Chianti, located in the heart of Tuscany, is renowned for its world-class wines. If you’re visiting Florence, you have the perfect opportunity to embark on a Chianti wine tour and explore the scenic vineyards and wineries of the region. Here’s some information to help you plan your Chianti wine tour from Florence:
Wine Tastings: Chianti wine tours offer opportunities to taste a variety of wines, including Chianti Classico, as well as other regional wines such as Super Tuscans. You’ll learn about the different grape varietals, aging processes, and the characteristics that make Chianti wines unique. Some tours may also include food pairings, allowing you to savor the flavors of Tuscan cuisine alongside the wines.
Winery Visits: During the tour, you’ll visit one or more wineries, where you’ll have the chance to see the wine production facilities, barrel rooms, and vineyards. Knowledgeable guides or winery staff will provide insights into the history of the winery, the wine-making techniques employed, and the philosophy behind the wines produced.
Embarking on a Chianti wine tour from Florence is a wonderful way to discover the flavors of Tuscany, learn about the wine-making process, and soak up the beauty of the Chianti countryside. It’s an experience that combines wine appreciation, cultural exploration, and the enjoyment of Tuscany’s renowned hospitality.
Best Chianti Wine Tours From Florence
From Florence: Chianti Wine Tour with Tastings | VIP Small-Group SuperTuscan Wine Tour from Florence | Florence: Chianti Wineries Tour with Food and Wine Tasting | |
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Duration | 5 - 6 hours | 6.5 hours | 5.5 hours |
Starting Time | 8:30 AM | 9:30 AM | 8:30 AM, 2:30 PM |
Meeting Point | Piazzale Montelungo, Firenze FI, Italy | Piazza Mentana, 3, 50123 Firenze FI, Italy | Piazzale Montelungo, Firenze FI, Italy |
Includes | Assistance at the meeting point, Transport , Guided ,admire Greve in Chianti medieval Village. | Round-trip transportation, 3 wine tastings, Typical Tuscan lunch, guide, Tuscany tasting | Tasting of 7 different wines, Transportation , Snacks, Guided wine tasting at 2 different wineries |
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Quick Answer: The 7 Best Chianti Wine Tours From Florence For [2025]
- From Florence: Chianti Wine Tour with Tastings
- VIP Small-Group SuperTuscan Wine Tour from Florence
- Florence: Chianti Wineries Tour with Food and Wine Tasting
- Florence: Pisa, Siena, San Gimignano, and Chianti Experience
- Tuscany by Vespa Full-Day Tour to Chianti Wine Region
- From Florence: Tuscany Day Trip with Lunch at Chianti winery
- From Florence: Small Group Wine Tasting Tour to Tuscany
Best Chianti Wine Tours From Florence Reviews
#1. From Florence: Chianti Wine Tour with Tastings
If you’re looking to enjoy a Chianti wine tour with tastings departing from Florence, you’re in for a delightful experience exploring the renowned wine region of Chianti. Here’s what you can expect from such a tour:
Transportation: The tour will typically include round-trip transportation from Florence to the Chianti region. This may be provided by a comfortable coach, minivan, or private car, depending on the tour operator and group size. The scenic drive through the picturesque Tuscan countryside is part of the experience.
Chianti Wine Tastings: The main highlight of the tour is the opportunity to visit and taste wines at some of the esteemed wineries in the Chianti region. You’ll have the chance to sample a variety of Chianti wines, including Chianti Classico, which is made from Sangiovese grapes. Knowledgeable guides or winery staff will guide you through the wine tastings, explaining the characteristics, flavors, and nuances of each wine.
Winery Visits: During the tour, you’ll visit one or more wineries, where you’ll have the chance to explore the vineyards, wine cellars, and production facilities. You’ll learn about the winemaking process, the aging techniques, and the history and traditions behind Chianti wines. This hands-on experience provides insights into the craftsmanship and artistry that goes into producing these renowned wines.
Wine Education: Throughout the tour, you’ll gain a deeper understanding of Chianti wines through informative commentary from guides or winery staff. They will share their expertise, explaining the unique characteristics of the wines, the factors that contribute to their quality, and the wine classification system in the Chianti region.
Scenic Stops: Chianti wine tours often include stops at scenic viewpoints or picturesque villages within the Chianti region. These stops offer opportunities to take in the beautiful landscapes, capture memorable photos, and immerse yourself in the charm of the Tuscan countryside. You may visit places like Greve in Chianti, Castellina in Chianti, or Radda in Chianti, each with its own unique character.
Optional Extras: Depending on the specific tour, there may be additional inclusions or optional extras. Some tours may incorporate visits to olive oil mills, where you can taste locally produced extra virgin olive oil. Others may offer a traditional Tuscan lunch at a winery or a nearby restaurant, allowing you to enjoy regional cuisine paired with Chianti wines.
When selecting a Chianti wine tour with tastings from Florence, consider factors such as the tour duration, group size, the reputation of the tour operator, and any specific preferences you may have. Reading reviews, checking itineraries, and comparing offerings will help you find the tour that suits your interests.
Embarking on a Chianti wine tour from Florence with tastings is a fantastic way to discover the flavors and heritage of Chianti wines. It allows you to explore the vineyards, taste exceptional wines, and soak up the beauty and cultural richness of the Chianti region.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#2. VIP Small-Group SuperTuscan Wine Tour from Florence
If you’re looking for an exclusive and luxurious wine tour experience from Florence, a VIP small-group SuperTuscan wine tour would be a great choice. SuperTuscan wines are renowned for their exceptional quality and unique character, and this type of tour allows you to explore these prestigious wines in a personalized and intimate setting. Here’s what you can expect from a VIP small-group SuperTuscan wine tour:
Small Group and VIP Treatment: The tour is designed for a small group of participants, ensuring an intimate and personalized experience. With a smaller group, you’ll have more opportunities to interact with your guide and receive individual attention. The VIP treatment may include special access to exclusive wineries and vineyards that are not typically open to the public.
SuperTuscan Wine Tastings: The focus of the tour will be on tasting and discovering SuperTuscan wines. These wines are known for their high quality, innovative winemaking techniques, and use of non-traditional grape varieties. You’ll have the chance to sample a selection of SuperTuscan wines, including iconic labels that have gained international recognition. Expert guides will provide detailed explanations about the wines, their characteristics, and the factors that make them unique.
Exclusive Winery Visits: The VIP SuperTuscan wine tour often includes visits to prestigious wineries that produce these exceptional wines. You’ll have the opportunity to explore their vineyards, cellars, and production facilities. These wineries are often owned by prominent wine families or renowned estates that have played a significant role in shaping the SuperTuscan movement. You’ll gain insights into their winemaking philosophy and the history behind their wines.
Wine Education and Expert Guides: Throughout the tour, you’ll benefit from the knowledge and expertise of expert guides who are passionate about wine. They will share in-depth information about SuperTuscan wines, the history of the region, and the unique winemaking practices employed. You’ll learn about the grape varietals used in SuperTuscans, the blending techniques, and the aging processes that contribute to their exceptional quality.
Gourmet Food Pairings: To enhance your wine tasting experience, VIP SuperTuscan wine tours often incorporate gourmet food pairings. These can include regional Tuscan specialties, artisanal cheeses, cured meats, and other delicacies that complement the wines perfectly. The food pairings are carefully selected to enhance the flavors and showcase the culinary traditions of the region.
Scenic Tuscan Landscapes: While enjoying the VIP SuperTuscan wine tour, you’ll have the opportunity to immerse yourself in the scenic beauty of the Tuscan countryside. The tour may include drives through picturesque landscapes, rolling vineyards, and charming villages, allowing you to appreciate the idyllic setting that produces these exceptional wines.
When selecting a VIP small-group SuperTuscan wine tour, consider factors such as the reputation and expertise of the tour operator, the wineries included in the itinerary, the exclusivity of the experience, and any specific preferences you may have. Reading reviews, checking the itineraries, and comparing offerings will help you find the tour that aligns with your expectations.
Embarking on a VIP small-group SuperTuscan wine tour from Florence is a luxurious and unforgettable experience that allows you to delve into the world of prestigious wines. It offers a unique opportunity to taste exceptional wines, learn from experts, and explore the beauty and heritage of the Tuscan wine region.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#3. Florence: Chianti Wineries Tour with Food and Wine Tasting
If you’re looking for a delightful food and wine experience in the Chianti region from Florence, a Chianti wineries tour with food and wine tasting is an excellent choice. This type of tour allows you to explore the renowned wineries of Chianti while indulging in the region’s culinary delights. Here’s what you can expect from a Chianti wineries tour with food and wine tasting:
Transportation: The tour will typically include round-trip transportation from Florence to the Chianti region. You’ll travel in a comfortable vehicle, such as a coach or minivan, with a knowledgeable guide who will provide commentary about the region’s history, culture, and winemaking traditions during the journey.
Chianti Winery Visits: The tour will take you to visit two or more wineries in the Chianti region. You’ll have the opportunity to explore the vineyards, learn about the winemaking process, and visit the cellars where the wines are aged. Knowledgeable guides or winery staff will share insights into the winemaking techniques specific to the region and provide information about the different Chianti wines produced.
Wine Tasting: At each winery, you’ll participate in wine tastings where you can sample a variety of Chianti wines. This can include Chianti Classico and other variations, such as Riserva or Gran Selezione. The winery staff will guide you through the tasting, explaining the characteristics of each wine, the grape varietals used, and the flavors and aromas to look for. You’ll have the opportunity to appreciate the nuances of Chianti wines and learn how to distinguish their unique qualities.
Food Pairings: In addition to the wine tastings, the tour will often include food pairings to complement the wines. You’ll savor traditional Tuscan dishes and local specialties that are carefully selected to enhance the flavors of the wines. The food pairings can include cured meats, cheeses, bruschetta, olive oil, and other regional delicacies. This allows you to experience the harmonious marriage of food and wine that characterizes Tuscan cuisine.
Scenic Views and Cultural Stops: As you travel through the Chianti region, you’ll enjoy picturesque views of the Tuscan countryside with its rolling hills, vineyards, and charming villages. The tour may include stops at scenic viewpoints or visits to nearby towns, such as Greve in Chianti or Castellina in Chianti, where you can explore the local culture, stroll through the streets, and perhaps even visit a local market.
Expert Guidance and Wine Education: Throughout the tour, you’ll benefit from the expertise and knowledge of guides or winery staff who will provide information about the wines, the winemaking process, and the characteristics of the Chianti region. You’ll learn about the history and traditions of Chianti wines, the importance of the terroir, and the regulations that govern Chianti wine production.
When selecting a Chianti wineries tour with food and wine tasting, consider factors such as the reputation of the tour operator, the wineries included in the itinerary, the quality of the food pairings, and any specific preferences you may have. Reading reviews and checking the itineraries on tour operator websites will help you find the tour that suits your interests.
Embarking on a Chianti wineries tour with food and wine tasting from Florence offers a perfect blend of wine appreciation, culinary delights, and cultural exploration. It allows you to immerse yourself in the beauty and flavors of the Chianti region while gaining a deeper understanding of its renowned wines.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience
If you’re looking for a comprehensive tour that allows you to explore multiple iconic destinations in Tuscany from Florence, the Pisa, Siena, San Gimignano, and Chianti experience is a great choice. This tour combines visits to these renowned cities with the scenic beauty of the Chianti region. Here’s what you can expect from this experience:
Transportation: The tour will provide comfortable transportation from Florence to each destination and back. This may be in the form of a coach or minivan, depending on the group size. You’ll have the opportunity to relax and enjoy the scenic drive through the Tuscan countryside while a knowledgeable guide shares information about the history and culture of the region.
Pisa: The tour will include a visit to Pisa, famous for its iconic Leaning Tower. You’ll have the chance to explore the Piazza dei Miracoli, where the tower is located, and admire other architectural gems such as the Cathedral and the Baptistery. Your guide will provide insights into the history and significance of these landmarks.
Siena: Siena is a medieval city known for its rich history and beautiful architecture. During the tour, you’ll explore the historic center, a UNESCO World Heritage site, and visit the Piazza del Campo, one of the most stunning squares in Italy. You’ll learn about the Palio, a traditional horse race held in Siena, and have time to wander through the charming streets and discover the city’s unique atmosphere.
San Gimignano: San Gimignano is a small hilltop town famous for its medieval towers. You’ll have the opportunity to explore its well-preserved historic center, which offers breathtaking panoramic views of the surrounding countryside. You can stroll through the narrow streets, visit the beautiful squares, and admire the ancient towers that make San Gimignano a UNESCO World Heritage site.
Chianti Region: The tour will take you through the picturesque Chianti region, known for its vineyards, olive groves, and rolling hills. You’ll have the chance to admire the scenic landscapes and stop at a local winery to taste Chianti wines. This allows you to experience the renowned wine production of the region and appreciate the beauty of the Tuscan countryside.
Free Time: During the tour, you’ll have some free time in each destination to explore at your own pace, take photos, or indulge in local cuisine. Your guide will provide recommendations on places to visit, restaurants, and points of interest, allowing you to make the most of your time in each location.
When selecting a Pisa, Siena, San Gimignano, and Chianti experience tour, consider factors such as the reputation of the tour operator, the duration of the tour, the amount of free time provided in each destination, and any specific preferences you may have. Reading reviews and checking the itineraries on tour operator websites will help you find the tour that suits your interests.
Embarking on the Pisa, Siena, San Gimignano, and Chianti experience from Florence offers a perfect combination of historical and cultural exploration, scenic beauty, and the opportunity to taste the wines of the renowned Chianti region. It’s a comprehensive tour that allows you to discover the highlights of Tuscany in a convenient and enjoyable way.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region
If you’re looking for a unique and adventurous way to explore the Chianti wine region in Tuscany, a full-day Vespa tour is an exciting option. Riding a Vespa allows you to immerse yourself in the beautiful landscapes and charming villages of the region while experiencing the thrill of the open road. Here’s what you can expect from a Tuscany by Vespa full-day tour to the Chianti wine region:
Vespa Rental and Safety Briefing: The tour will begin with the rental of a Vespa scooter. You’ll be provided with all necessary safety equipment, including helmets, and receive a briefing on how to operate the scooter safely. If you’re new to riding a Vespa, don’t worry—tour operators typically offer instructions for beginners, ensuring that everyone feels comfortable and confident before setting off.
Scenic Ride through the Tuscan Countryside: Once you’re ready, the adventure begins! You’ll embark on a scenic ride through the Tuscan countryside, following picturesque roads that wind through vineyards, olive groves, and rolling hills. The route may take you along the famous Chianti Wine Road, allowing you to fully appreciate the beauty of the region and its vineyard-dotted landscapes.
Visits to Chianti Wineries: Throughout the day, the tour will include stops at selected Chianti wineries. You’ll have the opportunity to visit these renowned estates, learn about the winemaking process, and taste a variety of Chianti wines. The wineries may range from small, family-owned vineyards to larger, well-established estates. You’ll be guided through the wine tastings by knowledgeable staff who will share insights into the wines and the Chianti region.
Traditional Tuscan Lunch: The full-day Vespa tour will typically include a stop for a traditional Tuscan lunch. This may take place at a local trattoria, agriturismo, or winery, where you can savor authentic Tuscan cuisine paired with local wines. You’ll have the chance to indulge in regional specialties such as pasta, cured meats, cheeses, bruschetta, and other delicious dishes that showcase the flavors of Tuscany.
Charming Village Visits: Along the route, the tour may include visits to charming villages in the Chianti region. You’ll have the opportunity to explore these picturesque towns, stroll through their cobbled streets, and soak up the local atmosphere. Some notable villages in the area include Greve in Chianti, Castellina in Chianti, and Radda in Chianti, each offering its own unique character and cultural highlights.
Expert Guide and Support: Throughout the tour, you’ll be accompanied by an expert guide who will lead the way, ensuring that you follow the planned route and providing interesting commentary along the journey. In case of any issues or questions, the guide will be there to assist you and offer support.
When selecting a Tuscany by Vespa full-day tour, consider factors such as the reputation and experience of the tour operator, the duration of the tour, the level of riding experience required, and any specific preferences you may have. Reading reviews and checking the itineraries on tour operator websites will help you find the tour that suits your interests.
Embarking on a full-day Vespa tour to the Chianti wine region in Tuscany is an exhilarating and immersive way to discover the beauty of the countryside and experience the flavors of Chianti wines. It offers a unique blend of adventure, culture, and gastronomy, allowing you to create lasting memories of your time in Tuscany.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#6. From Florence: Tuscany Day Trip with Lunch at Chianti winery
If you’re looking for a convenient and relaxing way to experience the beauty of Tuscany and indulge in the flavors of the Chianti wine region, a Tuscany day trip from Florence with lunch at a Chianti winery is an excellent choice. This type of tour allows you to explore the picturesque countryside, visit charming towns, and enjoy a delicious Tuscan meal paired with local wines. Here’s what you can expect from a Tuscany day trip with lunch at a Chianti winery:
Transportation: The tour will provide comfortable round-trip transportation from Florence to the Tuscan countryside. You’ll travel in a coach or minivan, accompanied by a knowledgeable guide who will share insights about the region’s history, culture, and winemaking traditions along the way.
Scenic Drive through the Tuscan Countryside: As you leave Florence, you’ll embark on a scenic drive through the stunning Tuscan countryside. You’ll pass by rolling hills, vineyards, olive groves, and cypress-lined roads, offering picturesque views that showcase the beauty of the region.
Chianti Region Exploration: The tour will take you to the heart of the Chianti wine region, where you’ll have the opportunity to explore charming towns and villages. This may include stops in places like Greve in Chianti, Castellina in Chianti, or Radda in Chianti, known for their historical significance, architectural beauty, and local traditions. You’ll have time to stroll through the streets, visit local shops, and soak up the authentic atmosphere.
Visit to a Chianti Winery: The highlight of the day trip will be a visit to a Chianti winery, where you’ll have the chance to learn about the winemaking process and taste a variety of Chianti wines. The winery visit may include a tour of the vineyards, cellars, and production facilities, giving you insight into the art of winemaking in the region. You’ll also participate in a guided wine tasting, led by knowledgeable staff who will explain the characteristics of the wines and share information about the Chianti wine region.
Tuscan Lunch at the Winery: Following the winery visit, you’ll indulge in a delicious Tuscan lunch at the winery. The meal will typically consist of traditional Tuscan dishes made with locally sourced ingredients, accompanied by a selection of wines from the winery. You’ll savor the flavors of Tuscan cuisine, which may include pasta, grilled meats, cheeses, bruschetta, and other regional specialties. The meal will be served in a scenic setting, such as a terrace with panoramic views or a rustic dining room within the winery.
Free Time and Photo Opportunities: Throughout the day trip, you’ll have opportunities for free time to explore the towns, take photos, or simply relax and enjoy the beauty of the surroundings. Your guide will provide recommendations on places to visit and points of interest, allowing you to make the most of your time in each location.
When selecting a Tuscany day trip with lunch at a Chianti winery, consider factors such as the reputation of the tour operator, the winery included in the itinerary, the quality of the food and wine offerings, and any specific preferences you may have. Reading reviews and checking the itineraries on tour operator websites will help you find the tour that suits your interests.
Embarking on a Tuscany day trip with lunch at a Chianti winery from Florence offers a perfect combination of relaxation, exploration, and gastronomic pleasure. It allows you to experience the beauty of the Tuscan countryside, discover charming towns, and savor the flavors of the region’s renowned wines and cuisine.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience
#7. From Florence: Small Group Wine Tasting Tour to Tuscany
If you’re looking for a more intimate and personalized wine tasting experience in Tuscany, a small group wine tasting tour from Florence is an excellent option. This type of tour allows you to delve into the world of Tuscan wines, visit renowned wineries, and enjoy guided tastings led by knowledgeable experts. Here’s what you can expect from a small group wine tasting tour to Tuscany from Florence:
Transportation: The tour will provide comfortable transportation from Florence to the Tuscan countryside. Depending on the group size, transportation may be in the form of a minivan or a small coach. This ensures a more intimate and cozy atmosphere, allowing for interactions with your guide and fellow wine enthusiasts throughout the journey.
Scenic Drive through the Tuscan Countryside: As you leave Florence, you’ll embark on a scenic drive through the picturesque Tuscan countryside. You’ll pass by rolling hills, vineyards, olive groves, and charming villages, providing you with beautiful views of the region’s landscapes.
Visit to Renowned Wineries: The tour will take you to carefully selected wineries that represent the best of Tuscan wine production. These wineries may vary in size and style, ranging from family-owned estates to larger, well-established wineries. You’ll have the opportunity to explore the wineries, learn about their history and winemaking techniques, and engage in tastings of their signature wines. Your guide will provide insights into the different wine varietals, the characteristics of the wines, and the unique features of each winery.
Guided Wine Tastings: Throughout the tour, you’ll enjoy guided wine tastings led by expert sommeliers or winery staff. They will guide you through the tasting experience, explaining the tasting notes, aromas, and flavors of the wines. You’ll learn about the characteristics of Tuscan wines, including famous varieties such as Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano. This will deepen your understanding and appreciation of Tuscan wines, and enhance your wine tasting skills.
Vineyard Walks and Cellar Visits: Depending on the wineries visited, you may have the opportunity to take leisurely walks through the vineyards, where you can see the grapevines up close and learn about the importance of terroir in winemaking. You may also visit the winery cellars, where the wines are aged and stored. These visits offer valuable insights into the winemaking process and the care that goes into producing high-quality Tuscan wines.
Free Time and Photo Opportunities: The tour may include some free time at the wineries or in the surrounding areas, allowing you to explore the premises, take photos, or simply relax and enjoy the scenery. Your guide will provide recommendations on places to visit or points of interest nearby, giving you the flexibility to make the most of your time.
When selecting a small group wine tasting tour to Tuscany from Florence, consider factors such as the reputation and expertise of the tour operator, the wineries included in the itinerary, the depth of the wine tasting experience, and any specific preferences you may have. Reading reviews and checking the itineraries on tour operator websites will help you find the tour that suits your interests.
Embarking on a small group wine tasting tour to Tuscany from Florence offers an immersive and educational experience that allows you to discover the richness of Tuscan wines, meet passionate winemakers, and taste some of Italy’s finest wines. It’s a perfect choice for wine enthusiasts and those looking to deepen their knowledge and appreciation of Tuscan winemaking traditions.
More Details & Tour Booking
100% refund for cancellations within 24 hours in advance of the experience

Francis Porter is a seasoned traveler and tour guide with over 15 years of experience in the industry. I have explored countless destinations around the world and have a deep passion for helping others discover new places and cultures.