Chianti Guide

Chianti Vineyard & Winery Tours: Taste Tuscany's Finest

Explore rolling hills, ancient vineyards, and artisanal cellars on Chianti's premier wine tasting tours. Discover the heart of Tuscan winemaking.

42+ tours
From $$35
3-5 hours

The Chianti region, nestled in the heart of Tuscany, is synonymous with world-renowned wine. Rolling hills carpeted with vineyards, dotted with cypress trees and stone farmhouses, create an idyllic landscape that beckons travelers. Vineyard and winery visits in Chianti offer a direct pathway into this rich viticultural heritage, inviting you to explore the very essence of what makes this area's Sangiovese-based wines so celebrated. These tours are more than just a tasting; they are an immersion into centuries of tradition. You'll walk through sun-drenched vineyards, learn about the unique terroir that influences the grapes, and step into cool, atmospheric cellars where the magic happens. Expert guides often share the stories behind family-run estates and large, historic producers alike, detailing the meticulous winemaking process from grape to glass. Whether you're a seasoned oenophile or a curious newcomer, a visit to a Chianti winery promises a sensory journey that connects you directly to the land and its bounty, offering an authentic taste of Tuscan life.

Featured Vineyard and Winery Visits Tours

Discover our top picks for vineyard and winery visits in Chianti

E-bike Tuscany and Chianti Self-Guided Tour with Vineyard Visit
From $41.51
Free Cancellation🔥Likely to Sell Out

Discover Tuscany and Florence by muscular bike or E-bike, along the amazing hills surrounding Florence and the Chianti Classico wine region. Thanks to our 30+ years of experience and passion for running bike tours every day in the countryside of Tuscany, we created a half-day and a full-day customised digital map to let you enjoy a special adventure at your own pace. Remember to bring fully charged phones to make sure you can follow the itinerary! In minutes, you'll be out of town biking on country roads, checking out the best views over Florence from the hilltops! In the half-day option (only a muscular bike in the half-day option), you will be exploring the Florentine hills, and the full day will let you explore the beautiful Chianti Classico wine region and stop by an ancient wine and olive oil maker. If you are not an expert bike rider, you should book the E-bike option as there are many hills on the route!

5.0(8)
6h
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Montefioralle Winery - Tour and Wine Tasting in Chianti
From $41.51
Free Cancellation

Montefioralle Winery is very small family-run winery where you can enjoy the outstanding view of the old village of Montefioralle Generally, 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.

4.3(92)
1h 15m
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4 WINES TASTING in a Chianti Classico Farm (Visit/tour at the winery included)
From $33.21
Free Cancellation

The experience will start with the winery tour, during which we will explain our company history and what we produce today and we will explain the wine-making processes and production while showing our machineries and barrels. After that the wine-tasting is starting: we have a large wine-tasting room dedicated, where the guests can sit at tables. They will taste 4 wines .The wine tastings is accompanied by typical Tuscan crackers.

4.9(10)
1h 30m
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Greve in Chianti Wine Tasting and Winery Tour
From $59.3
Free Cancellation

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot wines. The visit starts from the vineyard next to the winery with an explanation of the history of Chianti Classico, and then moved in the olive. Subsequently, you will be made to access the cellar, where you will learn all the processes of production of the Chianti Classico wine.

4.7(119)
1h 30m
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Chianti Wine Tour: Two Wine Tastings, Vineyards and Cellar Visit
From $65.23
Free Cancellation

Enjoy a fascinating Chianti Wine Experience! Savor the best local flavors through wine tastings in two enchanting and typical small-scale production wineries, surrounded by a breathtaking scenery. Learn about Chianti Classico and all its secrets. Enjoy a ride through the famous “Via Chiantigiana” crossing the heart of the Chianti Classico area. Be captivated by the discover of Chianti coutryside, surrounded by hills, vineyards and olive groves. Take the unique opportunity to buy the excellent wines and Tuscan local products you have tasted and that can be found only in these small productions farms. Embark on an enchanting experience to immerse yourself in the world of Chianti Classico and unravel its hidden secrets!

4.6(5)
4h 45m
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PRIVATE TOUR: Chianti Afternoon tour with visit to 2 wine farms
From $166.03
Free Cancellation👤Private Tour🔥Likely to Sell Out

Spend half a day immersed in the iconic scenery of the "Chianti Hills," surrounded by rows of cypress trees, vineyards, sunflowers, and medieval villages. Explore an outstanding winery situated along the renowned "Via Chiantigiana" wine route, offering breathtaking views of the landscape. Indulge in a tasting experience featuring 6/7 of the finest wines from typical Tuscan farmhouses. Sample the royalty of wines, including the Chianti Classico, the renowned Super Tuscan, and the Vernaccia di San Gimignano (an ancient Italian DOCG white wine). Embark on a delightful afternoon adventure, uncovering the charm of a rural region nestled in the rolling hills of the Tuscan countryside, far removed from the hustle and bustle of the city. Learn about the legend of the "Black Rooster," the symbol of Chianti. Escape the urban chaos and unwind in the serene ambiance of Chianti for the afternoon. This is our exclusive Tuscany just for you!

5.0(9)
6h
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Private Chianti wine tour leaving from Florence
From $391.37
Free Cancellation👤Private Tour

This private tour will make you discover and enjoy the essence of this land made of breathtaking views, the rolling hill, the small towns, that for centuries has been giving a product known and appreciated worldwide: the Chianti wine!

4.9(22)
8h
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Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano
From $177.89
Free Cancellation🔥Likely to Sell Out

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

4.8(57)
6h
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Tour Tasting & platter at an Organic Winery - Panzano in Chianti
From $69.97
Free Cancellation👤Private Tour

When you arrive in Panzanello there will be the owners or staff to welcome you! You can park your car in the courtyard without any problems and after introducing yourself we will take you to our cellar to visit the place where our wines are born and rest. The visit of the winery will end in our shop and , weather permitting, you will have the tasting on the beautiful terrace overlooking the Chianti vineyards. The view you can enjoy is breathtaking and we are sure it will enchant you! The experience will continue with the tasting of 4 wines selected from Chianti Classico to Super Tuscan, from Rosé to bubbles with local gastronomic products: cutting board of Tuscan cured meats selection of pecorino or Tuscan cheese vegetarian bruschetta bruschetta with Panzanello EVO oil. You can buy our wines directly in the Cellar and if you can not take the bottles with you, we can ship them directly to your door. You will live a unique experience!

4.6(10)
1 min
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Exclusive Lunch Tour and Wine tasting at a Chianti Classic Winery
From $106.74
Free Cancellation👤Private Tour

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany you to our vineyards. Lunch menu . Vegetarian Bruschetta with some fresh produce from the Garden . Bruschetta with extra virgin olive oil Panzanello
 . First course depending on the season . Second course with side dish . Dessert: cantuccini, almond biscuits typical of Tuscany or homemade dessert • Tasting of 5 wines selected from Chianti Classico to Super Tuscan, from rosé to bubbles • Hours: from 11:00 to 14:00 except Sundays

5.0(8)
2h
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Chianti: Wine Tour & Tasting in Tuscany near San Gimignano
From $65.23
Free Cancellation

Discover a family winery in the Chianti hills with views of San Gimignano. Explore the vineyard, learn winemaking secrets, and enjoy a guided tasting of Chianti wines paired with local cheeses and meats.

1h 30m
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2 wineries Chianti Wine Tasting & Vineyards Walk Private Tour
From $705.65
Free Cancellation👤Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years old cellars and small family-run winery in the famed Chianti Classico region. Get picked up from your hotel and travel in a company of your private guide to see villages, historical castles and nature wonders between winery visits. Enjoy local treats, including cheeses and cold cuts, while sipping on wine. Visit the wineries and discover how wine is made using age-old techniques.

5.0(5)
5h
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Chianti tour on road 222, and visits to Chianti wineries
From $830.17
Free Cancellation👤Private Tour

we will make you experience Chianti as we do, in its beauty, goodness and simplicity, with fun and light-heartedness

8h
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Private full day Tour to Chianti with wineries visit
From $628.56
Free Cancellation👤Private Tour

Meet your guide and board the bus for the journey to the Chianti region. On the way to the first winery, your guide will share interesting facts and curiosities about points of interest on the route. For true wine lovers, there is nothing more exciting than seeing where Tuscan red wines are made. Learn about Chianti her Classico inside and out on an in-depth tour of this family-run organic his winery. Tour the picturesque vineyards and sample her four red wines in the atmospheric on-site cellar. Tasting cream cheese and salami made with fresh local produce. Learn all about the winemaking process, the materials used to make the barrels, and what it takes to be classified as a 'Chianti Classico'. Then start your first tasting of different wines. You'll hear a description of each wine you'll be tasting, along with tips on how to enjoy it and understand its characteristics. Wine is accompanied by regional delicacies. After some free time, return to Florence.

8h
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Chianti Wine Tour - Private Wine experience in Tuscany Countryside
From $747.67
Free Cancellation👤Private Tour

Dive into an unparalleled wine journey with our exclusive Chianti Wine Tour, starting directly from your accommodation. Onboard our luxury vehicles, driven by an experienced and English-fluent personal driver, we'll guide you through the breathtaking landscapes of the Chianti hills, woven with lush vineyards and ancient olive groves, leading you to the charming Greve in Chianti. Here, you can enjoy your first sip of Chianti wine and take a leisurely stroll. You'll then proceed to a renowned winery where winemaking experts will introduce you to the production techniques of the legendary Chianti Classico. An authentic Tuscan lunch, with homemade dishes paired with different Chianti wines, will highlight the flavors of the region in a unique sensory journey. The tour will conclude with a second tasting at another prestigious winery, further enriching your wine experience. Experience a one-of-a-kind adventure that will leave you with memories in the heart of Italian winemaking tradition.

4.9(18)
8h
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Why Choose Vineyard and Winery Visits in Chianti?

Iconic Tuscan Scenery

Experience the breathtaking landscapes that define the Chianti region, with vineyards stretching across picturesque hillsides.

Authentic Wine Tasting

Savor world-class Chianti Classico and other regional wines directly at the source, often paired with local delicacies.

Centuries of Tradition

Learn about the historical winemaking techniques and the passion that has been passed down through generations.

Local Culinary Pairings

Many tours include opportunities to taste local cheeses, cured meats, and olive oil, perfectly complementing the wines.

Convenient Transportation

Tours often include comfortable transportation from major Tuscan cities, making access to remote wineries effortless.

Knowledgeable Guides

Gain insights from passionate guides who share the stories and secrets of Chianti's renowned wine production.

Types of Vineyard and Winery Visits in Chianti

Winery Tours with Tastings

These tours focus on a guided exploration of a single winery. You'll typically walk through the vineyards and cellars, followed by a seated tasting session, often featuring several wines. It's a deep dive into one producer's philosophy and production methods.

Vineyard walkCellar tourGuided wine tasting (3-5 wines)Explanation of winemaking processOften includes light snacks

Multi-Winery Experiences

Ideal for those wanting a broader overview, these tours visit two or three different wineries. This allows for comparison of styles and an appreciation of the diversity within Chianti. Transportation between wineries is usually included.

Visits to 2-3 wineriesIncludes transportationTastings at each locationVariety of wine stylesMore comprehensive regional insight

Wine & Food Pairing Tours

Elevate your tasting experience by combining wine with local Tuscan cuisine. These tours often feature more elaborate food pairings, such as artisan cheeses, charcuterie, olive oil, and sometimes even a full Tuscan meal.

Extended wine tastingPaired with local foodsFocus on culinary traditionCan include cooking demonstrationsOften longer duration

Small Group & Private Tours

For a more intimate experience, consider small group or private tours. These offer greater flexibility, more personalized attention from guides, and the opportunity to delve deeper into specific interests. Some can be customized to your preferences.

Limited group sizePersonalized attentionHigher flexibilityCan include exclusive tastingsIdeal for special occasions

What to Expect on Chianti Vineyard and Winery Visits

Duration

Tours typically range from 3 to 5 hours, depending on the number of wineries visited and whether a meal is included.

Weather

Most tours involve walking through vineyards, so comfortable shoes are essential. Many wineries have cool cellars, so a light jacket might be useful even in warmer months.

Group Size

Group sizes can vary from intimate private tours of a few people to larger excursions of 15-20 guests. Check the specific tour details for the maximum group size.

What's Included

Typically includes guided tours of the estate, cellar, and vineyards, along with the specified wine tastings. Transportation is often included, especially for multi-winery tours.

Meeting Point

Meeting points vary. Some tours depart from central locations in towns like Florence or Siena, while others may have a designated meeting point at the first winery or offer hotel pick-up.

Costs

Prices generally start around $35 USD for basic winery visits and can go up to $150 USD or more for full-day experiences with multiple tastings, meals, and private transport.

Expert Tips for the Best Experience

1

Book in advance, especially during peak season (spring and autumn) and for popular wineries. Many small producers have limited capacity.

2

Wear comfortable, closed-toe shoes suitable for walking on uneven terrain in vineyards and sometimes gravel paths.

3

Don't overindulge at the first winery! Remember you'll likely be tasting at more than one place.

4

Ask your guide questions. They are a wealth of knowledge about winemaking, the region, and local culture.

5

Consider visiting during the harvest season (late August to October) for a chance to see the grapes being picked.

6

Be prepared for cooler temperatures inside wine cellars, regardless of the season.

7

If you're driving yourself, appoint a designated driver or consider booking a tour with included transportation.

8

Look for tours that include food pairings; it enhances the wine experience significantly and offers a taste of Tuscan gastronomy.

Frequently Asked Questions

Q:What is the best time of year to visit Chianti wineries?

A: Spring (April-May) and autumn (September-October) are particularly beautiful, with pleasant weather and stunning vineyard colors. The harvest season in late summer/early autumn is also a fascinating time to visit.

Q:Do I need to book Chianti winery tours in advance?

A: Yes, absolutely. Especially for popular wineries or during peak tourist seasons, advance booking is highly recommended to secure your spot and ensure availability.

Q:What should I expect to pay for a Chianti wine tour?

A: Prices vary widely. A basic tour and tasting at one winery might start around $35 USD, while tours visiting multiple estates with food pairings and transportation can range from $70 to $150+ USD.

Q:Are these tours suitable for non-drinkers?

A: While the focus is on wine, many wineries can offer alternatives like grape juice or special non-alcoholic beverages if you inform them in advance. It's always best to check with the tour operator.

Q:Can I buy wine directly from the wineries visited?

A: Yes, most wineries will allow you to purchase bottles to take home. Shipping options might also be available, though be sure to check international shipping regulations.

Q:What's the difference between Chianti and Chianti Classico?

A: Chianti Classico is a specific sub-region within the larger Chianti appellation, known for producing wines of generally higher quality and stricter production rules. Many tours focus on Chianti Classico estates.

Q:How will I get to the wineries?

A: Many tours include transportation from major towns like Florence or Siena. If you're driving, ensure you have a designated driver or consider the distances and road conditions between estates.

Q:Is it possible to do a self-guided winery visit in Chianti?

A: While you can drive yourself and visit wineries independently, booking a guided tour provides valuable context, expert insights, and often includes transportation and curated tastings, which many visitors find enhances the experience significantly.

Don't Miss the Perfect Chianti Experience

Book your vineyard and winery visits today - 42+ tours with instant confirmation & best price guarantee!

Why Visit Chianti?

Experience rolling hills of vineyards and olive groves, the heart of Tuscan wine country.

Discover medieval villages like Greve in Chianti, steeped in history and local charm.

Savor world-renowned Chianti Classico wine directly from family-run wineries.

Immerse yourself in Renaissance art and architecture found in nearby historic towns.

Enjoy authentic Tuscan cooking classes and farm-to-table dining experiences.

Unwind amidst breathtaking landscapes, perfect for slow travel and pure relaxation.

Best Time to Visit

Weather

Italy enjoys a Mediterranean climate, characterized by hot, dry summers and mild, wet winters. Coastal areas typically have more moderate temperatures, while inland regions, especially at higher altitudes, can experience greater temperature extremes.

Best Months

The shoulder seasons of spring (April to June) and autumn (September to October) are ideal, offering pleasant temperatures, fewer crowds, and beautiful natural scenery.

Peak Season

Summer (July and August) is the peak tourist season, with hot weather perfect for beach holidays and outdoor activities, but also the busiest and most expensive time to visit.

Off Season

Winter (November to March) is the off-season, characterized by cooler temperatures and rain, making it less ideal for sightseeing but offering a more authentic experience and lower prices, especially for skiing in the Alps.

Plan Your Chianti Trip

Transportation Tips

Getting around Chianti is best done by car, offering the freedom to explore its winding roads and hidden hamlets. Renting a car in Florence or Siena is convenient. Alternatively, local buses connect some of the larger towns, but schedules can be infrequent. For wine enthusiasts, organized wine tours often include transportation, making it easy to visit multiple vineyards without worrying about driving after tastings. Consider a private driver for a luxurious and stress-free experience, especially for longer distances or specific winery visits.

Car Rental Deals in Chianti

Rent a car for maximum flexibility and explore at your own pace on Expedia USA.

Where to Stay

Find the perfect accommodation for your Chianti adventure. From luxury resorts to cozy hotels, we've got you covered.

Best Hotel Deals in Chianti

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