Siena
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Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano
DEPARTURE GUARANTEED! Enjoy a perfect day trip visiting 3 of the most impressive places in Tuscany. Montalcino, house of "Brunello" wine; Pienza, well known for the "Pecorino" cheese and Montepulciano where the undisputed symbol is the "Nobile di Montepulciano" wine! Please note that from November to April I cannot guarantee the restaurant with view, as stated in the inclusions. The Valdorcia has been recognized as UNESCO world heritage site since 2004, as it was an inspiration for many Renaissance painters. There you will be surrounded by impressive views, art, culture, amazing wine and delicious food! Your semi private tour will be on board of a premium minivan with an English speaking driver, air conditioning and free water. WHY CHOOSE ME? Secure bookings, Guaranted Departures! 48 hours Cancellation policy, best rates guaranteed! Group of maximum 8 people.
4.7(3)
10 Hours - 11 Hours
Siena
- Free cancellation
From
$272
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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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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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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
$379
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Pizza and Gelato Cooking Class
This experience lies in its blend of hands-on learning, authentic Italian traditions, and the serene beauty of the Tuscan countryside. The rich, rustic flavors of freshly made pizza dough paired with vibrant, locally sourced toppings create a true taste of Italy, while the creamy gelato offers a refreshing sweetness that perfectly complements the savory meal. The use of local Chianti wines adds an extra layer of depth to the flavors, enhancing every bite. All of this is set against the backdrop of a charming farm, where the atmosphere is as rich as the food itself, creating an immersive experience that’s both delicious and unforgettable. The combination of craftsmanship, culture, and breathtaking surroundings makes this activity uniquely flavorful in every way.
4.5(4)
4 Hours
Siena
- Free cancellation
- Likely to sell out
From
$136
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Montechiaro VIP Wine Experience
Exclusive visit to a historic cellar and olive mill Learning approach to tasting and organic winemaking Chianti & Supertuscan tasting, professionally paired with typical Tuscan products. Best Shipping all over the USA and Europe.
4.5(2)
2 Hours
Siena
- Free cancellation
From
$71
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Wine Tasting with Cured Meats and Cheeses in Siena City Center
Enjoy a wine and food tasting in Siena's stunning Piazza del Campo. Sip on local wines and savor a platter of regional cured meats and cheeses in a relaxed and welcoming atmosphere.
4.5(2)
1 Hour
Siena
- Free cancellation
- New
From
$43
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Hidden Castles & Chianti Wine Experience– Small Group
Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, salami, cheese, and extra virgin olive oil. Between tastings, stop at the medieval village of Monteriggioni for free time to explore or relax before returning comfortably to Siena. travel in an air-conditioned minivan for up to 8 people or a minibus for up to 30 people. Note :Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited
4.5(178)
5 Hours
Siena
- Free cancellation
From
$58
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Chianti Half Day Wine Tasting Tour from Siena
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.
4.4(9)
5 Hours
Siena
- Free cancellation
From
$58
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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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Siena Walking Tour with Audio and Written Guide by a local
If you're looking for a fun and curious way to visit Siena, you've come to the right place! With this digital guide created with the support of a local, you will be able to visit all the most important monuments at your own pace: Piazza del Campo, the Duomo, Basilica di San Domenico and much more! You'll get to know the stories and curiosities of Siena! But also you will discover everything about local foods, Italian aperitivo in authentic local restaurants, and much more! What are you waiting for?
4.3(37)
4 Hours - 5 Hours
Siena
- Free cancellation
From
$7
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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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Siena : Siena Guided Tour with Duomo or Museum
Splendid Classic Siena Tour with guaranteed departure from Via di Città at 11am in English and at 12.15pm in Italian. An expert local Guide will introduce you, in an interesting and pleasant way, to the history of Siena, the Duomo, Piazza del Campo and other monuments of the city. We will talk about the Palio, the districts and visit the lesser known and quieter corners of the city. Including entrance ticket to the Duomo. In case of religious celebrations or extraordinary closures (such as Sunday morning for Mass), the visit will be moved to the Antico Ospedale di Santa Maria della Scala, still guaranteeing a complete experience.
4.3(43)
1 Hour
Siena
- Free cancellation
From
$42
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Siena Scavenger Hunt & Highlights Self-Guided Audio Walking Tour
The Best Way to Discover Siena: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a traditional Ricciarelli almond cookie in a local pastry shop or enjoy the medieval atmosphere of the Piazza del Campo and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Cultural Context: Read the history and legends of each site as you explore. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Pinacoteca Nazionale, Baptistery of St John, Palazzo Piccolomini, Loggia del Papa, Tower of Mangia, Pubblico Palace, Fonte Gaia, Santa Maria della Scala, Facciatone, and the Duomo di Siena.
4.1(10)
2 Hours
Siena
- Free cancellation
- Private tour
- Special offer
From
$5
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Signature Brunello di Montalcino Wine Tour from Siena
Brunello di Montalcino, widely celebrated as one of the finest wines in the world, is the ultimate expression of a centuries-old winemaking heritage rooted in the passion, dedication, and traditions of the people of Montalcino. Passed down through generations, this remarkable legacy has transformed Brunello into a true icon of Italian excellence. Nestled atop a picturesque hill in the heart of Tuscany, the enchanting town of Montalcino is the birthplace and sanctuary of this extraordinary wine, crafted exclusively from carefully selected Sangiovese grapes. Surrounded by rolling vineyards, medieval charm, and breathtaking landscapes, Montalcino offers an authentic taste of Tuscany’s timeless beauty. Note Wine tastings take place in English, with your tour leader providing translation support when needed. A moderate amount of stairs and walking is involved During special events, opening times can change The tour itinerary may change, but all tour stops will be visited
4.0(66)
5h 30m
Siena
- Free cancellation
- Likely to sell out
From
$141
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Tuscan Chianti Hills Horseback Riding Tour
Prepare to immerse yourself in a memorable horseback riding experience through the Tuscan countryside, guided by a knowledgeable local equestrian expert. Designed for riders of every skill level, this gentle and scenic tour unfolds at a relaxed pace, giving you time to enjoy sweeping views and hidden landscapes that can only be appreciated on horseback. Expect an unforgettable journey surrounded by Tuscany’s natural beauty one that you’ll remember long after you return home.
4.0(61)
1h 30m
Siena
- Free cancellation
From
$89
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Wine tasting tour in the historic center of Siena
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.
4.0(4)
1h 30m
Siena
- Free cancellation
- New
From
$47
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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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Siena Private Walking Tour
On this private walking tour you will explore a city declared a UNESCO World Heritage Site. You will visit its most important places, such as the Siena Cathedral, Piazza del Campo, Torre del Mangi, Fonte Gaia, Market Square. The beautiful city of Siena is famous not only for its beautiful, historic buildings and the picturesque landscape that surrounds it, but also for its cuisine, art, museums, medieval cityscape and, of course, the Palio, the famous horse race held in the city twice a year.
4.0(3)
2 Hours - 3 Hours
Siena
- Free cancellation
- Private tour
From
$142
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Wine and Horses
Our business stands out for offering a unique experience that combines equestrian adventure with the sophistication of wine tasting. We are committed to taking travelers on a sensory journey through breathtaking landscapes and fine wines, enriching their experiences with the magic of poetry that permeates this land. We are proud to offer an opportunity to connect with nature in meaningful and memorable ways, while immersing ourselves in the timeless beauty of this destination. We invite our guests to book with us for an experience that will leave them inspired and satisfied, enriched by the unique combination of adventure, culture and gastronomy that only our business can offer.
4.0(2)
1 Day
Siena
- Free cancellation
From
$414
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Private E-bike tour in Chianti from Siena
Unsurprisingly, Tuscany is a favorite destination for cyclists: the views, the scent of the trees along the avenues, and the typical colors of the hills make this region unique for both tourists and locals. We will pick you up and return you to your hotel or apartment in Siena and guide you along a variety of cycling routes, from easy rides to challenging climbs for cycling enthusiasts. During the ride, you can stop freely to rest or admire the stunning landscapes of the Tuscan hills. At the end of the tour, a well-deserved full lunch awaits, featuring traditional Tuscan dishes paired with three selected wines. Your only task is to relax and savor the flavors while surrounded by one of the most beautiful areas in the world.
4.0(1)
6 Hours
Siena
- Free cancellation
- Private tour
From
$452
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Discover Siena: Guided Walking Tour and Cathedral Visit
Siena is a treasure trove of historical, artistic, religious and cultural riches all to be discovered. The best way to do it is on foot, admiring the changes to the town over the centuries and enjoying the spectacular scenery and curious particulars. With an authorized guide you will be able to appreciate the major tourist attractions like Piazza del Campo, the true heart of the town, the Palazzo Comunale (Town Hall), the Cathedral and the majestic Basilica of San Domenico. There will also be no lack of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palazzos, to the great tradition of the Siena Palio, but also to the stories of pilgrimage and saintliness that distinguish the town. The walk continues with a visit to the Cathedral that preserves the treasures of artists like Nicola Pisano, Duccio di Buoninsegna, Donatello and Gianlorenzo Bernini, besides its marvelous marble floor, which is a unique example in the history of art.
3.7(36)
1 Hour
Siena
- Free cancellation
From
$26
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Chianti Classico wine Tour and Tasting
Nestled in the Chianti hills, visit the estate, whose villa is the historical testimony of a history dating back to the year 1000, and taste high quality Chianti wines with a classic soul in this “Controlled and Guaranteed Designation of Origin” path, which begins in the vineyard and then takes you to discover the cellars
3.7(27)
1h 30m
Siena
- Free cancellation
From
$70
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Siena Audio guided walking tour 1h15 and 20 audio comments
Siena, the jewel of Tuscany, invites you to explore its rich medieval heritage on foot. This tour takes you through cobblestone alleys to iconic places such as the majestic cathedral, the famous Piazza del Campo, and the Basilica of San Domenico. Admire the unique architecture and immerse yourself in the fascinating history of this rival city of Florence. Enjoy captivating stories about the Palio, the contrades, and the artistic treasures of Siena. A perfect exploration for history and culture lovers looking for authenticity. - Discover 20 must-see sites in Siena in one day - Explore the Cathedral, Palazzo Pubblico and more - Enjoy a 3 km circuit, ideal for culture lovers - Easy access to the historic heart of Siena, perfectly pedestrianized
1.0(1)
1h 15m
Siena
- Free cancellation
- Private tour
- New
From
$7
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