Exploring the enchanting Chianti region from Florence promises a captivating experience. This small group tour winds through charming villages, visits the UNESCO-listed San Gimignano, and indulges in a winery tour with tastings of renowned local wines. With comfortable transportation and an engaging English-speaking driver, travelers can enjoy the breathtaking landscapes and rich culture of this iconic Italian destination. What hidden gems and cultural treasures await on this immersive journey?
Key Points

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This tour offers a comprehensive exploration of the Chianti region, including a visit to the UNESCO-listed town of San Gimignano and a winery tour with wine tasting.
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The tour duration is approximately 6.5-7 hours, with pickup and drop-off options available in Florence and comfortable air-conditioned transportation provided.
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Participants can enjoy a traditional Italian light lunch with wine as part of the tour experience, which is highly rated by previous customers.
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The tour provides small group settings for an intimate experience, with knowledgeable guides and excellent value for money, as reflected in the overall 4.7/5 star rating.
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Key highlights of the tour include breathtaking Chianti countryside scenery, the discovery of medieval towers in San Gimignano, and the opportunity to taste and purchase organic extra virgin olive oil.
Tour Overview and Pricing

The tour offers a comprehensive exploration of the Chianti region, departing from Florence. Guests can save up to 10%, with prices ranging from $205.23 to $184.71 per person.
The 6.5-7 hour experience includes a journey through the scenic Chianti countryside, a winery tour and tasting, and a stop in the UNESCO-listed town of San Gimignano.
Travelers enjoy a traditional Italian light lunch with wine. The tour provides convenient pickup and drop-off options, comfortable transportation, and an English-speaking driver.
Customers praise the knowledgeable guides, beautiful scenery, and overall value for money.
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Itinerary and Experience

Journeying through the scenic Chianti region along the Chiantigiana Road, the tour takes guests to the charming town of Greve in Chianti. Here, they’ll enjoy a winery tour and wine tasting for approximately 2 hours.
The next stop is the UNESCO World Heritage Site of San Gimignano, where travelers have an hour to explore the historic town, shop, and take photos.
A traditional Italian light lunch with wine tasting follows, lasting around 1.5 hours.
Throughout the day, guests travel in the comfort of an air-conditioned car or 7-8 seater minivan with an English-speaking driver.
Highlights and Activities

Small group tours provide an intimate exploration of the Chianti region.
Visitors can discover the UNESCO World Heritage Site of San Gimignano, known for its medieval towers. At a local winery, they’ll tour the cellar and taste the region’s renowned wines.
Discover the medieval towers of UNESCO-protected San Gimignano, then tour a local winery and taste renowned Chianti wines.
Travelers can also sample and purchase organic extra virgin olive oil, a specialty of the area.
Throughout the day, the tour offers scenic viewpoints and stops, allowing guests to enjoy the picturesque Chianti countryside.
With knowledgeable guides and comfortable transportation, this tour offers an authentic and memorable experience.
Transportation and Pickup
Pickup options are available from either accommodation or a designated meeting point. Comfortable minivan transportation is provided for the tour. Participants can choose to be dropped off at various locations in Florence, including Piazza Signoria, Corso dei Tintori, and others.
| Pickup Options | Drop-off Locations |
| — | — |
| Accommodation | Piazza Signoria |
| Designated meeting point | Corso dei Tintori |
| | Florence |
The transportation for the tour is an air-conditioned car or a 7-8 seater minivan, with an English-speaking driver ensuring a comfortable and smooth journey throughout the day.
More Great Tours NearbyCustomer Reviews and Ratings

The tour has an overall rating of 4.7 out of 5 stars based on 88 reviews.
Guests praise the tour’s knowledgeable guides, who receive a 4.8/5 rating. The transportation, rated 4.6/5, is also well-received. Reviewers feel the tour offers excellent value for money, with a 4.6/5 rating in this category.
Common highlights include:
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Breathtaking Chianti scenery
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Engaging winery tour and tasting
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Charming visit to San Gimignano
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Enjoyable traditional Italian lunch
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What to Expect From the Tour
As you embark on this Chianti tour, you’ll journey through the picturesque countryside along the renowned Chiantigiana Road.
Your first stop will be the charming town of Greve in Chianti, where you’ll enjoy a winery tour and wine tasting.
Next, you’ll visit the UNESCO World Heritage Site of San Gimignano, known for its medieval towers. Here, you’ll have time to explore the town, shop, and take photographs.
The tour also includes a traditional Italian light lunch with wine tasting.
Throughout the day, you’ll witness stunning scenery and have the opportunity to purchase organic extra virgin olive oil.
Important Information for Travelers

What’re the important details travelers should know about this tour?
Customers can save up to 10% by booking in advance, with prices ranging from $184.71 to $205.23 per person. The tour lasts between 6.5 to 7 hours, and free cancellation is available up to 24 hours prior for a full refund.
Customers can save up to 10% by booking in advance, with prices ranging from $184.71 to $205.23 per person. The tour lasts between 6.5 to 7 hours, and free cancellation is available up to 24 hours prior for a full refund.
Payment can be made later with the "Reserve now & pay later" option.
Highlights include:
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Exploring the UNESCO-listed town of San Gimignano
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Touring a local winery and tasting organic olive oil
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Enjoying a traditional Italian light lunch with wine
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Traveling in a comfortable air-conditioned minivan
Frequently Asked Questions
Can I Customize the Tour to My Preferences?
Yes, you can customize the tour to suit your preferences. Most providers offer flexibility to tailor the itinerary and activities based on your interests, such as adding more winery visits or extending time in certain villages.
What Is the Group Size for This Tour?
The tour has a small group size, typically 7-8 people. According to the details, it’s described as a "Small group tour in Chianti region", ensuring a more personalized and intimate experience for participants.
Are Any Food Allergies or Dietary Restrictions Accommodated?
The tour operator accommodates food allergies and dietary restrictions. Guests can notify the company of any special requirements when booking, and the staff will work to provide suitable alternatives during the included traditional Italian light lunch.
Can I Extend or Shorten the Duration of the Tour?
The tour duration can’t be extended or shortened, as it’s a set itinerary lasting 6.5 to 7 hours. However, customers can request modifications like an earlier pickup or later drop-off within the original timeframe with the tour provider.
What Should I Bring With Me on the Tour?
It’s recommended to bring comfortable walking shoes, sun protection, a small backpack or purse, and a water bottle. Some extra cash for purchases or tips is also advisable. The tour provides a light lunch, so a hearty appetite is all that’s required.
The Sum Up

This Chianti villages, San Gimignano, and winery tour from Florence offers a captivating glimpse into the enchanting beauty and rich culture of the Chianti region. Travelers can expect a scenic drive, visits to charming villages, a winery tour with tastings, and a traditional Italian lunch – all with comfortable transportation and an engaging English-speaking driver. With its UNESCO-listed sights and renowned wines, this small group tour provides an immersive experience in this iconic Italian destination.
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