Florence: Great Chianti Wine and Olive Oil Trail with Lunch
At a glance
Florence: Great Chianti Wine and Olive Oil Trail with Lunch is a 7h small-group experience in Florence, Italy, operated by Towns of Italy. Travellers rate it 4.9 out of 5 across 24 reviews on Viator and Tripadvisor. Prices start from $127.98 per person, and free cancellation is available. Included: Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen)), English-speaking driver, 3-course Typical Tuscan meal.
Highlights
- Small group of up to 20 people for a more personal experience
- Free cancellation for flexible planning
- 6 stops in one well-planned itinerary
Quick facts
- Duration
- 7h
- Group
- Small group, up to 20 travellers
- Languages
- English
- Pickup
- Meet at the start point
- Confirmation
- Instant confirmation
- Ticket
- Mobile or paper ticket accepted
- Cancellation
- Free cancellation (see policy)
Overview
Discover Tuscany’s wine paradise on a tour from Florence, crafted by Towns of Italy. Travel in a luxury Mercedes minivan through the Chianti Classico region, where vineyards, olive trees, and medieval villages shape a timeless landscape.
Visit three award-winning wineries, taste Chianti and Chianti Classico wines, explore cellars, walk through vineyards, and enjoy a gourmet 3-course Tuscan lunch at a boutique estate. Learn the secrets of olive oil at a historic property and explore a charming Medieval village of the Chianti region.
Become a sommelier for a day as you learn to evaluate wine like a pro, surrounded by breathtaking views of castles and hills.
Upgrade to a semi-private version (max 8 guests), led by a certified wine expert, with premium tastings, in-depth cellar visits, and a special focus on bold, elegant Supertuscan wines.
What's included
What's included
- Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen))
- English-speaking driver
- 3-course Typical Tuscan meal
- Guided tour of an olive oil mill and tastings
- Round-trip transportation from Florence on a luxury Mercedes Minibus with free WIFI
- Guided tour to an iconic Tuscan village and to 3 wineries and tasting
Not included
- Hotel pick up and drop off
- Tips are optional and at the discretion of the customer
Itinerary
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Stop 1
Begin your day with a warm welcome in Florence, where you’ll meet your professional guide. Settle into your comfortable Mercedes minibus and enjoy a relaxing drive through the rolling hills of Tuscany. Along the way, your guide will introduce you to the world of Chianti Classico, preparing your palate for a day filled with flavor, tradition, and breathtaking landscapes.
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Stop 2 · 1h
Stop at an ancient noble estate nestled among olive groves and cypresses. Here, you’ll take a guided tour of a beautifully preserved olive oil mill that blends centuries-old tradition with modern techniques. Learn how extra virgin olive oil is produced, from harvest to press, and enjoy a guided tasting session of premium oils. Discover how texture, color, and flavor vary by terrain and production methods, and learn to pair olive oil with food like a local.
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Stop 3 · 1h
Head to a boutique winery in the heart of Chianti Classico. Walk through historic cellars and sun-drenched vineyards as your sommelier explains how Sangiovese, Canaiolo, and other native grapes are blended to create one of the most famous wines in the world. Enjoy a tasting of selected vintages, learning how to assess aroma, structure, acidity, and finish — all while surrounded by views of the Tuscan countryside.
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Stop 4 · 30m
No trip to Chianti is complete without exploring one of its iconic medieval villages. Enjoy free time to stroll the cobbled streets of an enchanting Medieval village, browse the local bottegas, and take photos in its postcard-worthy piazza. Your guide will share insights into the area’s history, culture, and importance to Tuscan identity.
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Stop 5 · 2h
Continue your journey to another scenic winery, where you’ll be treated to a 3-course gourmet Tuscan lunch, served with perfectly paired wines. Savor authentic regional dishes made with fresh, local ingredients as you dine in an intimate, rustic setting. Your sommelier will guide you through the food and wine pairings, highlighting how Chianti wines enhance the flavors of Tuscan cuisine.
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Stop 6 · 1h
As the sun begins to set over the vineyards, relax on your return journey to Florence. Soak in the last views of olive groves and castles, reflect on everything you’ve learned, and ask your sommelier any lingering questions about the wines, olive oil, or Tuscan traditions. Expect to return with lasting memories—and maybe even a bottle or two. Then, head back to Florence in a confortable Mercedes Minivan or Mercedes Sprinter
Meeting point
Please be at the meeting point 15 minutes before the scheduled departure time.
Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River)
Good to know
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- The tour runs rain or shine
- No-shows will not be refunded
- Please note that Italy's law doesn't permit selling alcoholic beverage to teens under 18 y.o. so clients under this age will be served non-alcoholic beverages
- We love pets, but to ensure everyone's comfort and safety, we kindly ask that you leave your furry friends at home for this tour
- Please meet our staff at meeting point in Florence 15 minutes before the tour departure time
- Please read carefully If your tour is scheduled to take place on or after March 1, 2027, the new meeting point will be: Towns of Italy - Tourist Hub & Cooking School - Florence Largo Pietro Annigoni, 9A - 50122 Florence
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Frequently asked questions
How long does the Florence: Great Chianti Wine and Olive Oil Trail with Lunch take?
The experience lasts about 7h.
How much does it cost?
Prices start from $127.98 per person. The final price depends on the date, time and number of travellers, and is confirmed on Viator before you pay.
What's included?
Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen)); English-speaking driver; 3-course Typical Tuscan meal; Guided tour of an olive oil mill and tastings; Round-trip transportation from Florence on a luxury Mercedes Minibus with free WIFI; Guided tour to an iconic Tuscan village and to 3 wineries and tasting.
Where does it start?
Please be at the meeting point 15 minutes before the scheduled departure time. Florence - Via dei Vagellai, 22 red, corner with Piazza Mentana (opposite to the Arno River)
Can I cancel?
For a full refund, cancel at least 24 hours before the scheduled departure time.
Which languages is it offered in?
It is guided in English.
Is it worth it?
Travellers rate it 4.9 out of 5 across 24 reviews on Viator and Tripadvisor, which places it among the top-rated experiences in Florence.
