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Top Chianti Wine Tasting & Winery Tours

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51 Chianti Wine Tasting & Winery Tours

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Great wine tour in Tuscany From Florence

Great wine tour in Tuscany From Florence

star-5
Booking a private wine-tasting tour in Tuscany means personalized attention and a flexible itinerary. With a dedicated guide, you'll go in-depth to understand Italian wine production on two winery visits and a total of six tastings. Round-trip transportation means no need to worry about who will be the sober driver; you'll round out the day with a typical Tuscan lunch.
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  • 6 hours
  • Free Cancellation
From  
$281.52
From  
$281.52
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  • 6 hours
  • Free Cancellation

Private Truffle hunt in Tuscany from Florence

Private Truffle hunt in Tuscany from Florence

star-5
Set out on a hunt for the elusive truffle on this 6-hour private tour from Florence. Traverse the forest with an official truffle hunter and his dog to learn everything there is to know about this delicacy. After you work up an appetite, sit down to a delicious 3-course truffle lunch accompanied with four wines from a local farm to complete your truffle experience.
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  • 6 hours
  • Free Cancellation
From  
$270.26
From  
$270.26
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  • 6 hours
  • Free Cancellation

Wine tour with a Sommelier

Wine tour with a Sommelier

Take an in-depth tour of the Tuscan wine regions with a certified expert. Your private guide on this journey is a sommelier who is very familiar with the wines and wineries of the area. Spend the day touring two or three wineries, with samplings at each. A delicious Italian lunch at an organic farm is also included. No need to worry about a designated driver, as pickup and drop-off can be included.
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  • 5 hours
  • Free Cancellation
From  
$264.63
From  
$264.63
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  • 5 hours
  • Free Cancellation

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

Bike tour with wine tasting

Bike tour with wine tasting

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair, includes hotel pickup and drop-off, and finishes with a lunch of Tuscan dishes and wine.
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  • 6 hours
  • Free Cancellation
From  
$225.22
From  
$225.22
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  • 6 hours
  • Free Cancellation

Pienza & Montepulciano - Cities, Cheese & Wine Tour

Pienza & Montepulciano - Cities, Cheese & Wine Tour

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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  
$257.87
From  
$257.87
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  • 1 to 8 hours
  • Free Cancellation

Brunello Vineyards Bus Tour

Brunello Vineyards Bus Tour

star-5
Discover the wines of Montalcino on a 3-hour wine tour that visits two wineries in the region. Enjoy wine tastings and tours of the vineyards, gaining insight into the history of the famous Brunello di Montalcino wine. Travel with a small group limited to eight people and enjoy viewing the picturesque countryside along the way.
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  • 3 hours
From  
$101.35
From  
$101.35
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  • 3 hours

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

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Sip some of Italy's most famous wine during a 1.5-hour visit to an organic winery in the heart of the Chianti region. Tour the vineyards and organic winery between Radda and Panzano, right in the Chianti Classico wine-producing area. Learn about how local wines are made. Take part in a wine-tasting session at the conclusion of your tour, sampling between 3-6 wines with appetizers such as bread with olive oil produced on-site.
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  • 2 hours
  • Free Cancellation
From  
$28.15
From  
$28.15
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  • 2 hours
  • Free Cancellation

Montefioralle Winery - Tour and Wine Tasting in Chianti

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Montefioralle Winery - Tour and Wine Tasting in Chianti

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Montefioralle Winery is very small family-run winery where you can enjoy the outstanding view of the old village of MontefioralleGenerally, it is always possible to taste different vintages of our wines, allowing you to better understand the importance of the aging of our wines and the unique characteristics of each vintage.
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  • 1 hour 15 minutes
  • Free Cancellation
From  
$19.82
$24.77
$4.95 savings
From  
$19.82
$24.77
$4.95 savings
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  • 1 hour 15 minutes
  • Free Cancellation

Grape stomping in Tuscan farmhouse

Grape stomping in Tuscan farmhouse

star-4
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

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

Brunello di Montalcino Wine Tour of 3 Wineries with Pairing Lunch

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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  
$257.87
From  
$257.87
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  • 1 to 8 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

Greve in Chianti Wine Tasting and Winery Tour

Greve in Chianti Wine Tasting and Winery Tour

star-5
For true wine-lovers, there’s no greater thrill than seeing where Tuscany’s specialty red is made. During this in-depth tour of an organic, family-run winery, you’ll learn the ins and outs of Chianti Classico. Tour the scenic vineyard and sample four different red wine varieties inside the atmospheric on-site cellar. Pair your tasting with fresh cheeses and salami, all made from fresh regional products.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
$50.67
From  
$50.67
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  • 1 hour 30 minutes
  • Free Cancellation

Montalcino and Montepulciano Private Tour

Montalcino and Montepulciano Private Tour

star-5
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

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

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

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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  
$270.26
From  
$270.26
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  • 1 to 8 hours
  • Free Cancellation

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

star-5
Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied by one of our expert English speaking drivers born and raised in Tuscany.-During the 8/9hr tour you will explore the Gothic city of Siena with its famous shell-shaped Piazza del Campo and the gorgeous cathedral, followed step by step by a licensed TOUR GUIDE!-In the afternoon you will have the opportunity to visit some of the most famous vineyards, or unknown small family businesses, see their cellars and taste their excellent wines and food.-Then explore the wonderful medieval city of San Gimignano.Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
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  • 9 hours
  • Free Cancellation
From  
$810.78
From  
$810.78
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  • 9 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

Chianti and San Gimignano - 3 Wineries and Lunch

Chianti and San Gimignano - 3 Wineries and Lunch

star-5
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  
$246.61
From  
$246.61
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  • 1 to 8 hours
  • Free Cancellation

Truffle Hunting with Wine Tasting in Tuscan farmhouse

Truffle Hunting with Wine Tasting in Tuscan farmhouse

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Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.
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  • 4 hours
  • Free Cancellation
From  
$259.00
From  
$259.00
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  • 4 hours
  • Free Cancellation

Bike tour and wine tasting from San Gimignano

Bike tour and wine tasting from San Gimignano

star-5
Discover the sights and flavors of Tuscany by bike on a private 6-hour tour. Set along gentle roads and trails, the countryside excursion is the perfect way to immerse yourself in the region’s world-famous landscape. Pedal your way to a traditional family farm and wine cellar. There you enjoy a filling meal paired with four different wines. Sample honey and homemade olive oil with bruschettas, cold cuts, and more.
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  • 6 hours
  • Free Cancellation
From  
$213.96
From  
$213.96
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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


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