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12 Chianti Cultural Tours

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Private Montalcino and Montepulciano Tour from Siena

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  
$427.91
From  
$427.91
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  • 6 hours
  • Free Cancellation

Off-Road Tuscan Wine Tour from Castellina

Off-Road Tuscan Wine Tour from Castellina

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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  
$270.26
From  
$270.26
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  • 4 hours
  • Free Cancellation

Grape stomping in Tuscan farmhouse

Grape stomping in Tuscan farmhouse

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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  
$242.11
From  
$242.11
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  • 4 hours
  • Free Cancellation

Montalcino and Montepulciano Wine Tour from Siena

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  
$461.69
From  
$461.69
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  • 6 hours
  • Free Cancellation

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

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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  
$427.91
From  
$427.91
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  • 6 hours
  • Free Cancellation

Private Tour in Val d'Orcia

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  
$450.43
From  
$450.43
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  • 6 hours
  • Free Cancellation

Luxury Montalcino wine tour

Luxury Montalcino wine tour

Discover the fine wines of Montalcino, a small town nestled in the hills of Tuscany. After pick-up from the doorstep of your Florence accommodation, your private driver transports you to a vineyard that uses music to age their natural wines. Continue on to Castel Giocondo for a second tasting, followed by a 3-course lunch prepared by Michelin-rated chef Massimo Rossi. Enjoy the meal against a backdrop of the Tuscan countryside.
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  • 6 hours
  • Free Cancellation
From  
$619.35
From  
$619.35
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  • 6 hours
  • Free Cancellation

Off-Road Tuscan Wine Tour from Chianti

Off-Road Tuscan Wine Tour from Chianti

Go off-road in a vintage SUV on this Chianti Valley tour from Greve. With a small group of just eight people or fewer, travel through the famous wine-producing region to learn the vintners' secrets. Stop at three cellars for 15 tastings of different varietals as well as local products (olive oil, honey) and a traditional Italian lunch.
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  • 4 hours
  • Free Cancellation
From  
$315.30
From  
$315.30
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  • 4 hours
  • Free Cancellation

Luxury Maremma wine tour

Luxury Maremma wine tour

Get to know the off-the-beaten-path wine region of Maremma, in coastal Tuscany, during this private tour. Round-trip private transportation is convenient and means that you can taste as much wine as you wish. Visit two wineries, both known for their modern architecture, to taste samples and learn about wine production. You'll also enjoy a 3-course lunch and wine pairing.
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  • 6 hours
  • Free Cancellation
From  
$641.87
From  
$641.87
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  • 6 hours
  • Free Cancellation

Private Tour of Siena and San Gimignano

Private Tour of Siena and San Gimignano

Discover the beauty and culture of Tuscany on this full-day private tour to Siena and San Gimignano. Learn about the rich history of each city from your guide as you stroll around and visit key landmarks like the Piazza del Duomo of San Gimignano. Then sit down to a delicious and traditional Tuscan lunch overlooking the beautiful Val d’Elsa and take in the views of the picturesque countryside.
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  • 6 hours
  • Free Cancellation
From  
$416.65
From  
$416.65
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  • 6 hours
  • Free Cancellation

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand Tour of Pienza, Montalcino, Montepulciano + wine and cheese tasting

Grand tour of the Val D'Orcia allows you to discover the most beautiful Tuscan countryside with a Professional Tour Guide-SommelierThe small towns of Montalcino, Pienza and Montepulciano are the essence of this region, the dream of every curious traveler and lover of art, good food and great wines.Discover the splendid Renaissance town of Montepulciano, its splendid square, surrounded by magnificent palaces from the 1500s, its extraordinary underground medieval cellars, the elegant streets with small shops and artisan shops and wine bars. Be in love with Pienza, a UNESCO site, the charming village created by Pope Pius II, the extraordinary Renaissance cathedral, and the incredible view over the valley. Tasting of the delicious pecorino cheese.Visit the famous wine town of Montalcino and taste the celebrated Brunello di Montalcino wine in a winery. *** Trasportation is not included *you need of your own car for this tour. *I have my car I dont need to travel with you
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  • 8 hours
  • Free Cancellation
From  
$394.13
From  
$394.13
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  • 8 hours
  • Free Cancellation

Siena & San Gimignano: great wine experience - shared tour from Greve in Chianti

Siena & San Gimignano: great wine experience - shared tour from Greve in Chianti

Delight yourself with a full-day tour in the region of wine, starting from Florence and driving through the heart of the wonderful Tuscan countryside. On board of modern luxurious Mercedes vehicles, equipped with all the comforts, we will first reach Siena, where you will discover all the beauties of the city. The Duomo and the ancient Piazza del Campo, where the historical and evocative rite of the “Palio” is still held, are just two of the many monuments you can explore. After having lunch in one of the exclusive wineries of the area, we will spend the afternoon in San Gimignano, a real gem, where nothing has changed in nearly 1000 years.
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  • 8 hours
  • Free Cancellation
From  
$219.59
From  
$219.59
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  • 8 hours
  • Free Cancellation


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