
Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.
Half-day trip from Florence to two Chianti Classico wineries with guided tastings & transfers.
Inclusions
Explore Siena’s medieval charm and savor Chianti wines over a Tuscan countryside dinner.
Explore Siena’s medieval charm and savor Chianti wines over a Tuscan countryside dinner.
Inclusions
Exclusions
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
A classic Tuscan trio—Siena, San Gimignano & Chianti—all in one seamless day trip from Florence.
Inclusions
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
Two Tuscan treasures, one unforgettable day: explore Siena and San Gimignano.
Inclusions
See Pisa, San Gimignano & Siena in a single day with iconic sights, Tuscan charm, and a hearty lunch.
See Pisa, San Gimignano & Siena in a single day with iconic sights, Tuscan charm, and a hearty lunch.
Inclusions
Exclusions
What to bring
What's not allowed
Accessibility
Additional information
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
Deep dive into Chianti’s rich food and flavor traditions with gourmet pairings and estate visits.
Inclusions
Exclusions
A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.
A complete Tuscan adventure with iconic sights, optional lunch, and wine tasting.
Inclusions
Exclusions





Siena, San Gimignano & Chianti Day Trip with Wine Tasting (11.5 hr.)
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AC Coach/Bus
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Free time in Siena and San Gimignano.
Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting (9 - 11 hr.)
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AC Coach
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Optional guided tour of Siena Catheral and Siena city center. Free time in San Gimignano.
Pisa, San Gimignano & Siena Day Trip with Lunch & Wine Tasting (12 hr. - 13 hr. 45 min.)
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AC Coach
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Free time in Pisa, lunch and wine tasting San Gimignano, optional guided tour of Siena Catheral and Siena city center.
Chianti Wine & Olive Oil Tasting Semi-Private Tour with Lunch (7 hr)
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Mercedes minibus or minivan
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Small group, guided tour of 1 olive oil mill, wineries and the Tuscan village.
Chianti Wine Making Experience with Gourmet Dinner (5 hr.)
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Mercedes minibus or minivan
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Wine-making experience, tasting of 5 different Tuscan specialties and olive oil, one exclusive artisanal blend, bottled with a personalized label.






Best for: Scenic views of the countryside.
Duration: 1 hour 30 minutes
Closest train station: Poggibonsi and Castellina in Chianti.
Frequency: Every 30 minutes
Timings: 6am, with services continuing until evening.
Best for: Budget travel and direct access to Chianti towns.
Duration: 1 hour
Closest bus station: Various stops in Chianti towns.
Frequency: Every hour.
Timings: 6:30am - 7pm
Best for: Flexibility and scenic exploration.
Duration: Approximately 30 to 45 minutes
Route options:
Guided tours are the most convenient way to experience Chianti, especially for viticulturists. These tours include round-trip transfers from Florence, visits to renowned wineries, and curated samplings. Some tours even include lunch or stops at picturesque villages like Radda or Gaiole.
For an effortless and immersive experience, opt for a Chianti Wine Tasting Tour that combines scenic exploration with the best regional flavors.



The distance between Florence and the Chianti region is approximately 35 kilometers (21 miles) by road. It's a 45 minutes - 1 hour drive.
The best way to reach Chianti from Florence depends on your preferences. While buses and trains are budget-friendly, they require changing stops and aren't that flexible. Renting a car gives you freedom to explore but can be tricky with rural roads. Tours are the most convenient option, offering round-trip transfers, vineyard visits, and meals, letting you relax while everything is taken care of.
It's recommended to book your Chianti tour at least two weeks in advance during peak season (June to August) to ensure availability, especially for popular tours that include wine tastings and visits to multiple towns. During other seasons, booking 3 days to one week in advance is fine.
While the core itinerary is standardized to ensure you experience the best of Chianti, we offer a variety of permutations and combinations to suit your preferences. You can choose from top experiences like visiting specific wineries, exploring historic towns such as Siena and San Gimignano, or even adding a traditional Tuscan lunch. This flexibility allows you to tailor your day while still benefiting from a well-planned tour.
The Chianti region is known for its laid-back, family-oriented culture, making it a comfortable environment for families to enjoy the region's specialties and local cuisine together. Although, do note that guests under 18 must be accompanied by an adult to book our tours. Many wineries in Chianti are family-friendly, offering activities like scavenger hunts, outdoor play areas, and educational components about winemaking. It is generally recommended that children be at least 5 years old to enjoy the experience.
Most Chianti tours are conducted in English, and guides are usually multilingual. However, knowing a few basic Italian phrases can enhance your experience, especially in smaller towns and local markets.
When attending a drink tasting, it's essential to follow some basic etiquette to enhance your experience and show respect for the hosts. Avoid wearing strong fragrances that can overpower the wine's aromas. Hold your glass by the stem to avoid warming the blend and leaving fingerprints. Take your time to savor each sip, and feel free to use a spittoon if you're tasting multiple wines. Engage with the pourer to learn more about the house-crafted blend, and cleanse your palate between tastings. It's also perfectly fine to spit to keep your palate fresh and avoid intoxication. Dress smart-casual, wear comfortable shoes, and keep an open mind to discover new flavors.