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

Experience Tuscany’s Chianti region on a 6-hour tour from Florence, visiting two wineries, tasting wines and local delicacies, and exploring Monteriggioni’s medieval charm.
This half-day escape to Chianti costs $57 per person and lasts approximately 6 hours. Departing from Firenze-Park Villa Costanza, the tour takes you into the heart of Tuscany’s renowned wine country. With visits to two authentic wineries, guided tastings of seven wine varieties, and local food pairings, this experience offers a perfect blend of culinary delight and scenic beauty. The tour is led by a licensed guide and includes comfortable, air-conditioned transportation.
While the tour provides a rich taste of Tuscany’s wine and landscape, it’s best suited for those who enjoy wine tasting, historical villages, and beautiful countryside views. The inclusion of a medieval stop in Monteriggioni adds a charming historical touch, making it ideal for travelers eager to combine gastronomy and culture in a compact experience.
You can check availability for your dates here:Planning more time in Florence? We've covered other experiences worth considering.

The tour begins at Firenze-Park Villa Costanza, specifically in front of The Florence Gate Caffetteria. It’s easily accessible by tram T1 Leonardo from Santa Maria Novella, making the start straightforward for visitors staying in Florence. Round-trip transportation is included, with the coach journey lasting about 45 minutes to the first winery. Unlimited WIFI is available on the bus, helping travelers stay connected during the trip.
The tour features visits to two carefully selected wineries situated in the Chianti Classico region. At each estate, local winemakers welcome guests and guide them through vineyard walks and cellar tours, sharing their family traditions. Guided tastings at each location include multiple wine types, such as Chianti Classico DOCG, which are paired with authentic Tuscan snacks like bruschetta topped with fresh olive oil, pecorino cheese, and salumi.
This part of the experience emphasizes learning the wine production process, from grape cultivation to bottling, giving you a deeper understanding of what makes Chianti wines so special.
The guided tastings highlight seven different wines, allowing ample opportunity to explore the notes and aromas of Chianti and other regional reds. The pairings include local products such as cheese, olive oil, salami, and bread, which help showcase how food enhances wine flavors.
Visitors can develop their palate skills and recognize different wine notes, similar to a professional sommelier. The tastings are paced to maximize enjoyment, with plenty of time to ask questions and appreciate the wines’ complexities.
More Great Tours NearbyThroughout the day, the coach ride offers stunning views of vineyards, olive groves, and cypress-lined roads. Photos taken from the bus or during stops capture the rolling hills and charming farmhouses typical of Tuscany. The vineyard walks and scenic viewpoints give travelers a chance to snap memorable photos and feel the tranquility of the region.
The experience balances relaxation with visual delight—a chance to slow down amid Tuscany’s natural beauty.
Before returning to Florence, the tour makes a 45-minute stop in Monteriggioni, a well-preserved medieval village. Enclosed by ancient stone walls and towered ramparts, this hilltop fortress appears as a scene from a Renaissance painting. Visitors are free to wander its cobbled streets, admire the Romanesque church, and enjoy panoramic views of the surrounding countryside.
This stop adds historical richness to the tour, giving a glimpse into Tuscany’s past and offering a peaceful, atmospheric conclusion to the day.
The tour operates with a minimum of 4 participants for services like Portuguese or Chinese translator support. It does not include tram tickets or pick-up/drop-off services outside the designated meeting point, which is in front of The Florence Gate Caffetteria at Villa Costanza. The meeting point is convenient, reachable via public transportation, and the tour includes daily full assistance and remote support.
The guided experience features live commentary in multiple languages, making it accessible for a diverse audience. The group size is optimized for a more personal experience, but the exact number of participants is not specified.
Many reviews highlight the expertise of guides and their ability to explain wine production clearly and engagingly. The stunning scenery and quality of wines are also highly praised. The inclusion of local delicacies paired with tastings enhances the experience, providing a true taste of Tuscany’s culinary traditions.
While the tour is not suitable for wheelchair users or infants, it offers a well-paced and informative exploration of Chianti’s landscapes and vintages. The 6-hour duration balances sightseeing, tasting, and relaxation without feeling rushed.
This $57 tour from Florence provides a comprehensive snapshot of Chianti’s wine culture and rural beauty. It is ideal for those seeking an affordable, guided experience with local wine, delicious regional snacks, and scenic views. The stop in Monteriggioni adds a delightful historical dimension.
The high 4.8/5 rating and positive reviews about knowledgeable guides and beautiful landscapes suggest this option offers good value. It’s especially suited for wine lovers, culture enthusiasts, or anyone eager to experience Tuscany beyond Florence’s city limits.
What is included in the tour price?
The price covers round-trip transportation, guided visits to two wineries, seven wine tastings, local food pairings, and guiding services in multiple languages.
How long is the bus journey?
The bus ride from Florence to the wineries lasts about 45 minutes, with additional travel time between stops.
Is there a stop in a medieval village?
Yes, there is a 40-minute stop in Monteriggioni, where visitors can explore the medieval walls, cobbled streets, and enjoy panoramic views.
Are dietary restrictions accommodated?
The data does not specify dietary options; expect typical Tuscan snacks and wine pairings. Check in advance if specific needs are required.
Is the tour suitable for children or infants?
No, the tour is not suitable for infants, and wheelchair users cannot participate due to terrain and logistics.
What languages are available for guides?
Guides speak English, Italian, Spanish, Chinese, or Portuguese, with a translator available for groups of at least 4 participants.
Can I cancel the tour?
Yes, free cancellation is available up to 24 hours in advance for a full refund.
Where exactly is the meeting point?
The meeting point is in front of The Florence Gate Caffetteria, at Villa Costanza, accessible by public transit.
How flexible is the schedule?
Check availability for different starting times; the duration is 6 hours, allowing for a relaxed yet efficient experience.
What makes this tour different from other Tuscany wine experiences?
This tour offers a balanced mix of wine tasting, scenic views, and historical visits in a small-group setting, with expert guides and local food pairings included.