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Florence Great Chianti Wine and Olive Oil Trail with Lunch

26 Reviews 4.92 out of 5 stars Based on 26 reviews collected by Key West Private Charters and TripAdvisor | Recommended by 96% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Florence, Italy
Don't miss out!
On average, this is booked 18 (0) days in advance.

7 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

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

  • Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen))
  • English-speaking driver
  • 3-course Typical Tuscan meal
  • Hotel pick up and drop off
  • Tips are optional and at the discretion of the customer
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Meeting Location

Meeting point

Via dei Vagellai
22 R, 50122 Firenze FI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Florence (pass by)

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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Tuscany

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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1 hour Admission Ticket Free

Tuscany

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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1 hour Admission Ticket Free

Tuscany

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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30 minutes Admission Ticket Free

Tuscany

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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2 hours Admission Ticket Free

Florence

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
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1 hour Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • 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

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Florence Great Chianti Wine and Olive Oil Trail with Lunch?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5049P94

Traveler Photos

Reviews

4.92
26 reviews

Average 4.92 out of 5 stars based on 26 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
25
4 stars
0
3 stars
1
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 18 (0) days in advance.

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What's Included

Activity name

  • Semi-private upgrade (max 8 ) with certified expert & Supertuscan wines focus (if option chosen))
  • English-speaking driver
  • 3-course Typical Tuscan meal
  • 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
  • Guided tour of an olive oil mill and tastings
  • Hotel pick up and drop off
  • Tips are optional and at the discretion of the customer

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • 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
  • This tour/activity will have a maximum of 20 travelers

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