8(4)
1h 30m
Siena
- Free cancellation
- Private tour
From
$213
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Viator
Siena Cathedral: Private Tour
The Cathedral of Siena is an overwhelming monument that houses works of art from the Middle Ages to the contemporary period. Inside the church you can admire works by Donatello, Michelangelo, Bernini and discover their history with a professional guide and art historian.
4.7(7)
1 Hour
Siena
- Free cancellation
- Private tour
From
$142
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Viator
The Maremma
Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of Maremma are the most outspoken in Italy. History will take us back in time to the Etruscans.
4.7(3)
8 Hours
Siena
- Free cancellation
- Private tour
From
$898
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Viator
Guided tour of Castiglione della Pescaia
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.
4.7(3)
2 Hours - 3 Hours
Siena
- Free cancellation
- Private tour
From
$170
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Viator
Siena Private Walking Tour With A Professional Guide
The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures, some dating back as far back as the 13th-century. Explore and admire the spiritual and earthly monuments that retained both their medieval forms and their remarkable art sets. Come for a stroll to explore the city's top attractions.
4.7(3)
2 Hours
Siena
- Free cancellation
- Private tour
From
$304
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Viator
Siena Highlights Private Walking Tour With A Guide (Private Tour)
Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.
4.6(30)
3 Hours
Siena
- Free cancellation
- Private tour
From
$107
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Viator
Private wine tour of Chianti
Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will escort you to three wineries to see the differences in production methods and sample each wineries products. A lunch stop will be included at a local restaurant with the tour continuing after lunch. If you have a preference for smaller, less known producers let me know at time of booking and I will concentrate the afternoons bookings with this in mind. Suitable for 1 to 8 people. We provide the driver/vehicle, winery tickets & the knowledge you need. Tour approx. 930 thru 530pm. Lunch stop included in the tour (cost of lunch not included). This is a private tour, you are not joining another group! Specific wineries are subject to availability! Tours not in the summer season may require different wineries due to opening periods. Listed wineries are for the Chianti version, the Montalcino version will includes 3 Brunello producers
4.6(10)
6 Hours - 8 Hours
Siena
- Free cancellation
- Private tour
From
$474
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Viator
E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles
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. On our way back, we'll will make a stop at one of Italy's most beautiful villages, San Gusmé, where time seems to flow in a different pace.
4.6(12)
7h 15m
Siena
- Free cancellation
- Private tour
From
$296
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Viator
Siena Private Walking Tour: Traditions, Streets & Cathedral
Explore Siena on a private walking tour with an expert local guide and discover the city beyond the main tourist routes. Walk through the historic center, step into the city’s unique contrada neighborhoods, and learn about their traditions, identity, and centuries-old rivalries. Enjoy a guided visit inside Siena Cathedral (Duomo) with skip-the-line entry, and experience the city’s everyday life, artisan corners, hidden streets, and local food culture along the way. - Private walking tour of Siena with an expert local guide. - Historic center and Siena’s iconic contrada neighborhoods. - Skip-the-line entry and guided visit inside Siena Cathedral (Duomo) - Local food traditions, artisan culture, and hidden streets. - Choose a 2-hour intro tour or upgrade to the 3-hour extended tour. -Available in English, German, and French language options.
4.5(81)
2 Hours - 3 Hours
Siena
- Free cancellation
- Private tour
From
$183
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Viator
Private Vespa Tour in Chianti
While we take care of every detail, leave the chaos behind and enjoy the best of Tuscany’s landscapes from your stylish Vespa — perfect not only for avoiding traffic, but also for experiencing what being Italian truly means. We will stop as many times as we like throughout the day, discovering the Chianti area with its medieval villages, marvelous views, and some of the best wine producers in the world. Let us open the doors of one of the finest wineries in the region and introduce you to the secrets of this ancient craft. At the end of our ride, we will visit an organic farm and its cellar, relaxing on a terrace overlooking rolling hills covered with vineyards. A traditional Tuscan lunch will be served, prepared with fresh local ingredients and paired with a curated selection of wines. A symbol, a lifestyle, a unique memory. Previous experience with scooters or motorbikes is required. The meeting point is at our office in Castellina in Chianti.
4.5(8)
5 Hours
Siena
- Free cancellation
- Private tour
From
$378
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Viator
Siena Private Walking Tour with a Local
Skip the standard sightseeing tour and discover Siena through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized to you. Your Lokafyer is a passionate local who shares stories, hidden gems, and authentic tips you won’t find in a guidebook. They aren’t professional guides with memorized scripts, they're locals who love their city and want you to experience it like a friend would. Whether you’re interested in food, art, history, or simply exploring the neighborhoods beyond the tourist spots, your Lokafyer will adapt the walk to your interests. By the end, you’ll feel at home in the city, with insights to keep exploring on your own.
4.4(12)
2 Hours - 6 Hours
Siena
- Free cancellation
- Private tour
From
$57
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Viator
Siena Medieval Power Quest: Self-Guided Family Feud Game
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.
4.3(38)
1 Hour - 1h 30m
Siena
- Free cancellation
- Private tour
From
$9
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Viator
Private Montalcino and Pienza Tour from Siena
Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as a UNESCO World Heritage Site. This tour is designed to let you discover the most iconic and photographed corner of Tuscany, with its enchanted scenery and tree-lined avenues. We will explore the legendary road that stretches from Montalcino to Pienza, considered one of the most beautiful routes in Italy. Guests will enjoy one hour of free time in Montalcino to stroll, shop, or simply soak in the atmosphere, and one hour of free time in Pienza, the “ideal Renaissance city.” Here, you will also enjoy a cheese tasting in a traditional local shop, discovering the flavours of the famous Pecorino di Pienza. Pick-up and drop-off from your hotel or apartment in Siena are included.
4.0(3)
6 Hours
Siena
- Free cancellation
- Private tour
From
$554
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