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

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

star-5
331
Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this day trip from Siena. Led by an expert guide, travel to the cellars to learn about the production process and meet the locals behind the delicious red wine. Then, pause at a family-run winery for an authentic Tuscan lunch before exploring the village of Montalcino and the abbey of Sant'Antimo. Stop for additional tastings along the way and conclude with transportation back to Siena. Group size is reserved to eight people for a more intimate experience.
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  • 9 hours
  • Free Cancellation
From
$173.80
From
$173.80

Chianti and Castle Tour from Siena

Chianti and Castle Tour from Siena

star-4.5
54
Take the stress out of planning a day in Tuscany on this half-day small-group tour of the Chianti wine region from Siena, including transport. Enjoy an air-conditioned ride over to two popular wineries to taste wines and oils locals love. Plus spend some free time in Monteriggioni, and catch a glimpse of the town’s well-known medieval castle.
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  • 5 hours
  • Free Cancellation
From
$98.49
From
$98.49

Underground Wine tasting in Medieval Aqueduct Siena

Underground Wine tasting in Medieval Aqueduct Siena

star-4.5
3
Take your Tuscan wine tasting to the next level with this one-of-a-kind experience set in an authentic medieval aqueduct hidden below the historic city center. Settle in among brick vaults and tunnels dug directly into the stone to sip a selection of the top red, white, and rosé wines from the vineyards of Siena and Chianti, paired with local cheese and bruschetta drizzled with virgin olive oil.
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  • 1 hour 15 minutes
  • Free Cancellation
From
$69.52
From
$69.52

Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
60
See the hills of Tuscany in true Italian style with this action-packed day trip on a Vespa scooter from Siena. Set off on your scooter through the Tuscan countryside, your guide leading the way, as you and other scooter-riding participants make your way to a Chianti winery for lunch. Tour the vineyards and cellars, sample some wine and indulge in an antipasto lunch before heading back to Siena.
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  • 8 hours
  • Free Cancellation
From
$149.47
From
$149.47

Off-Road Tuscan Wine Tour from Castellina

Off-Road Tuscan Wine Tour from Castellina

star-5
11
Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at three wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop. The tour starts and ends in the village of Castellina in Chianti.
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  • 4 hours
  • Free Cancellation
From
$295.47
Price varies by group size
From
$295.47
Price varies by group size

Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena

star-5
49
Get medieval on this guided tour from Sienna to San Gimignano and Volterra. Head to the marvelously diminutive hilltop town of Monteriggioni and then stop for a while in UNESCO world Heritage-listed San Gimignano with its plethora of medieval towers and commanding views over the Tuscan countryside. Finally, spend some time in an alabaster workshop in Volterra before indulging in a rustic lunch at a Tuscan farm. This small-group tour is limited to just eight people, ensuring plenty of personalized attention from the guide. 
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  • 8 hours
  • Free Cancellation
From
$162.22
From
$162.22

Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
44
Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group limited to 12 as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier. Plus, a choice of morning or afternoon departure means you can slot this tour into even the busiest of sightseeing schedules.
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  • 3 hours
  • Free Cancellation
From
$83.33
From
$83.33

Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

star-5
59
Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.
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  • 4 hours
  • Free Cancellation
From
$117.92
From
$117.92

Dinner in the Vineyards from Siena

Dinner in the Vineyards from Siena

star-5
5
Spend an enchanted evening at a winery estate in Chianti on this half-day tour from Siena. Travel through the scenic landscape of Tuscany to reach the winery estate, then take a tour of the winery, capped off by wine tasting. Afterward, find your seat at a festively decorated table situated in the vineyards for a barbecue dinner accompanied by wine and music.
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  • 5 hours
  • Free Cancellation
From
$104.28
From
$104.28

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

star-4.5
81
Discover Tuscany's stunning landscape, culinary delights and UNESCO-listed sites on a day trip to Montepulciano and Pienza from Siena. Led by a local guide, admire the architectural gems of the Val d'Orcia region and stop at a dairy farm for lunch and samples of salty Pecorino cheese. Conclude your trip in the scenic hill town of Montepulciano, with an optional visit to a winery. Group size is limited to eight people, ensuring personalized attention from your guide.
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  • 8 hours
  • Free Cancellation
From
$162.22
From
$162.22

Tuscan Hills Horseback Riding Tour from Siena

Tuscan Hills Horseback Riding Tour from Siena

star-4
31
Giddy up! Traverse the hills of Tuscany via a unique mode of transportation with this guided horseback tour from Siena. Roam the rolling hills, some clad in grapevines, others blanketed with olive groves, as you and your horse calmly explore the region. Pass through rustic villages, all while learning about the history of the place from your guide. See stunning scenery that you would not have had the chance to encounter.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$86.90
From
$86.90

Small Group Market tour and Dining Experience at a Cesarina's home in Siena

Small Group Market tour and Dining Experience at a Cesarina's home in Siena

Would you like to discover the most authentic side of Italian gastronomy and share it with other enthusiasts of the “cucina italiana”? Enjoy this shared Market tour and typical Dining experience. Visit the vibrant local market and learn about the seasonal produce and secret ingredients. Then, head to your Cesarina’s house to enjoy a 3-course dining experience, showcasing the authentic regional dishes stored in the cookbooks of your host. You will take part in an experience which is so much more than just a lunch or dinner. You will make new friends, feel like one of the family and live like the Italians do.
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  • 4 hours
  • Free Cancellation
From
$126.30
From
$126.30

Skip the Line: Siena Duomo and City Walking Tour

Skip the Line: Siena Duomo and City Walking Tour

star-4.5
237
Indulge in one of Italy's most beautiful cities, Siena, during this sightseeing tour. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo, the superlative square that is home to the Palio, a wild horse race that takes place every July and August. Stroll the streets with your guide learning about the history of the place. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket. 
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  • 2 hours
  • Free Cancellation
From
$40.55
From
$40.55

Siena Historic City Walking Tour with Cathedral Option

Siena Historic City Walking Tour with Cathedral Option

star-5
67
Discover the treasures of one of the most beautiful cities in the world with a monolingual local guide and immerse yourself in its art, culture and traditions as the horse race the Palio, which takes place twice a year. With a small group you will explore the best that Siena has to offer. Your guide will accompany you along the ancient streets of Siena through the most beautiful sites such as: Piazza del Campo, Palazzo Pubblico, Palazzo Tolomei, Palazzo Salimbeni, the ancient via Banchi di Sopra, the Basilica of San Domenico, the Sanctuary of St. Catherine of Siena, the Baptistery and the Cathedral. You will visit also the inside of the Cathedral (ticket not included), if you choose the Cathedral option, where you will admire the works of art of important Italian artists, such as Michelangelo, Donatello and Bernini.
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  • 1 hour 30 minutes to 2 hours
  • Free Cancellation
From
$23.17
From
$23.17

Guided walking tour of Siena

Guided walking tour of Siena

star-4
13
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.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$23.17
From
$23.17

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket

star-4.5
169
The magnificent Duomo of Siena is one of the highlights of Siena’s UNESCO-listed historic center, but its popularity means that you could spend a long time queuing outside. This skip-the-line ticket ensures priority entrance and offers access to the Cathedral, the Piccolomini Library, the Baptistery of San Giovanni, the museum, and the Crypt.
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  • 1 to 2 hours
  • Free Cancellation
From
$22.36
From
$22.36

Truffle Hunting Experience in Siena Tartufi

Truffle Hunting Experience in Siena Tartufi

star-5
10
Ciao, I’m Alessandro, the owner of Siena Tartufi. I’m a truffle hunter from 20 years. I have 3 dogs, Moka and Freddie a Lagotto Romagnolo and Pepita, a black Labrador. I really love going outside with my dogs looking for truffles . In every season there are different types of truffle that will be collected and you can do it with us... My hobby is my job and my passion!
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  • 2 hours
  • Free Cancellation
From
$127.46
From
$127.46

Vespa Tour in Chianti with Lunch from Florence

Vespa Tour in Chianti with Lunch from Florence

star-4.5
35
Explore the beautiful Tuscan countryside in Italian style on an authentic Vespa scooter! Zip along hillside roads past historic villas, medieval villages, olive groves and vineyards. Stop at a local farm and winery for a fresh Tuscan lunch and tasting of Chianti wines. Drive your own Vespa, or ride with an experienced guide if you prefer.
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  • 6 hours
  • Free Cancellation
From
$149.47
From
$149.47

Private Tour: Secret Siena Walking Tour

Private Tour: Secret Siena Walking Tour

star-5
26
Discover the medieval streets of Siena with a personal guide at your side, and find hidden-away corners far from the tourist crowds. Create a personalized itinerary on this private 3-hour tour, departing from Piazza del Campo in the morning or afternoon. Walk past major monuments as you explore on foot.
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  • 3 hours
  • Free Cancellation
From
$243.33
per group
From
$243.33
per group

Siena by night 2-hours monolingual walking experience

Siena by night 2-hours monolingual walking experience

Breathe a magical atmosphere in Siena during the evening and find out the city from an unusual perspective. Enjoy this 2-hour walking experience with our monolingual tour guide and you won’t be disappointed. Hear many stories of Siena noble families and the phantoms that walk around the city in the night. The official guide will meet the guests and accompany them through the symbolic places of Siena, such as Piazza del Campo, Siena Cathedral and the Torre del Mangia. Finally, every secret of the city is going to take life. Prepare yourself for an exciting journey discovering Siena by night!
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  • 2 hours
  • Free Cancellation
From
$50.98
Price varies by group size
From
$50.98
Price varies by group size

Private Chianti Tour from Siena

Private Chianti Tour from Siena

star-5
2
This is a private tour so you will have a private vehicle and all the attention you need to enjoy your trip with a five-star service. A private tours will give you the advantages to enjoy truly the experience instead of the big bus tours where you have to follow a strict schedule. So relax while we discover the history of the Chianti region, visit the Fortress of Monteriggioni and the beautiful Winery. All the tour is performed by a licensed tour guide that will make you feel like a local.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$75.32
From
$75.32

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

star-5
25
Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.
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  • 4 hours
  • Free Cancellation
From
$52.14
From
$52.14

Share your Pasta Love: Small group Pasta and Tiramisu class in Siena

Share your Pasta Love: Small group Pasta and Tiramisu class in Siena

star-4
3
You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand and how to prepare 2 simple different kinds of pasta (filled pasta + fresh pasta) from scratch with your Cesarina. As the icing on the cake you will learn to prepare also the iconic Tiramisu. Share your passion for the Italian cuisine as you make new friends in this hands-on cooking class. It's a great way to truly experience Italian culture. • Learn to roll 'sfoglia' (fresh pasta) by hand • Learn to make 2 iconic pasta types • Learn to make the iconic tiramisu • Small-group cooking class with a maximum of 12 people. Share your passion for the Italian cuisine with other lovely guests • Enjoy an Italian Aperitivo to warm-up Cesarine is Italy’s oldest network of home cooks all over the country. They are welcoming hosts that open the doors of their own homes to curious travellers for immersive culinary experiences.
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  • 3 hours
  • Free Cancellation
From
$114.71
From
$114.71

Wine tasting at Bossi Castle

Wine tasting at Bossi Castle

star-5
5
Castello di Bossi produces some of the best wines in the world, making the production house one of the most famous among those working in the sector
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  • 1 hour
  • Free Cancellation
From
$34.76
Price varies by group size
From
$34.76
Price varies by group size

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What people are saying about Siena Tours

star-5
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
"This was our 2/3 trips led by Georgia. She was so attentive and Knowledgeable as a tour guide, and incredibly charming as a person. We loved all the wineries we went to & the tasting portions were beyond generous. We had a lot of fun & 100% recommend this tour!"..."
star-5
Chianti and Castle Tour from Siena
"Views were beautiful and wines were delicious! The castle was a medieval town and not one massive structure, but it was an enjoyable walk through. Our guide Vicentio was great and the hosts at each vineyard lovely."..."
star-5
Siena Vespa Tour Including Lunch at a Chianti Winery
"It was a wonderful experience riding down the country side. Our guide was very knowledgeable which made the whole tour even better."..."
star-5
Off-Road Tuscan Wine Tour from Castellina
"This is by far the best tour we took on a 2 week vacation in Italy. Our guide, Gia(?), was very knowledgeable, friendly and welcoming in introducing us to 3 wineries, including a family run winery in which a family style lunch was served. I would definitely recommend this tour."..."
star-5
Small-Group San Gimignano and Volterra Day Trip from Siena
"Fabulous guide Amber, and small group made this a wonderful tour. Amber was amazing!!!! Highly recommend Tuscan Escapes for all tours in Tuscany."..."
star-5
Wine Tour with Wine Tasting in Siena
"It was really nice. The wine, the food and the whole event were great. I learnt a lot and appreciated the conversation with the guide. Highly recommend it."..."
star-5
Tuscan Cooking Class in Central Siena
"We had an amazing time during the cooking class. It was easy to follow, but the meal we prepared was unique and delicious. In addition, we learned about the how the dishes we prepared fit into the broader culture of Siena and Tuscany; it was one of our favorite experience during our time in Italy. Highly recommend."..."
star-5
Dinner in the Vineyards from Siena
"What a wonderful way to experience a boutique winery! The dinner courses were delicious as was the wine (and olive oil and balsamic offerings) We ordered a variety of wines as the price was great and so were the shipping costs, and it arrived home shortly after we did. Our driver/host was so fun and gracious and we loved visiting the walled castle town of Monteriggioni prior to our arrival to the winery. Our tour from Siena joined up with their other tour from Florence so it was a lively evening with fun people."..."
star-5
Small-Group Montepulciano and Pienza Day Trip from Siena
"Incredible day trip! We couldn’t have had a better guide, the views were phenomenal and the lunch was even better than expected."..."
star-5
Tuscan Hills Horseback Riding Tour from Siena
"We had a great afternoon with our guild riding up and down the hills of Seina. She was fabulous, fun and a great guild. We saw wild life which included sheep. Went through wine and olive fields, walked and ran when we wanted to - Just and great time"..."
star-5
Skip the Line: Siena Duomo and City Walking Tour
"Fantastic tour! Our guide was knowledgeable and passionate about this wonderful place (wish I could remember her name!). It was just the right length of tour for our group. Absolutely recommend!"..."
star-5
Siena Historic City Walking Tour with Cathedral Option
"Excellent historical perspective including time line of key events and their link to the existing structures in the town. Clear description of artistic aspects of the contents of the Duomo."..."
star-5
Skip-the-Line Siena Cathedral Duomo Complex Entrance Ticket
"The cathedral was magnificent . The process for skip the line tickets was fine , but would be better if we did not have to redeem voucher . I take many of the Viator tours and most of them voucher is ticket."..."
star-5
Vespa Tour in Chianti with Lunch from Florence
"We had a lovely tourguide named Lucca. We wouldn't have minded a somewhat higher pace than 30km/h. The winetasting and lunch were great!"..."
star-5
Private Tour: Secret Siena Walking Tour
"Claudia is a fantastic tour guide, she is so warm and kind, we learned about so many interesting facts and legends! Thank you Claudia you were amazing, your city is bellisima❤️"..."
star-5
Tuscany Hiking Tour from Siena Including Wine Tasting
"The whole experience was fantastic. The hike was incredible and our tour guide, Francesco, was a joy to hike with. The wine tasting was the perfect end to the journey. 10/10 recommend"..."
star-5
Share your Pasta Love: Small group Pasta and Tiramisu class in Siena
"lvaro was the most friendly and Caring host. We loved the experience. His family is also very engaged."..."

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