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

Discover the Chianti Hills with this 6-hour wine tasting tour from Florence including visits to two wineries, six wines, local delicacies, and scenic countryside views.

This wine experience in the Chianti Hills offers a well-rounded glimpse into Tuscany’s renowned wine culture, all for approximately $57 per person. The tour lasts around 6 hours, making it ideal for visitors who want a substantial yet relaxed day trip from Florence. Departing from the Piazza della Stazione, the journey takes you into the rolling landscapes of Tuscany, where picture-perfect views surround two carefully selected local wineries.
You won’t need to worry about driving or organizing logistics. This guided tour includes air-conditioned bus transport, visits to two wineries, and tastings of six different wines. The experience is complemented by Tuscan salami, cheeses, and olive oil, with opportunities to purchase wines and gourmet products directly from the producers. It’s a practical choice for those seeking a straightforward, enjoyable introduction to Chianti’s wine scene.

If wine interests you, we've examined these other wine experiences in Florence

The tour starts at the Sightseeing Experience Visitor Center inside Florence’s Santa Maria Novella train station. The early afternoon departure allows time for a relaxed start, and the tour ends back at the same location in the evening. Arriving on time is essential, as the tour emphasizes punctuality, and no refunds are issued for delays.
The meeting point is near public transportation, making it easy to access, and the group size is capped at 50 travelers, ensuring a comfortable experience. The tour operator recommends most travelers can participate, with language options in English and Spanish guaranteed with at least four participants.
Once on board the air-conditioned GT bus, the journey to Chianti is part of the experience. The scenic drive offers stunning views of Tuscany’s rolling hills, vineyards, and olive groves. The peaceful landscape sets the perfect backdrop for a relaxing day spent sampling wine and local treats.
This drive also helps build anticipation for the visits ahead, with many reviews praising the beautiful scenery seen en route. The bus is equipped with Wi-Fi, so guests can share photos or check messages during the ride.

The initial tasting occurs at Strada Statale 222 Chiantigiana, the main road through Chianti. Here, guests sample wines produced in the region, alongside salami, cheeses, and olive oil. This stop lasts around 1 hour and 15 minutes, providing sufficient time to enjoy the wines and explore local products.
Guests are offered the chance to purchase wines and regional specialties, often appreciated as souvenirs or gifts. The setting provides a relaxed atmosphere, where guides explain the characteristics of each wine, emphasizing what makes Chianti wines unique.

The tour continues along Chiantigiana to the second winery, also offering a 1 hour and 15 minutes tasting session. This stop allows guests to sample another selection of six wines, with an emphasis on Chianti Classico, famed for its quality and flavor.
At this location, guests enjoy Tuscan charcuterie, cheese, and olive oil, with the opportunity to learn about wine production techniques. Many reviews highlight the knowledgeable guides who share interesting stories and details about the region’s winemaking traditions.

Both stops provide the chance to buy wines directly from the wineries, often at better prices than retail. Guests can also select from local oils, cheeses, and salami, making excellent souvenirs or gifts. This tasting-focused shopping experience adds a practical touch, especially for those looking to enjoy Tuscany’s flavors at home.

The tour’s length and stops are designed to balance wine tasting with sightseeing, avoiding overly rushed experiences. The first vineyard is often praised for its spectacular location and friendly staff, while the second can sometimes feel more crowded, with small tasting pours and a shorter time in some reviews.
Despite the large group size of up to 50 people, many travelers find the experience enjoyable, citing knowledgeable guides and scenic views as highlights. Some feedback suggests that more time at the wineries or in Radda could improve the experience, but overall, the pacing is regarded as appropriate.

The multilingual escort enhances the tour with informative commentary about the wines, the Chianti region, and local traditions. Guides are praised for their friendly attitude, humor, and expertise. This assistance makes the experience accessible for English and Spanish speakers, and Italian-speaking groups are guaranteed at least four participants.
The guide also helps manage logistics, ensuring the group stays on schedule and that everyone receives enough time to enjoy the tastings.
The snacks served alongside the wines include Tuscan charcuterie, cheeses, and olive oil bruschetta. However, several reviews note that the tastings are modest in size, with light pours and limited food portions. Guests are advised to eat prior to the tour to fully enjoy the experience.
This setup suits those who prefer sampling wines and local flavors at a relaxed pace rather than seeking a full meal or intense tasting. The focus remains on quality and education rather than quantity.
The tour provides the flexibility to purchase wines, olive oils, and other typical products. Many visitors appreciate being able to bring home Tuscan flavors, and the prices tend to be more favorable than retail outlets. This aspect makes the tour appealing for foodies and collectors looking to enjoy authentic regional products.
Guests can also browse and buy at each winery, often enjoying personalized service from staff dedicated to making shopping easy.
A few reviews mention that small tasting pours and short durations at each stop might leave some wishing for more extensive tastings. Plus, the large group size can make the experience feel a bit crowded, especially at the second winery.
It’s important to be punctual, as delays can result in no refunds. The tour emphasizes timeliness to ensure everyone gets the full experience, and waiting for late arrivals is discouraged.
Some guests have experienced cancellation issues if the booking is oversold, so early reservations are recommended, especially during peak seasons.
The Wine Experience in Chianti Hills presents a great value for money for those wanting a guided, scenic, and educational introduction to Tuscan wines. The comfort of bus transport combined with two winery visits and local tastings makes it suitable for first-time visitors or those short on time.
While the tastings are light and the experience may feel hurried for some, the stunning views and friendly guides compensate. This tour is particularly well-suited for wine enthusiasts eager to sample Chianti wines without the hassle of self-driving or organizing independent visits.
In summary, the tour offers a balanced taste of Tuscany’s countryside, culture, and wine, making it a popular choice for those looking for a straightforward, enjoyable day outside Florence.
“What an amazing wine experience! All the wines were very good not to mention the charcuterie! We particularly loved the red wines most of all. We p…”
What is the price of this wine tour from Florence?
The tour costs approximately $56.89 per person, including transportation, two winery visits, tastings, and local snacks.
How long does the tour last?
It lasts about 6 hours, with roughly 2.5 hours spent on wine tastings and sightseeing.
Where does the tour depart from?
The departure point is the Sightseeing Experience Visitor Center inside Florence’s Santa Maria Novella train station.
Are meals included?
No, meals are not included. The tour offers snacks like salami, cheeses, and olive oil, but guests should eat beforehand.
Can I buy wines during the tour?
Yes, there are opportunities to purchase wines and regional products directly from the wineries at the stops.
Is the tour suitable for children?
Yes, children under 4 can participate for free if a free rate is selected during booking. However, this is mainly a wine-tasting experience intended for adults.
What is the group size?
The maximum number of travelers is 50, which helps maintain a lively and manageable environment.
Is this tour accessible for everyone?
Most travelers can participate, but physical requirements aren’t specified. Punctuality is important, and guests should be prepared for a day on a bus and walking at stops.
Can I cancel this tour?
Yes, the tour is free cancellation up to 24 hours in advance, with a full refund. Cancellations less than 24 hours before start are not refundable.
What should I know about the tasting quality?
The tastings are described as light pours with small food portions. For a more substantial tasting experience, guests should plan to eat earlier or visit additional wineries.