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Siena Tours, Tickets & Excursions

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

star-5
448
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
US$174.65
From
US$174.65

Hot Air Balloon Flight Over Tuscany from Siena

Hot Air Balloon Flight Over Tuscany from Siena

star-4.5
56
There’s only one way to see Tuscany: from above. And the best way to do that is via hot air balloon. This 1-hour hot air balloon flight from Siena takes you above Tuscany to get a breathtaking view of the low-rolling hills, some clad in grape vines, others crowned by a rustic ancient villa. Ascend as high as 2,000 feet (609 meters) as you get a commanding view of the countryside and surrounding ancient villages and towns. Upon landing, enjoy a nice glass of sparkling wine to celebrate the amazing trip through the Tuscan heavens.
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  • 3 hours
  • Free Cancellation
From
US$338.39
Price varies by group size
From
US$338.39
Price varies by group size

Half-Day Brunello di Montalcino Wine Tour from Siena
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Half-Day Brunello di Montalcino Wine Tour from Siena

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35
Spend an afternoon in the wine town of Montalcino, tasting the prestigious Brunello di Montalcino and learning about wine production. This tour from Siena that tasting of local wine paired with salami and cured meat. Admire views of the Tuscan countryside from the pretty hill town and discover the region’s generations-old winemaking traditions.
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  • 5 hours 30 minutes
  • Free Cancellation
From
US$87.33
From
US$87.33

San Gimignano, Chianti, and Montalcino Day Trip from Siena

San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
56
Visit San Gimignano, Monteriggioni, and Montalcino on a day trip from Siena, and discover medieval architecture, wine, and stunning views of Tuscany. With ample free time in each of the hill towns, the tour also includes lunch at a Monteriggioni winery plus samples of Chianti and Brunello di Montalcino wine.
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  • 11 hours
  • Free Cancellation
From
US$109.16
From
US$109.16

Chianti and Castle Tour from Siena with Wine Tasting
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Chianti and Castle Tour from Siena with Wine Tasting

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73
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
US$92.78
From
US$92.78

From Siena: Pienza and Montepulciano Wine Tour

From Siena: Pienza and Montepulciano Wine Tour

star-4.5
55
Taste your way through Tuscany with this full-day wine tour of Montalcino, Pienza, and Montepulciano from Siena. Visit the charming town of Pienza and stop for one wine tasting each in Montepulciano and Montalcino.
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  • 10 hours
  • Free Cancellation
From
US$92.78
From
US$92.78

Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

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103
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
US$174.65
From
US$174.65

BRUNELLO COOKING CLASS - Lunch and Cooking with a view in a Brunello Winery

BRUNELLO COOKING CLASS - Lunch and Cooking with a view in a Brunello Winery

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59
Discover the fine food and wine of the Siena region with your own private guide on a full-day tour in Tuscany. Taste some of Tuscany’s great wine and cheese, take a cooking class, go to wine estates, and have a delicious lunch. Suitable for groups of up to eight people, this tour provides comfortable transportation in a Mercedes minivan with a professional driver.
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  • 4 hours
  • Free Cancellation
From
US$278.35
Price varies by group size
From
US$278.35
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

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69
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
US$174.65
From
US$174.65

Vespa Tour Including Lunch at a Chianti Winery from Siena

Vespa Tour Including Lunch at a Chianti Winery from Siena

star-4.5
86
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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  • 7 hours 30 minutes
  • Free Cancellation
From
US$140.81
From
US$140.81

Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

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23
When visiting Florence, spend a delicious day winery hopping in the renowned Chianti wine region. Visit three of the best estates for tastings of Chianti Classico and other top varietals, plus a gourmet lunch of Tuscan specialties. There's also time to soak up countryside culture and history with a stop in San Gimignano or Monteriggioni, two of Tuscany’s best-preserved medieval towns.
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  • 8 hours
  • Free Cancellation
From
US$249.37
Price varies by group size
From
US$249.37
Price varies by group size

Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

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114
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
US$120.07
From
US$120.07

Skip the Line: Siena Duomo and City Walking Tour
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Skip the Line: Siena Duomo and City Walking Tour

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294
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
US$38.20
From
US$38.20

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch Small Group

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch Small Group

star-5
48
Leave the planning and driving to someone else on this daylong winery tour specializing in Brunello di Montalcino—a wine produced in the vineyards around the town of Montalcino. Visit historic wine cellars and vineyards, have lunch in a winery in the hill town of Montalcino itself, and visit a winery in the nearby Nobile di Montepulciano area for good measure.
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  • 8 hours
  • Free Cancellation
From
US$271.80
Price varies by group size
From
US$271.80
Price varies by group size

Discover Siena with its Cathedral Guided Tour
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Discover Siena with its Cathedral Guided Tour

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7
Book our small group walking tour to discover both Siena's most famous monuments and its hidden treasures. Take advantage of pre-reserved, skip-the-line tickets for the Cathedral and start enjoying the sumptuous interior more quickly. Catch quiet moments in tucked-away squares and gardens as you stroll through the winding, well-preserved medieval neighborhoods of Siena. Learn the history behind the renowned Palio horse race from your local, expert guide.
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  • 2 hours
  • Free Cancellation
From
US$46.94
Price varies by group size
From
US$46.94
Price varies by group size

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

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25
Explore southern Tuscany with your own private guide on a full-day wine and food tour from Siena. Visit Pienza, Val d'Orcia, Montalcino, and more as you take in small towns, a 14th-century monastery, and sample Brunello di Montalcino, the famous wine of the region. Ride in comfort in a luxury Mercedes vehicle with a private guide who shares the best of the region.
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  • 8 hours
  • Free Cancellation
From
US$480.29
Price varies by group size
From
US$480.29
Price varies by group size

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

star-4.5
32
See Tuscany in classic Italian style by exploring the rustic region via a vintage Fiat 500, the classic, beloved and diminutive Italian automobile. Get picked up at your hotel in Siena and then ride to the stunning hilltop town of Monteriggioni, cruising through the rolling hills of Chianti along the way. Stop at a local vineyard and sample some delicious Italian wines with a hearty lunch of local fare. Follow the guide in a caravan. The number of participants on this small-group tour is limited to just ten, so you’re sure to get plenty of personalized attention from the guide.
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  • 7 hours 30 minutes
  • Free Cancellation
From
US$163.73
From
US$163.73

Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
103
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
US$81.87
From
US$81.87

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

star-5
40
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
US$54.58
From
US$54.58

Afternoon Semi Private Chianti tour from Siena

Afternoon Semi Private Chianti tour from Siena

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17
Discover the history of the Chianti region, visit Monteriggioni (a medieval castle and fortress), and stop by a boutique family-owned winery on this tour from Siena. Taste four different Chianti Classico wines paired with delicious Pecorino cheese, bruschetta, salame, and olive oil. Explore the historic cellar and learn about the wine production process.
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  • 3 hours 30 minutes
  • Free Cancellation
From
US$81.87
From
US$81.87

Half Day Truffle Hunting with Brunello Wine Lunch

Half Day Truffle Hunting with Brunello Wine Lunch

Truffle hunting + Pairing Lunch in a Brunello Winery The perfect day for foodies, nature seekers, & dog lovers. Enjoy the magic of Tuscany’s dense woodlands as you wander with your canine companions trained specifically for sniffing out buried truffles. Cross rustling streams & hike through the gnarled oak trees in search of these treasures, which are worth more than their weight in gold. Finish your hike at a picturesque farmhouse where you will enjoy some light appetizers featuring your freshly unearthed truffles. Then finish with a superb LUNCH IN A BRUNELLO WINERY where you will enjoy a three-course meal featuring your freshly unearthed truffles, pairing with their Brunello wines. Dates: September to November // March to May
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  • 8 hours
  • Free Cancellation
From
US$261.98
Price varies by group size
From
US$261.98
Price varies by group size

Small-Group Chianti and San Gimignano Sunset Trip from Siena

Small-Group Chianti and San Gimignano Sunset Trip from Siena

star-4.5
39
Sip world-class wine and watch the sunset on this day trip to Chianti and San Gimignano from Siena. Led by an expert guide, explore the medieval town of Monteriggioni and visit Chianti wineries for tastings. Then, head to the UNESCO-listed San Gimignano to see the sunset as you savor a traditional Tuscan dinner in a farmhouse overlooking the hills. Group size is reserved for eight people to keep the experience as intimate as possible. 
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  • 8 to 9 hours
  • Free Cancellation
From
US$174.65
From
US$174.65

Vespa Tour in Chianti with Lunch from Florence

Vespa Tour in Chianti with Lunch from Florence

star-4.5
42
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
US$140.81
From
US$140.81

Walking Tour of Siena with food & Chianti wine

Walking Tour of Siena with food & Chianti wine

star-5
29
Take a tour of Siena with a local, and get the lowdown on the city that the guidebooks can’t give. In a small group that’s limited to just ten people, you’ll explore Siena by foot to discover the history behind the UNESCO-listed Piazza del Campo and its nearby monuments, and sample classic food from Tuscany with Chianti wine.
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  • 2 hours
  • Free Cancellation
From
US$53.49
From
US$53.49

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What people are saying about Siena Tours

star-5
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
"Lunch at the vineyard was divine. Excellent wines, food, scenery, and company. Marlena our guide was knowledgeable and informative taking time to explain the areas we were driving through, the customs, and information about each winery."..."
star-5
Hot Air Balloon Flight Over Tuscany from Siena
"It was one of the best experiences we had in Tuscany and a great way to see the beautiful landscape of San Casciano in Val di Pesa (near Florence). The people from Balloon Team Italia were great and very friendly. When we landed in the field (of a farmer) they had brought an amazing breakfast. I would recommend this experience to anyone!!"..."
star-5
Half-Day Brunello di Montalcino Wine Tour from Siena
"The whole overall experience was great, the knowledge of the winery employees, the scenery and of course the wine. Also our guide Vincent did an awesome job."..."
star-5
San Gimignano, Chianti, and Montalcino Day Trip from Siena
"Great scenery, nice lunch at winery, with people from all over the world. Lovely hill town of SAN Gimignano.....best ice cream ever."..."
star-5
Chianti and Castle Tour from Siena with Wine Tasting
"The best way to spend quality time in Tuscany. Fantastic tour ! Our driver was so knowledgeable and friendly. The visits of both wineries were very interesting and wine tasting was soo good. I am very thankful for opportunity to visit wineries in Tuscany and to try different wines and also to spent time with such an amazing people !"..."
star-5
From Siena: Pienza and Montepulciano Wine Tour
"The tour was just incredible, the guide was polite, knowledgeable and friendly. The wine was divine highly recommended!"..."
star-5
Small-Group Montepulciano and Pienza Day Trip from Siena
"Guide was very helpful. Visited the countryside, small village, great vistas, lovely outdoor lunch with more views and wine. Pienza and Motepulciano are beautiful historic towns. Wine tasting was great. Perfect day"..."
star-5
BRUNELLO COOKING CLASS - Lunch and Cooking with a view in a Brunello Winery
"Great hosts that made our cooking class fun! Enjoyed the views and food we made together! Defo recommended!"..."
star-5
Small-Group San Gimignano and Volterra Day Trip from Siena
"I loved this trip especially the alabaster work shop in Volterra. Bring Plenty of euros because you will want to purchase a piece of hand worked alabaster. Some pieces are 500 or more. Gorgeous! The lunch was delicious and we purchased saffron. Very fun!"..."
star-5
Vespa Tour Including Lunch at a Chianti Winery from Siena
"Our guide, Matilde, cared much for our safety. Since we had no experience riding a Vespa, she suggested we drive a Fiat 500. This was so charming and the flip top was perfect for Tuscan weather. Lovely views, lovely food, lovely wines."..."
star-5
Chianti and San Gimignano - 3 Wineries and Lunch
"I have to say that my favorite part of this spectacular tour was meeting Sella at Monte Chiaro winery in Monteriggioni. Not only are the wines here outstanding but her love of wine, and regional foods are unmatched. She brings the wines to life with her presentation skills and we were sad to leave her. Sella says that "wine is food" and full of vitamins and nutrients. So, she has confirmed for me that wine for breakfast is a perfectly good way to start the day!"..."
star-5
Tuscan Cooking Class in Central Siena
"Great afternoon with Francesca. Although there was only the two of us, we had fabulous day. Learnt so much and had incredible Italian food. Would recommend"..."
star-5
Skip the Line: Siena Duomo and City Walking Tour
"Our guide Elio was so knowledgeable and helpful! It was a wonderful tour with great sights and very accessible."..."
star-5
Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch Small Group
"Patrizio was great. Very informative. Each of the wineries was unique and beautiful. And of course the wine was also excellent."..."
star-5
Discover Siena with its Cathedral Guided Tour
"This was such a great tour that my cousin and I did! We had a very friendly guide and learned a lot about the local culture of Sienna. It was very interesting to learn about the different contradas and how they interact."..."
star-5
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
"Our guide was so knowledgeable about the region and a joy to be around! This was the best part of our trip."..."
star-5
Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch
"All! The Fiat and Vespas and two guides. All friendly and created a great time. GREAT JOB!! Route was scenic and explanation of where we were and wine tasting and food were very well thought out."..."
star-5
Wine Tour with Wine Tasting in Siena
"My favourite part about the last 10 days in Italy. Don’t sleep on this, it was so much fun. The wine and food were perfect ❤️"..."
star-5
Tuscany Hiking Tour from Siena Including Wine Tasting
"The informative and interesting insight into farmers and peoples lives of the region was fascinating. E-ko was knowledgeable of all plant and fauna. A great day out !"..."
star-5
Afternoon Semi Private Chianti tour from Siena
"Our driver, Murad, was exceptionally friendly and informative - he was able to share videos of Palio di Sienna during the drive. Highly recommend!!"..."
star-5
Small-Group Chianti and San Gimignano Sunset Trip from Siena
"WOW!!! We relished the stunning views everywhere you looked! We caught the sunset while walking around San Gimignano and then had a lovely meal at Montemorli farm! Fabulous!!!"..."
star-5
Vespa Tour in Chianti with Lunch from Florence
"Great time and our guide gave us extra time to explore. Several stops and a good lunch. Exactly what you think of when you think of Tuscany."..."
star-5
Walking Tour of Siena with food & Chianti wine
"We had the most wonderful tour with Morad. He took us to a few spots off the beaten path that were spectacular. Including an ancient Etruscan cave. The food and wine we sampled were also great and he was very informative."..."
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