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Discover Tuscany’s charm on this Florence departure Chianti wine tour featuring tastings at two wineries, scenic vineyards, and regional delicacies.
Taking a wine tour from Florence into the heart of Chianti offers a chance to enjoy Italy’s world-famous wines amid breathtaking scenery. This particular experience, rated 4.4 out of 5 based on over 640 reviews, is designed for those who love good wine, stunning landscapes, and a taste of authentic Tuscan life. It’s a well-rounded excursion that combines scenic drives, informative cellar tours, and plenty of tasting opportunities—all for an accessible price of around $56 per person.
One of the things we really like about this tour is the focus on visiting two different, characterful wineries. Each estate offers a unique atmosphere—one more rustic and family-run, the other more upscale and polished—giving you a broader perspective of Chianti wine-making. Also, the inclusion of regional tastings like olive oil, cheese, and balsamic vinegar makes it feel like a genuine taste of Tuscany, not just a wine-drinking affair.
A potential consideration is that the tour lasts about 5.5 hours, which is quite a bit of time spent on a bus if you’re not a fan of windy country roads. The ride is comfortable, but those prone to motion sickness should pack something for reassurance. Also, lunch is not included, so plan to eat beforehand or buy snacks at the wineries if you’re hungry.
This tour suits travelers looking for value, authentic scenery, and guided insight into Chianti’s wine culture. It’s especially ideal if you want to experience Tuscany’s countryside without the hassle of organizing transport or visits yourself. Whether you’re a wine novice or a seasoned connoisseur, the mix of education, scenery, and regional products makes this an appealing, well-balanced day trip.


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The tour begins with a short 5-10 minute walk from Florence’s Santa Maria Novella train station, where you’ll meet a staff member in a bright fuchsia jacket holding a Ciaoflorence clipboard. You’ll then hop onto a fully equipped GT coach—air-conditioned, with Wi-Fi onboard, which many reviews highlighted as a pleasant way to relax after a busy morning sightseeing.
The drive to Chianti is scenic, winding through typical Tuscan landscapes with views of cypress trees, olive groves, and quaint farmhouses. The trip time means you’re off the city’s hustle and into the countryside quickly, with most groups arriving at the first estate around mid-morning or early afternoon, depending on the schedule.
The first stop is a family-run farm that has cultivated grapes for generations. You’ll be greeted by the owners and treated to a tasting of 3-4 different wines in their cellar lined with bottles. As some reviews note, the cellar is reminiscent of a family member’s old wine closet—authentic and cozy. Here, you’ll learn about the wine creation process, from grape to glass, with guides like Nicola providing insightful commentary.
You’ll also enjoy a platter of Tuscan products—local cheese, olive oil, and bread—offering a true taste of the region. Reviewers like Cassandra appreciated the opportunity to buy products directly from the estate, such as white wine, olive oil, and honey, which makes for great souvenirs.
The second stop is a more upscale estate, surrounded by olive groves and vineyards. Here, the atmosphere shifts to a more refined experience, but still welcoming. The guide will explain the nuances of Chianti wines and how regional conditions influence flavor profiles. Many visitors, such as Glorita, found this stop “very interesting,” especially the detailed explanations about wine-making and regional differences.
Tastings here often include plated appetizers, which pair beautifully with the wines. Reviewers frequently mention the generous pouring and the opportunity to ask questions, making it more than just a quick sip. You’ll get an idea of what makes Chianti so globally renowned.
In between, there’s time to take photos in the vineyards or chat with cellarers. Several reviews highlight how the tour allows for genuine interaction—asking questions, buying bottles, or simply soaking in the scenery.
While the tour doesn’t include lunch, there’s plenty of regional snacks and tastings to keep you satisfied. Some guests appreciated the balance of guided tours and free time, making it a well-paced afternoon.
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After the second estate, you’ll hop back onto the coach for the journey home, arriving in Florence with plenty of stories and wine tips to share. The bus driver, like Giancarlo, was often praised for safe and professional driving, especially on the windy country roads.

Guides and Guides’ Knowledge: Reviewers like Michael and Cassandra singled out guides like Zora and Nicola for their professionalism and insight. This added depth makes the experience more enriching for those curious about wine making, regional history, or just wanting to learn more about Tuscany’s culture.
Scenic and Authentic Locations: The charm of visiting family-run farms and elegant wineries cannot be overstated. The contrast offers a well-rounded picture of Chianti’s diversity. Many visitors noted the beauty of the vineyards and the chance for excellent photos—something that makes this tour feel special.
Value and Regional Products: For around $56, you’re getting two tastings at different wineries plus regional delicacies. The reviews indicate that many guests felt this price was very reasonable, especially considering the quality and quantity of wines, cheeses, and oils they sampled. Some even bought bottles directly at the estates, which is a testament to the value.
Comfortable Transportation: The coach, with Wi-Fi and air conditioning, gets high marks for comfort and convenience, especially after a busy morning in Florence. The short walk from the train station is a plus for ease of access.

Duration and Timing: The 5.5-hour length means a significant chunk of your afternoon is on a bus, which some may find tiring, especially if they dislike winding roads. The review comments about the bus sound system, and the lack of a bathroom on the return trip, are points to keep in mind.
No Lunch Included: While tastings and regional snacks are plentiful, no full meal is provided. Travelers should plan accordingly, either eating beforehand or budgeting for purchases at the wineries.
Group Size and Accessibility: Since the tour is not suitable for wheelchair users, travelers with mobility issues should consider this. Also, group bookings made separately may not guarantee being on the same bus, which could matter for friends traveling together.

This tour offers a genuine taste of Tuscany’s wine culture wrapped in a scenic package, making it perfect for first-time visitors looking for an introductory experience or wine enthusiasts wanting to explore Chianti’s diversity. It’s especially appealing if you value guided insight, regional products, and the chance to visit two different wineries in one afternoon.
Travelers who enjoy photo opportunities, learning about wine, and sampling local delicacies will find this trip rewarding. However, if you prefer a more relaxed pace or a sit-down lunch, you may want to consider other options.

Is transportation included?
Yes, the tour includes transportation in a fully-equipped, Wi-Fi-enabled bus from Florence to Chianti and back.
Where do I meet the tour?
The meeting point is a short walk from the Santa Maria Novella train station, identifiable by staff in a fuchsia jacket holding a Ciaoflorence clipboard.
How long is the tour?
The tour lasts approximately 5.5 hours, depending on the schedule.
Are meals included?
No, lunch and dinner are not included. You’ll enjoy tastings of regional products and cheeses at the wineries instead.
Can I buy wine or products during the tour?
Yes, both wineries offer the chance to purchase bottles and regional products like olive oil and honey.
Is this tour suitable for children or groups?
Yes, it’s suitable for families and groups, although it’s not recommended for wheelchair users.
What should I wear?
Comfortable shoes are advised, especially since you’ll be walking around the vineyards and estate.
Are there any restrictions?
Pets and smoking are not allowed; large luggage or bags are discouraged to keep the bus comfortable.
Can I cancel?
Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility if your plans change.

This Chianti wine tour from Florence offers a well-balanced mix of scenic beauty, educational value, and regional flavors—all at a very reasonable price. The focus on two different wineries ensures a varied experience that can appeal to both wine lovers and curious travelers alike. The guided cellar tours, coupled with tastings of Chianti wines and local products, make for a memorable day that captures the essence of Tuscany.
Ideal for those wanting a manageable, authentic taste of Chianti without the hassle of self-organizing, this trip suits travelers who appreciate good value, expert guides, and stunning vineyard views. Keep in mind the duration and travel conditions if you’re sensitive to winding roads, but overall, this tour promises a delightful glimpse into Tuscany’s most celebrated wine region.
Whether you’re here for a special occasion or just to soak up the landscape, this tour will leave you with plenty of stories, bottles, and photos to cherish long after your trip.