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Wine Tasting & Winery Tours

Montepulciano Wine Tour ( 3 wineries and lunch )

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 three wineries and relax over lunch in the town of Montepulciano. Learn about how wine is made and taste regional specialties including Brunello and Super Tuscans. Meet the people behind the wine without the hassle of a rental car or navigating between wineries.
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  • 1 to 8 hours
  • Free Cancellation
From  
US$ 202.35
From  
US$ 202.35
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  • 1 to 8 hours
  • Free Cancellation

Wine Tasting & Winery Tours

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

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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  • 8 to 9 hours
  • Free Cancellation
From  
US$ 157.38
From  
US$ 157.38
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  • 8 to 9 hours
  • Free Cancellation

Day Trips

Chianti Wine Tasting and San Gimignano Day Trip from Siena

Soak up the local vino and small-town charm of San Gimignano with 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, where you’ll enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the wine-making process. Your trip will conclude back in Siena.
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  • 5 hours
  • Free Cancellation
From  
US$ 47.22
From  
US$ 47.22
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  • 5 hours
  • Free Cancellation

Cooking Classes

Tuscan Cooking Class in Central Siena

Learn to cook five to six traditional Italian dishes with this Tuscan cooking class in Sienna. From homemade pastas to juicy cuts of meat, a professional chef will lead 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$ 112.42
From  
US$ 112.42
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  • 4 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Chianti and Castle Tour from Siena

Take the stress out of planning a day in Tuscany with this 5-hour 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$ 67.45
From  
US$ 67.45
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  • 5 hours
  • Free Cancellation

Cultural Tours

Grape stomping in Tuscan farmhouse

Participate in the Tuscan tradition of grape stomping on a private four-hour tour in the Chianti hills.  Explore a local vinyard with your private guide and discover the wine making process. In addition to living out your Italian dreams of crushing grapes with your bare feet, you’ll also enjoy a wine tasting, along with a homemade lunch.
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  • 4 hours
  • Free Cancellation
From  
US$ 123.66
From  
US$ 123.66
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  • 4 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Off-Road Tuscan Wine Tour from Castellina

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  
US$ 179.87
From  
US$ 179.87
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  • 4 hours
  • Free Cancellation

Cultural Tours

Montalcino and Montepulciano Wine Tour from Siena

Explore the Val d'Orcia Region of Tuscany on a private, full-day tour. Stop in Montepulciano to soak up the history of the medieval town and visit a winery where you taste the region’s wines. Sit down for a traditional Tuscan lunch before continuing on to Pienza, a fifteenth-century village filled with antique shops and known to be the birthplace of Pecorino cheese. Finally stop in Montalcino and tastethe sought after Brunello di Montalcino wines while you admire the vineyards and olive groves.
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  • 6 hours
  • Free Cancellation
From  
US$ 258.56
From  
US$ 258.56
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  • 6 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

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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  • 1 to 8 hours
  • Free Cancellation
From  
US$ 202.35
From  
US$ 202.35
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  • 1 to 8 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Educational Wine Tour & Tasting in Siena

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$ 73.07
From  
US$ 73.07
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  • 3 hours
  • Free Cancellation

Cooking Classes

Cooking Class in Tuscan farmhouse from Siena

Experience a side of Italy rarely available to visitors when you take a cooking class in the Chianti wine region. During your private session, discover the secrets of Tuscan cuisine, from sauces to tiramisu. After dining on the food you just learned to make, continue on to a vineyard for a complimentary wine tasting and pairing lesson. Round-trip transport from Siena is included for your convenience.
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  • 4 hours
  • Free Cancellation
From  
US$ 157.38
From  
US$ 157.38
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  • 4 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Pienza & Montepulciano - Cities, Cheese & Wine Tour

Home to medieval hilltop towns and fertile vineyards, Tuscany is widely considered the jewel in Italy’s crown. On this tour, visit the beautiful Tuscan towns of Pienza and Montepulciano, and enjoy a complete immersion in authentic Italian culture and cuisine. With travel from your Chianti, Florence, or Siena hotel, sample local wines in historic cellars and savor a delicious lunch in a traditional Montepulciano winery.
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  • 1 to 8 hours
  • Free Cancellation
From  
US$ 202.35
From  
US$ 202.35
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  • 1 to 8 hours
  • Free Cancellation

Wine Tasting & Winery Tours

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

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 Meleto. 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
From  
US$ 157.38
From  
US$ 157.38
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  • 8 hours
  • Free Cancellation

Cultural Tours

Private Montalcino and Montepulciano Tour from Siena

Travelling in Val d'Orcia is an unforgettable experience. Your eyes become dazzled by the beauty of the colours of this land, unsurprisingly a UNESCO World Heritage Site. This tour has been created for you to discover the most painted corner of Tuscany, made of enchanted landscapes, tree-lined avenues. Sunrises and sunsets of extraordinary, unique colours in the world are one great addition when wandering the road from Montepulciano to Montalcino through Pienza, considered one of the most amazing routes of Italy.
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  • 6 hours
  • Free Cancellation
From  
US$ 224.84
From  
US$ 224.84
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  • 6 hours
  • Free Cancellation

Private Sightseeing Tours

Private Tour in Val d'Orcia

Discover the natural beauty of Italy's Val d'Orcia on this private tour that introduces you to the postcard-perfect scenery of rolling hills and vineyards. You'll visit the towns of Montepulciano, Pienza, and Montalcino; tour a winery; and enjoy included wine tastings and a Tuscan lunch for a well-rounded experience in this UNESCO World Heritage–listed valley.
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  • 6 hours
  • Free Cancellation
From  
US$ 196.73
From  
US$ 196.73
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  • 6 hours
  • Free Cancellation

Cooking Classes

SPECIAL OFFER

Tuscan Cooking Class in Siena

Get an authentic taste of northern Italy on this 4-hour cooking class in Siena. Led by a local chef, learn how to craft a delicious spread of Tuscan favorites, including bruschetta, crostini and pici, thick, hand-rolled pasta originating in Siena. Afterward, enjoy the fruits of your labor as you savor your creations with your group and a glass of vino. Group size is reserved to 15 to keep this experience as intimate as possible.
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  • 4 hours
  • Free Cancellation
From  
US$ 90.05
US$ 100.05
US$ 10.00 savings
From  
US$ 90.05
US$ 100.05
US$ 10.00 savings
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  • 4 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Heart of Chianti Classico - 3 Wineries and Lunch - Chianti Wine Tour

Discover the heart of the Chianti region—Chianti Classico—on this day tour from Siena or Florence. Traveling by Mercedes minivan limited to eight people, you'll get to know one of Italy's most famous wine regions as you visit three wineries, partake in tastings of more than 15 wines, and fill up on an included lunch.
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  • 1 to 8 hours
  • Free Cancellation
From  
US$ 202.35
From  
US$ 202.35
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  • 1 to 8 hours
  • Free Cancellation

Cooking Classes

Cooking Class in Tuscan farmhouse from Florence

Immerse yourself in Italian culture with a 5-hour cooking class in Florence’s Chianti region. Get a hands-on experience creating high-quality Italian food on a charming farm in the Chianti countryside. Learn to make the famous Tagliatelle with meat sauce, tomato bruschetta, and a delicious tiramisu. Visit a local winery nearby and enjoy samples of the region’s wines that can accompany your delicious meal.
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  • 5 hours
  • Free Cancellation
From  
US$ 146.14
From  
US$ 146.14
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  • 5 hours
  • Free Cancellation

Hiking & Camping

Tuscany Hiking Tour from Siena Including Wine Tasting

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, about 5 miles (8 km), takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the village of Monteriggioni, one of the most gorgeous hill towns you’ll ever step foot in, you’ll be rewarded with a wine tasting. At the end, head back to Siena via train.
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  • 4 hours
  • Free Cancellation
From  
US$ 50.59
From  
US$ 50.59
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  • 4 hours
  • Free Cancellation

Wine Tasting & Winery Tours

NEW TO VIATOR

Wine and Horses

Among the experiences that can be booked, this that we propose has the particularity of combining a horseback excursion with the tasting of poetry, which this nature, unique in the world, gives to the wines of this land, appreciated all over the world for their high quality, everything, in a naturalistic setting of rare beauty.
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  • 1 day
  • Free Cancellation
From  
US$ 247.32
From  
US$ 247.32
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  • 1 day
  • Free Cancellation

Wine Tasting & Winery Tours

Chianti and San Gimignano - 3 Wineries and Lunch

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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  • 1 to 8 hours
  • Free Cancellation
From  
US$ 202.35
From  
US$ 202.35
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  • 1 to 8 hours
  • Free Cancellation

Day Trips

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

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
From  
US$ 95.56
From  
US$ 95.56
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  • 8 hours
  • Free Cancellation

Private Sightseeing Tours

Montalcino and Montepulciano Private Tour

Explore the beautiful Val d’Orcia just outside of Florence on this private full-day tour. Drive through the rolling countryside to visit the picturesque towns of Montepulciano, Pienza, and Montalcino. Sample wines from local vineyards and sit down to a delicious lunch made with fresh ingredients from the region. Discover the Tuscany that appears in movies and on postcards during this tour and admire the beautiful landscapes.
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  • 6 hours
  • Free Cancellation
From  
US$ 292.29
From  
US$ 292.29
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  • 6 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Half-Day Brunello di Montalcino Wine Tour from Siena

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
From  
US$ 67.45
From  
US$ 67.45
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  • 5 hours
  • Free Cancellation


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