Discover the heart of Tuscany with Chianti's exceptional food and wine pairing experiences, blending local gastronomy with world-renowned vintages.
The rolling hills of Chianti, a region synonymous with classic Tuscan landscapes, also offer an unparalleled sensory journey through its celebrated food and wine pairing experiences. This is more than just tasting; it's an immersion into the very soul of Tuscan culinary tradition. Imagine stepping into a sun-drenched vineyard, the scent of cypress trees mingling with the rich aroma of aging wine. Here, local producers and passionate guides unlock the secrets behind Chianti Classico, Sangiovese's most iconic expression, and how it dances harmoniously with the region's rustic yet refined cuisine. These tours are crafted to elevate your understanding and appreciation of a gastronomy shaped by centuries of agricultural heritage and a profound respect for seasonal ingredients. From artisanal salumi and Pecorino Toscano cheese to hearty ribollita and pappa al pomodoro, each dish is a testament to the land's bounty, thoughtfully paired to enhance both the food and the wine. Chianti's food and wine pairing experiences go beyond the superficial. They offer a chance to connect with the people who craft these exceptional products, often sharing stories passed down through generations. You'll learn about the meticulous process of winemaking, from grape cultivation to cellar aging, and how different soil types and microclimates influence the final taste. Similarly, the culinary aspects are explored with depth, revealing the importance of fresh, local produce and traditional preparation methods. Whether you're a seasoned oenophile or a curious first-time visitor, these guided explorations provide an accessible yet insightful way to experience the authentic flavors of Tuscany, making your visit to Chianti truly memorable.
Discover our top picks for food and wine pairing experiences in Chianti

Paradiso di Cacuci is a winery located in a small “corner of Paradise“ in the northwestern area of Montalcino. Our wine production is centered on the perpetuation of the tradition which, together with a more modern model and in compliance with the values of the Brunello Consortium, uses only from our vineyards which are respectively divided into; 5 ha Brunello di Montalcino, 1 ha. Rosso di Montalcino and 5 ha. di I.g.t. Sangiovese. Welcomes, by reservation, individual visitors and small groups offering guided tastings that give the opportunity to get to know the production directly, starting from the wine making process to the discovery of the final result, giving a unique and unforgettable experience. Our tastings are only private and by appointment only to guarantee you our best services.

Visit the beautiful region of Chianti with us and immerse yourselves in the picturesque Tuscan scenery that you have always imagined. The beautiful ruby-red colour and the characteristic bouquet with scents of violet are the special features that reveal the identity of one of the most famous wines in the world: Chianti. You'll join a wine tasting paired with some typical food. Then you’ll move to another winery, in the middle of Chianti Classico Area, where you’ll have a second wine tasting and extra virgin olive oil. The tour will end in San Gimignano, where it started.

Leave the city behind and explore the heart of Tuscany on this half-day wine tour from Florence. Travel through the rolling Chianti hills aboard a comfortable coach, surrounded by vineyards, olive groves, and cypress trees. Visit two traditional wineries in the Chianti Classico region, where expert winemakers will guide you through the vineyards and cellars, sharing their passion and knowledge. Enjoy guided tastings of fine local wines, including Chianti Classico DOCG, paired with Tuscan delicacies such as bruschetta, salami, and pecorino cheese. Learn the basics of wine tasting and food pairing in an authentic rural setting. Before heading back to Florence, stop in Monteriggioni, a beautifully preserved medieval village enclosed by ancient stone walls. Stroll through its quiet streets and admire the charming piazza, Romanesque church, and stunning views. This tour offers a perfect blend of culture, history, flavors, and scenery—ideal for wine lovers and curious travelers alike.

There's no better way to discover Italy's culture from the inside. Our national network of expert Italian home winemakers offers the finest Italian wine and dine experiences. Located in the enchanting Chianti Hills, between Florence and Siena, our winery invites you to embark on a sensory journey through the heart of Tuscany. Embark on a captivating journey through the Chianti Hills, indulging in the exquisite flavors of wine, cheeses, honey, and local cold cuts! Immerse yourself in the art of winemaking with a vineyard tour and cellar visit, where you'll discover the secrets of Sangiovese and its meticulous vinification and aging processes. Enjoy a tasting of four exceptional wines, perfectly paired with samples of the farm's own cold cuts, goat cheese, and honey. And that's not all - get ready for an introduction to the fascinating world of beekeeping!

Excursion in the heart of Chianti, among the rolling hills covered with vineyards, olive groves and dotted with villages suspended in time, we will also visit the ancient Castle of Montefioralle, a museum dedicated to the history of wine and we will be able to taste the most representative wines of the region, in a dream cellar ...

Our driver guide will collect you at your accommodation, ( No meeting points, we pick you up at your place! ) setting off toward the heart of Chianti Classico. Experiences 1 day exciting trip in the heart of Chianti and visit the most beautiful village in the region. > Step 1 - Charming boutique winery in Chianti > Step 2 - Visit of Monteriggioni and/or San Gimignano > Step 3 - Pairing lunch in the most famous winery in the area Tour Length: 7/8 hours. Departure Time: From Florence 9.30 AM - From Siena 10.00am Note: During this excursion, transport will be made in a Mercedes 9 seat minivan which offers the maximum comfort, with air-conditioning, large panoramic windows and comfortable seats. Unless you don't specify you want to remain private, is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: ***** (best seller wine and food tour in Tuscany)

This full-day tour in the Chianti Classico region offers the perfect opportunity to discover the wonders of this renowned wine area. The first area we visit is Impruneta, internationally famous for its artisanal terracotta production. After a pleasant drive through the local town's main square, you'll visit a small family-run winery for an exclusive wine tasting. At the second stop, treat yourself to a typical Tuscan multi-course lunch with local wines and enjoy visiting the underground ancient wine cellars. The day concludes with a visit to a third boutique winery, where you'll discover and compare different types of wines, including Chianti. Admire the beautiful surrounding area during the drive and enjoy short stops in Tuscan medieval towns and other local marvels.

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so you will be able to customize your day, to perfectly suit your needs and focus just on the attractions/activities you are interested in. Start your day with a relaxing visit of Greve in Chianti to learn about the country lifestyle, admire the beauties of the Chianti wine road and see postcard views, discover the secrets of the Chianti red wine, taste genuine products, and conclude your experience with a visit of Siena, Tuscany's second most important art city.

The privilege to visit the historical and suggestive cellars of a prestigious estate surrounded by ancient vineyards followed by the exclusive tasting experience of local wines and delicious local food

Experience a relaxed afternoon in the Chianti area with a special visit to a boutique winery. Enjoy our guided Chianti Wine tasting and a visit to the birthplace of the ingenious artist Leonardo da Vinci, surrounded by stunning views over vineyards and olive groves. Savour the tasting of our selection of Chianti wines, together with bruschetta topped with the best fresh extra-virgin olive oil and tomatoes, sample tuscan salami, pecorino cheese and prosciutto ham. Enjoy the classic Tuscan sweet dessert wine "Vin Santo", served with local cantucci biscuits.

Experience a relaxed afternoon in the Chianti area with a visit to a boutique winery and enjoy a guided Chianti wine tasting along with a visit to the birthplace of the ingenious artist Leonardo da Vinci, which is surrounded by stunning views over vineyards and olive groves. Savour the tasting of our selection of Chianti wines, together with bruschetta topped with extra-virgin olive oil and tomatoes, sample tuscan salami, pecorino cheese and prosciutto ham, along with a classic sweet dessert wine, served with local cantucci biscuits to bring our afternoon to a close.

Heart of Chianti Classico - 2 Wineries and Lunch - Chianti Wine Tour Tour Length: 7/8 hours. Dates: Every season. Departure Point: From your accommodation in Florence or Siena province. Departure Time: 09.00/09.30 am – return 4.00 pm Note: During this excursion, transport will be made in a Mercedes 9-seat minivan, which offers maximum comfort, with air-conditioning, large panoramic windows, and comfortable seats. Please specify if you want to remain private! Unless you don't specify you want to remain private, is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: ***** (best seller wine and food tour in Tuscany) Included: ALL INCLUDED ( Tours, Tasting , Lunch, Full-Day Driving Service in Private Van 8 seats )

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.

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Knowledgeable English speaking driver * Gas - Tolls - VAT

Take part in an unforgettable electric bike experience dedicated to fans of the fine Chianti wine, the undisputed emblem of Tuscan wine excellence. Through a spectacular itinerary through the rolling hills of Chianti, you will cycle surrounded by green olive trees and unique vineyards to the charming town of Vinci, birthplace of the great Leonardo. This trip is designed for food and wine lovers and for lovers of art, history and culture. At the end of this wonderful adventure, tastings of typical food and wine products paired with the renowned Chianti wines of Tuscany await you. This tour is designed for those staying in Florence and wanting to live a unique experience in the surroundings. From Firenze Santa Maria Novella station, you can reach Montecatini Terme in just 50 minutes by train. Once you arrive, our driver will welcome you at the station and accompany you to the meeting point, where our experience will begin.
Experience genuine regional dishes and world-class wines that define Tuscan gastronomy.
Gain insights directly from winemakers and producers within picturesque Chianti vineyards.
Learn the art of food and wine pairing from experts, understanding flavor profiles and complementary tastes.
Enjoy your tastings surrounded by the iconic cypress-lined roads and olive groves of the Chianti region.
Many tours offer smaller groups, fostering a more personal and engaging experience.
Deepen your knowledge of the flagship Sangiovese-based wines that give the region its fame.
These tours typically involve a visit to one or two Chianti wineries, where you'll learn about the winemaking process from vineyard to bottle. A curated selection of local products, such as cured meats, cheeses, and olive oil, is served alongside tastings of various Chianti wines.
Experience a multi-course Tuscan meal carefully paired with local wines. These experiences often take place at agriturismos or traditional trattorias, offering a deeper dive into regional cuisine and its perfect wine complements.
Specifically designed for lovers of cheese and wine, these tours focus on the exquisite marriage between Chianti wines and a variety of Tuscan cheeses, particularly Pecorino. You'll learn about cheese production and how different aging processes and milk types interact with Sangiovese.
For a more personalized experience, private car tours offer the flexibility to visit specific wineries or culinary spots of interest. These tours are often customizable and can be tailored to include exclusive tastings and meals, with a dedicated driver and guide.
Most food and wine pairing experiences in Chianti range from 3 to 4 hours, allowing ample time for tasting, learning, and enjoying the surroundings.
Tuscany enjoys a Mediterranean climate. Summers (June-August) are hot and dry, while spring (April-May) and autumn (September-October) offer pleasant temperatures ideal for outdoor activities. Winter can be cooler with occasional rain.
Group sizes can vary significantly. Winery visits may range from 10-20 people, while dedicated tasting sessions or private tours might be for as few as 2-6 individuals.
Typically includes wine tastings, food pairings (cheeses, cured meats, olive oil, bread, or full meals), and guided explanations. Some tours may include transportation from a central meeting point.
Meeting points are often at the winery itself, or at a designated central location in nearby towns like Greve in Chianti, Castellina in Chianti, or Radda in Chianti. Private tours often include hotel pick-up.
While most essential items are covered, additional purchases like bottles of wine to take home or extra menu items are typically not included in the tour price.
Book in advance, especially during peak season (spring and fall), as popular wineries and tasting experiences fill up quickly.
Consider visiting during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds.
Wear comfortable shoes. You'll often be walking through vineyards, cellars, and uneven terrain.
Don't be afraid to ask questions! The guides and winemakers are passionate about their craft and happy to share their knowledge.
Pace yourself. Tasting multiple wines and foods can be rich, so take your time to savor each element.
Stay hydrated throughout the day, especially during warmer months. Water is usually provided during tastings.
If you have any dietary restrictions or preferences, inform the tour provider when booking to ensure they can accommodate you.
Think about transportation. If you plan on enjoying multiple tastings, consider booking a tour that includes transportation or arranging a taxi/driver in advance.
A: The spring (April-May) and fall (September-October) offer the most pleasant weather for exploring vineyards and enjoying outdoor tastings. The harvest season in September is particularly exciting for wine enthusiasts.
A: No, most tours catering to international visitors are conducted in English. Many guides are bilingual, offering a comfortable experience for English speakers.
A: You'll typically encounter regional specialties like Pecorino Toscano cheese, cured meats such as salumi and prosciutto, bruschetta with local olive oil, and sometimes traditional pasta dishes or hearty stews, all designed to complement the robust flavors of Chianti wines.
A: Many tours can accommodate vegetarian diets if notified in advance. It's best to confirm with the tour provider when booking, as some traditional pairings are heavily meat-based.
A: Tastings usually involve generous pours, typically around 2-3 ounces per wine. This allows you to properly assess the wine's characteristics with the food pairings.
A: Yes, absolutely! Wineries encourage visitors to purchase their wines, and most offer shipping options if you wish to send bottles home.
A: Chianti Classico is a specific, more prestigious appellation within the broader Chianti region. It's made from a higher percentage of Sangiovese grapes and adheres to stricter production rules, generally resulting in a more complex and age-worthy wine.
A: Tipping is not mandatory but is appreciated for excellent service. A small gratuity for your guide or winery host is a kind gesture, typically around 5-10% of the tour cost if you feel the service was exceptional.
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.
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.
The shoulder seasons of spring (April to June) and autumn (September to October) are ideal, offering pleasant temperatures, fewer crowds, and beautiful natural scenery.
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.
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.
Explore comprehensive guides to plan your perfect trip, including food tours, cultural experiences, and more.
Master the art of Tuscan cuisine with hands-on cooking classes in the heart of the Chianti region, from pasta making to traditional desserts.
Explore the heart of Tuscany on Chianti Classico wine tours, a journey through rolling vineyards and historic estates to savor its world-renowned Sangiovese.
Step back in time with guided walks through Chianti's medieval villages, fortresses, and historic centers.
Discover authentic Chianti through guided explorations of its charming medieval villages and rolling vineyard landscapes. Experience genuine Tuscan life.
Explore rolling hills, ancient vineyards, and artisanal cellars on Chianti's premier wine tasting tours. Discover the heart of Tuscan winemaking.
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.
Rent a car for maximum flexibility and explore at your own pace on Expedia USA.
Find the perfect accommodation for your Chianti adventure. From luxury resorts to cozy hotels, we've got you covered.
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