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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
324
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
  • Taking safety measures
From
$178.77
From
$178.77
Taking safety measures

Chianti and Castle Tour from Siena

Chianti and Castle Tour from Siena

star-4.5
48
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
  • Taking safety measures
From
$83.42
From
$83.42
Taking safety measures

Half-Day Brunello di Montalcino Wine Tour from Siena

Half-Day Brunello di Montalcino Wine Tour from Siena

star-4
15
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
  • Free Cancellation
  • Taking safety measures
From
$83.42
From
$83.42
Taking safety measures

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
25
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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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$178.77
From
$178.77
Taking safety measures

Wine Class - Tuscan Classics

Wine Class - Tuscan Classics

star-5
239
Are you a curious and thirsty traveler looking to uncork some of Tuscany's wine secrets? Come to the Tuscan Wine School for an informative and fun class to learn about Tuscany's most important, traditional wines led by an English-speaking local expert. Discover the history and legends behind Tuscany's most significant wines and learn to swirl, smell and sip your way through the different types and styles of wine. The tasting of wines is enhanced by a series of different sample foods, and food pairing tips will be discussed, leaving you able to make better choices when choosing from local names in the city's restaurants.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$47.67
From
$47.67
Taking safety measures

Wine Tour with Wine Tasting in Siena

Wine Tour with Wine Tasting in Siena

star-5
38
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
$85.71
From
$85.71

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

Full-Day Winery Tour in Montepulciano with Tasting and Lunch

star-5
38
Explore Tuscany beyond Florence or Siena with a full-day wine tour. Get picked up at your hotel for a small-group tour to visit local wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
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  • 8 hours
  • Free Cancellation
From
$237.16
Price varies by group size
From
$237.16
Price varies by group size

Small-Group Chianti Wine-Tasting and Castles Trip from Siena
Likely to Sell OutLikely to Sell Out

Small-Group Chianti Wine-Tasting and Castles Trip from Siena

star-5
37
Discover the fine wines and rich historical heritage of Chianti on a full-day trip from Siena. With a knowledgeable guide, travel through the sublime Tuscan countryside and visit castles cradled by rolling green hills and sprawling vineyards. Visit Castello di Brolio, the esteemed birthplace of Chianti wine, and delve into the opulent chambers of Castello di Ama. Pleasure your palate with fine samples of Chianti Classico wine during tasting sessions and feast on a traditional Italian lunch during your tour. Enjoy an intimate atmosphere on this small-group tour, limited to only eight people.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$178.77
From
$178.77
Taking safety measures

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

star-5
33
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
$242.34
Price varies by group size
From
$242.34
Price varies by group size

Tuscan Cooking Class in Central Siena

Tuscan Cooking Class in Central Siena

star-5
55
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
  • Taking safety measures
From
$121.29
From
$121.29
Taking safety measures

Chianti Wine Tasting and San Gimignano Day Trip from Siena

Chianti Wine Tasting and San Gimignano Day Trip from Siena

star-4.5
203
Soak up the local vino and small-town charm of San Gimignano on this wine tasting trip from Siena. Explore San Gimignano first at your leisure, spotting landmarks such as the Collegiata and Pizza del Duomo while strolling the medieval streets. Afterward, travel deeper into the Tuscan hills, and enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the winemaking process.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$50.05
From
$50.05
Taking safety measures

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

star-5
5
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
  • Taking safety measures
From
$269.38
Price varies by group size
From
$269.38
Price varies by group size
Taking safety measures

San Gimignano, Chianti, and Montalcino Day Trip from Siena
Likely to Sell OutLikely to Sell Out

San Gimignano, Chianti, and Montalcino Day Trip from Siena

star-4.5
32
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
  • Taking safety measures
From
$119.18
From
$119.18
Taking safety measures

Dining experience at a local's home in Siena with show cooking

Dining experience at a local's home in Siena with show cooking

star-5
2
Take a private cooking class with a local chef-instructor at their home during this half-day culinary experience in Siena. Learn to prepare a 4-course Italian meal, then enjoy the lunch or dinner that you helped to make with your host. You’ll also sample a selection of red and white wines from Tuscany.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$101.30
From
$101.30
Taking safety measures

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting

star-5
24
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
  • Taking safety measures
From
$53.63
From
$53.63
Taking safety measures

Private Tour: Siena Walking Tour

Private Tour: Siena Walking Tour

star-5
33
Stroll the charming Medieval streets of a Tuscan hill town with this 2-hour private tour of Siena. Learn about Siena's hidden gems from a knowledgeable guide in between visits to its most popular sights.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$154.93
per group
From
$154.93
per group
Taking safety measures

Brunello di Montalcino Wine Tasting with Tuscan appetizer in ancient residence

Brunello di Montalcino Wine Tasting with Tuscan appetizer in ancient residence

star-5
1
A special experience in a unique place: a "vertical” wine of "Le Chiuse" winery of Montalcino, our family's winery. You will taste the youngest wine "Arpaia" which is not yet suitable for aging, the "Rosso di Montalcino" which has a short aging and the "Brunello di Montalcino" with an aging of at least 5 years. We will offer you typical Tuscan fresh products in the frescoed sitting room, under the 5 meters vaulted ceiling. In case of good weather, we’ll show you an unforgettable panoramic view upstairs!
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$88.19
Price varies by group size
From
$88.19
Price varies by group size
Taking safety measures

Siena Vespa Tour Including Lunch at a Chianti Winery

Siena Vespa Tour Including Lunch at a Chianti Winery

star-5
58
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
$153.74
From
$153.74

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
  • Taking safety measures
From
$303.90
Price varies by group size
From
$303.90
Price varies by group size
Taking safety measures

Montalcino Castle and Vineyards tour with tasting

Montalcino Castle and Vineyards tour with tasting

star-4
9
Combine three of Italy’s most vital delights—wine, landscapes, and history—on this tour of the 15th-century Castello Tricerchi Montalcino wine estate. Exploring in a group no larger than 15, discover 600 years of history, including the chapel, the vineyards, and the cellars. Round off your visit with a tasting of three signature wines—Brunello di Montalcino, Rosso di Montalcino, and a Toscana IGP—paired with delicious local nibbles.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$32.75
From
$32.75
Taking safety measures

Dinner in the Vineyards from Siena

Dinner in the Vineyards from Siena

star-5
4
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
  • Taking safety measures
From
$89.38
From
$89.38
Taking safety measures

Monteriggioni Castle GOURMET WINE EXPERIENCE

Monteriggioni Castle GOURMET WINE EXPERIENCE

star-4.5
3
Customized Tasting School: tasting methods, Chianti wine culture and terroir concept, the origin of Supertuscans, focus on Sangiovese and native grapes. Tasting of all our organic wines, featuring one of our award winning Supertuscan and rare native grapes Professional tasting methods : Wine and Extra Virgin Olil Professional wine guides with recognized certifications and experience.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$35.75
From
$35.75
Taking safety measures

Horseback Riding Tour with wine tasting from Siena

Horseback Riding Tour with wine tasting from Siena

star-5
1
See the Chianti region’s famous vineyards, olive groves, and medieval villages from an entirely new perspective when you embark on a half-day horseback riding tour. This private tour begins with pickup from your Siena accommodation; travel by car to an area winery, where the adventure begins. Once you’ve become acquainted with your horse, you’ll ride past some of the area’s loveliest scenery. Finish with a traditional Tuscan lunch, plus wine tasting.
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  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$333.70
Price varies by group size
From
$333.70
Price varies by group size
Taking safety measures

Brunello di Montalcino wine experience with a sommelier from Siena

Brunello di Montalcino wine experience with a sommelier from Siena

star-5
1
One of the best wine region of the world with a local driving-guide and wine connoisseur, born and raise in the area.Private tour in two boutique wineries , driving through the most scenic road of Val d'Orcia with chance to stop for the best Tuscan countryside pictures.
More
  • 5 to 6 hours
  • Free Cancellation
From
$321.78
Price varies by group size
From
$321.78
Price varies by group size

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What people are saying about Wine Tastings in Siena

star-5
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
"We've had a fantastic tourguide; Daniele. He had a great story about everything you want to know, was very social and had great humor. He made sure everybody felt comfortable all the time and you could sense that he loves the job. He talked very passionate about it. We've had a delicious lunch at a small vineyard, also with the best wines."..."
star-5
Chianti and Castle Tour from Siena
"we enjoyed our trip, Francesco guided us very well throught the beautiful landscape of Toscany and the wine was delicious."..."
star-5
Half-Day Brunello di Montalcino Wine Tour from Siena
"We had a GREAT time, learned a lot, ate plenty, and drank PLENTY! Our guide was very knowledgeable about the area and shared that with us. Toured 2 wineries with tastings. Fun afternoon. Highly recommend."..."
star-5
Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch
"Alex was a pro. The best guide ever. He explained everything. It wouldn’t be the same without him. The winery owner Andrea showed us nothing but hospitality and kindness. Good food and excellent wine. Worth every euro. Thanks guys."..."
star-5
Wine Class - Tuscan Classics
"We so enjoyed our wine class with Nina. She was informative and entertaining. We came away with the knowledge to order wine not only based on price but year of production. Loved our two hours"..."
star-5
Wine Tour with Wine Tasting in Siena
"What a lovely stay! Our guide Luisa is an expert in wine making. She answered even specific questions. She told us everything about the wine yard and especially about how to taste wine. The wines are delicious and even better the food. We really can recommend that experience. Thanks a lot."..."
star-5
Full-Day Winery Tour in Montepulciano with Tasting and Lunch
"We loved this tour! Great wine and great history. City of Montepulcciano was the highlight! We recommend this anyone who likes wine tours and seeing areas outside normal tourist areas!"..."
star-5
Small-Group Chianti Wine-Tasting and Castles Trip from Siena
"Fabulous tour with Daniel, his knowledge and humor were unbelievable. He made our tour so special. Highly recommend Tuscan Escapes for your tours."..."
star-5
Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch
"Amazing! We loved all the wineries and the stop in Pienza!! We were the only two on the tour and it was very engaging!"..."
star-5
Tuscan Cooking Class in Central Siena
"Absolutly gorgeous ! This is the best way to learn about toscan cooking. The teaching is very clear and we learned a lot about the history of each dish. The respect of sanitory conditions was absolutly perfect. I can't wait to cook what I've learned at home ! I deeply recommand this class for all cooking lovers."..."
star-5
Chianti Wine Tasting and San Gimignano Day Trip from Siena
"Worth experiencing. They covered three main touristic spots near to siena. Wine tasting experience was nice."..."
star-5
Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
"Our driver, Darrio, was excellent. He made time to show us a few extra local places. The lunch at the farm was incredible and possibly the best part."..."
star-5
San Gimignano, Chianti, and Montalcino Day Trip from Siena
"A really exciting excursion with two wine tastings. Including snack & wonderful insights into the landscape & villages of Tuscany! Really to be recommended! We met exciting people from all over the world at the tastings. Duration (11 hours) was perfect. We were even picked up at the hotel. :)"..."
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
Private Tour: Siena Walking Tour
"The guide Silvia has broad knowledge of different subjects like architecture, history, local food, people of the city ... and uses it to customize the tour individually to the audience. We have learned a lot about Siena and had a lot of fun. It was a great experience."..."
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
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."..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
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What are the best Wine Tastings in Siena?
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What Wine Tastings in Siena are 1 hour or less?
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