Siena
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Truffle Hunting in Tuscany
Explore the mysterious, magical world of truffles, wander through the woods in the company of a local expert truffle hunter and his dogs and enjoy a unique and direct experience of this ancient tradition. Truffles are a seasonal delicacy but in this area we are very lucky, in spring we can find the Marzuolo or March truffle, in summer the Tartufo Nero Scorzone, a black Summer truffle, while in winter there are black winter truffles but also sometimes the famous " Bianco delle Crete Senesi", the highly prized white truffle. Outside our farm house we meet up with our expert truffle hunter and his wonderful dogs. To help you get the best of the companionship of the truffle hunter, a mine of information on truffles, the dogs, the woods and countryside and the local area in general you will be accompanied by an English speaking interpreter - generally an interpreter who also assists in the cooking classes and so able to give you tips on storing and using the truffles in the kitchen.
4.7(40)
2 Hours
Siena
- Free cancellation
From
$125
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Visit to the Bufale and Dairy farm with cheese tasting
Visiting our farm means exploring a historical reality of the Tuscan Maremma, a traditional family farm - which today has been able to transform itself into a 4.0 company based on the concept of circular economy. A journey between tradition and innovation. The route of the guided tour shows the entire sustainable supply chain of the company: from agriculture for the production of buffalo feed to cattle breeding in large outdoor fenced areas; from the production of milk to its transformation into cheese in the company dairy; from the use of agricultural waste to produce renewable energy in a biogas plant to reuse the process residue as an organic fertilizer.
4.7(15)
1h 30m
Siena
- Free cancellation
From
$77
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Chianti Vespa Tour
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.
4.7(6)
4 Hours
Siena
- Free cancellation
- Likely to sell out
From
$130
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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
$171
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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
$305
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Maremma natural park e-bike tour
Easy fully guided e-bike tour to discover the beauty of the Maremma natural park in 1 day. With a 30 km circuit, you will enjoy a fun cycling experience by visiting the best spots in the park. You will see the ruins of an ancient and beautiful abbey, from the top of a hill overlooking the sea, you will enjoy a breathtaking scenery, from there the park will be at your feet. You will have a relaxing picnic on a wild beach, you will discover the "Porte Vinciniane" and you will take wonderful photos from the bird-watching refuge from which you can admire the unspoiled nature of this place. This is the perfect opportunity for an active day with your family or friends.
4.7(3)
6 Hours
Siena
- Free cancellation
From
$238
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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
$900
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Viator
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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Lunch with Wine Tasting at Poggio ai Laghi Winery
You'll visit the winery’s production area and cellar, gaining an inside look at the winemaking process—from vine to bottle. The experience culminates with a guided tasting of the estate’s wines, right in the Poggio ai Laghi vineyard itself or at a nearby tasting spot, paired with a delicious lunch. Whether you're a wine lover or a curious traveler, this tour offers a rich and memorable experience rooted in tradition and flavor.
4.7(3)
1h 45m
Siena
- Free cancellation
- New
From
$53
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Viator
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle
Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino.
4.7(111)
1h 30m
Siena
- Free cancellation
- Private tour
From
$70
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Viator
Siena: Pasta and Tiramisu Small Group Cooking Class with Wine
Learn how to make pasta and tiramisu in a popular Siena restaurant. Enjoy a glass of Prosecco upon arrival, and a glass of wine with your meal.
4.7(108)
3 Hours
Siena
- Free cancellation
From
$88
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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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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
$475
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Viator
Pisa, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting
Depart from Siena and enjoy a full-day tour to Pisa, San Gimignano, and Chianti. Savor a traditional lunch at a Chianti winery with antipasto, fresh pasta, dessert, and a tasting of 3 local wines.
4.6(5)
11 Hours
Siena
- Free cancellation
From
$94
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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
$297
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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
$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
$137
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Viator
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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Viator
San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore the UNESCO historic center of San Gimignano at your own pace; step inside Monteriggioni’s perfectly preserved fortress. Follow the scenic Chiantigiana road to a cozy winery for a guided tasting of 3 Chianti wines and a zero-mile, 3-course lunch, finishing with cantucci & vin santo. Enjoy free time in Siena to wander Gothic lanes, browse artisan shops, and relax in lively enotecas. Quick stops at the striped Duomo and shell-shaped Piazza del Campo, home of the Palio. Ideal for travelers seeking art, wine, and views in one effortless day—round-trip transport and tour leader included. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
4.5(175)
11 Hours
Siena
- Free cancellation
From
$94
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Viator
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.
4.5(178)
5 Hours
Siena
- Free cancellation
From
$58
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Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket
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.
4.5(292)
1 Hour - 2 Hours
Siena
- Free cancellation
From
$23
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Viator
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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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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