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Top Chianti Walking & Biking Tours

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12 Tours and Activities

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

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$108.65
From  
US$108.65
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  • 4 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$297.35
From  
US$297.35
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  • 6 hours
  • Free Cancellation

Wine Tasting & Winery Tours

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  
US$195.57
From  
US$195.57
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  • 5 hours
  • Free Cancellation

Bike & Mountain Bike Tours

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  
US$148.68
From  
US$148.68
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  • 6 hours
  • Free Cancellation

Day Trips

Bike tour and wine tasting from San Gimignano

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  
US$154.39
From  
US$154.39
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  • 6 hours
  • Free Cancellation

Wine Tasting & Winery Tours

NEW TO VIATOR

Walk the Saturday Market & Organic food guided-tasting

In my village, Greve in Chianti, you can visit one of the most characteristic Food Market of Tuscany. The Greve's square host the Saturday market from about 1000 years!I will introduce major themes in Tuscan cuisine and give you background in the evolution of this area as a wine & food center.In the market, we will see, smell, and savor the fresh, locally-sourced meat and vegetables, cheeses, bread, and baked goods. We will discuss the importance of eating what is "di stagione" (seasonal). I will teach you some traditional Chianti recipes, simple and made with few ingredients, that I learned from my grandmother Anna.Not just a look: after the market visit we will back at the Wine Lovers Academy, where we will have a tasting lesson about the traditional Tuscan food: from Pecorino cheese to the artisanal salami, Chianti Olive Oil, Honey, and truffle!I'm waiting for you here in G​reve to let you discover all the secrets of our beautiful​ land!
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  • 2 hours
  • Free Cancellation
From  
US$30.88
From  
US$30.88
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  • 2 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$360.25
From  
US$360.25
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  • 6 hours
  • Free Cancellation

Private Sightseeing Tours

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  
US$194.42
From  
US$194.42
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  • 6 hours
  • Free Cancellation

Kid Friendly Tours & Activities

NEW TO VIATOR

Visit of the farm and tasting of pecorino and caprini

A life experience in close contact with the rhythms of the shepherd and his animals to witness the magical transformation of milk into cheese.It is the possibility to spend an alternative day, a unique occasion to get to know and live as a pastor for a day!Has anyone ever tried to be a shepherd?Here is a truly unique experience where guests (young and old) have the opportunity to follow closely how a real farm is managed, from milking to cattle foraging, and then discovering how milk is transformed into cheese and ricotta ... and taste the company's products!
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  • 1 to 2 hours
  • Free Cancellation
From  
US$34.31
From  
US$34.31
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  • 1 to 2 hours
  • Free Cancellation

Wine Tasting & Winery Tours

Pasta and Wine tasting experience in Tuscany

Pasta and wine: the things you think about when it comes to Tuscany. What’s behind? Do you know how wheat becomes pasta and grapes turn into wine? Now you have the chance to learn about it. First  you will visit a pasta factory in Chianti, owned for more than 100 years by the same family then a beautiful winery, visiting the celler and enjoy a great lunch paired with top wine selection of the Cantina!
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  • 5 hours
  • Free Cancellation
From  
US$157.83
From  
US$157.83
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  • 5 hours
  • Free Cancellation

City Tours

Bike tour and wine tasting from Florence

Discover the Tuscan countryside and cuisine on a private 6-hour bike tour from Florence. After transfer from your hotel, hop on a provided bicycle and follow your guide through the world-famous Tuscan landscape. The scenic journey takes you to a family farm where you enjoy a gourmet lunch prepared using local ingredients. The culinary experience continues with wine and olive oil tastings, before a leisurely ride back to the starting point.
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  • 6 hours
  • Free Cancellation
From  
US$182.99
From  
US$182.99
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  • 6 hours
  • Free Cancellation

Dining Experiences

NEW TO VIATOR

Hiking tour around Montalcino with wine tasting and typical lunch!

The chance to see the unique landscape of the Val d'Orcia and make a visit to a historic winery that has been producing Brunello di Montalcino for 26 generations. Panorama and unmissable flavors
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  • 4 hours
From  
US$40.03
From  
US$40.03
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  • 4 hours


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(888) 651-9785
(888) 651-9785