Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover authentic Chianti wineries with this half-day tour from Florence, featuring tastings, vineyard walks, and local Tuscan products in stunning scenery.

The Florence: Chianti Wineries Tour with Wine Tasting offers a taste of Tuscany’s legendary wine country in just 5 to 5.5 hours. This guided excursion takes visitors to two genuine Chianti wineries, where they can walk among vines, meet local winemakers, and sample up to 8 different wines. Priced accessibly, the tour is ideal for those wanting a comprehensive yet relaxed introduction to the region’s wine and food culture.
What makes this tour stand out is its focus on authentic, family-run wineries in the Chianti Hills. The guides provide detailed insights into the wine-making process, including what defines a Chianti Classico. While the tour is quite popular, reviews highlight that timing at each winery can be tight, so those wanting longer tastings may want to plan accordingly.
This experience is perfect for wine enthusiasts, casual drinkers, and travelers eager to enjoy breathtaking landscapes. The tour’s pace balances sightseeing, education, and tasting, with free time for photos and relaxation at each winery. It’s a convenient way to combine culture, scenery, and wine without the hassle of self-driving.
You can check availability for your dates here:
If wine interests you, we've examined these other wine experiences in Florence

The tour begins at the Piazzale Montelungo, just a short 10-minute walk from Santa Maria Novella station. From there, travelers board a comfortable fully fitted GT bus with Wi-Fi, ready for a scenic one-hour drive into the Chianti region. The end point is back at the same meeting spot, making the trip easy to coordinate with your plans in Florence.

The coach ride offers a comfortable journey through rolling hills and picturesque vineyards. Along the way, the guide shares engaging stories and facts about local landmarks and the region’s history, setting the scene for what’s ahead. The drive itself is an appreciated part of the experience, giving a glimpse of Tuscany’s charming countryside.

The first winery welcomes guests with a brief history and an introduction to their wine production. Visitors are invited to join an organized tour of the facilities and stroll through the vineyards. Guides explain the materials used for barrels and what criteria qualify wines as Chianti Classico. Sampling 3 to 4 wines, paired with regional snacks like cheese, bread, and olive oil, provides a flavorful introduction to Tuscan wines.
The guided tasting emphasizes how to appreciate each wine’s qualities and offers tips on savoring. The friendly host and detailed explanations make this stop educational yet relaxed, with enough time for photos and chatting.
More Great Tours Nearby
The second stop features a different style of winery, often highlighting their production methods and what makes their wines distinct. Visitors can walk through the facilities and enjoy a short vineyard stroll. The second tasting includes up to 3 wines, with a charismatic local producer sharing stories about each wine’s peculiarities and how weather affects the grapes.
This winery often leaves a memorable impression due to its personalized approach and beautiful views. After the tasting, travelers have free time to relax, take pictures, or purchase bottles to take home, with shipping options available.
Keen to taste more of Florence? We've looked into these other food and drink experiences

After each tasting, the tour grants free time to browse the winery gift shops, take photos of the scenic landscapes, or simply relax amid the Tuscan countryside. This flexibility is frequently praised, allowing visitors to enjoy the environment at their own pace. It’s especially appreciated at the second winery, where the views are particularly striking.

The tour is available as a small group or private experience, with English-speaking guides leading the way. The guides are consistently praised for their knowledge and friendly demeanor, making the experience both informative and welcoming. The driver, often mentioned as skilled, navigates the challenging Chianti roads safely.
Travelers should bring comfortable shoes for walking around vineyards and wineries. The bus is equipped with Wi-Fi, although some reviews note that the Wi-Fi may not always function perfectly. Luggage, pets, and smoking are not permitted on the bus, and lunch is not included, so plan to eat before or after the tour.
Each winery offers the opportunity to purchase wine by the bottle or box, which can be shipped home or taken with you. While tasting sessions are generous, reviews suggest that some guests might prefer more time at each location. The value for money is often mentioned as excellent, given the quality of wines and the scenic experience.

This tour suits those with an interest in wine, scenic countryside, or Tuscan culture. It’s particularly well-suited for first-time visitors due to its structured, guided approach. While not wheelchair accessible, the tour’s pacing and organization make it a smooth, enjoyable experience for most travelers.
It’s a good option for families, couples, or small groups looking for a relaxed, informative, and scenic half-day outing. If more extensive tastings or longer visits are desired, travelers might consider other options, but this tour offers solid value and a charming glimpse into Chianti’s wine heritage.
The Florence Chianti Wineries Tour combines beautiful landscapes, authentic wine experiences, and regional food samples in a manageable half-day trip. With two distinct wineries, engaging guides, and flexible free time, it provides a well-rounded introduction to Tuscany’s wine culture. The scenery and wines both receive high praise, and the cost-effective pricing makes it accessible to many visitors.
While the timing at each winery can be tight, most guests find that the quality and authenticity of the experience compensate for this limitation. This tour is ideal for wine lovers or those wanting a taste of Tuscany without a full-day commitment.
“It was a great trip, and the wineries were great as well! Highly recommend! The only thing I would improve is perhaps some fee time at the wineries…”
Is hotel pickup included in this tour?
No, the tour begins at the Piazzale Montelungo in Florence.
How long is the drive to the Chianti region?
The coach ride lasts approximately one hour into the Tuscan countryside.
What is included in the tasting?
Each winery offers 3-4 wines, paired with regional snacks such as cheese, bread, olive oil, and salami.
Can I buy wine to take home?
Yes, both wineries sell bottles and boxes, with options to ship home.
Are there any physical requirements?
Comfortable shoes are recommended; the tour is not wheelchair accessible.
Is lunch included?
No, lunch is not part of the tour, so plan to eat before or after.
How many wineries do I visit?
You visit two wineries, each offering a guided tour and tastings.
What type of scenery will I see?
You’ll see rolling Chianti Hills, vineyards, and scenic Tuscan landscapes.
Is Wi-Fi available on the bus?
Yes, Wi-Fi is provided, but it may occasionally have connectivity issues.
What sets this tour apart from others?
Its focus on authentic wineries, regional food, and stunning scenery in a half-day format makes it a popular choice for a genuine Tuscan experience.