Chianti Classico Private Tour: 2 Wineries & Lunch in Tuscany
6hDuration
EnglishSpeaking Guide
Mobile ticketAccepted
About this experience
Duration6 Hours
Group SizePrivate
Starts AtFlorence
LanguagesEnglish
Private Wine Tour from Florence
Good Morning Chianti Classico: Tour in 2 Wineries with Lunch
A half-day journey through cypress-lined hills, medieval villages, and celebrated Tuscan wines
This private Chianti Classico wine tour takes you deep into the iconic rolling landscape south of Florence, where centuries-old winemaking traditions meet some of Italy's most celebrated vineyards and flavors.
The tour follows the legendary Via Chiantigiana, a winding scenic road connecting rolling hills, golden sunflower fields, and stone-walled estates. Along the route, panoramic stops provide views that have defined Tuscany's visual identity for generations.
Two carefully selected wineries anchor the experience: one offering guided tastings of flagship Chianti Classico and Vernaccia wines, the other hosting a full three-course Tuscan lunch paired with the estate's own production. Both visits are structured to give genuine insight into regional winemaking rather than a superficial overview.
The pace is relaxed and the group is private, allowing for an unhurried morning that combines cultural discovery with authentic culinary pleasure in one of Italy's most storied wine regions.
Tour Highlights
Travel the Via Chiantigiana, one of Tuscany's most scenic wine roads, with stops at panoramic viewpoints for postcard-worthy landscapes.
Explore Castellina in Chianti, a well-preserved medieval village enclosed by ancient walls, complete with a historic fortress and artisan shops.
Participate in a guided tasting of Chianti Classico, Chianti Riserva, Vernaccia di San Gimignano, and prestigious Super Tuscan wines.
Visit two authentic Tuscan wine estates and learn the fundamentals of traditional winemaking directly from the producers.
Enjoy a three-course Tuscan lunch at a historic estate, featuring homemade pasta, bruschetta, Pecorino cheese, and seasonal specialties.
Taste wines bearing the Gallo Nero seal, the hallmark of Chianti Classico quality recognized across the world.
Itinerary
1
Departure from Florence
Your private driver meets you at Via del Curtatone N. 9 in central Florence. The group departs south toward the Chianti hills along the Via Chiantigiana, with brief stops at panoramic viewpoints overlooking vineyards and cypress avenues.
2
Castellina in Chianti
The first stop is Castellina in Chianti, a medieval village enclosed within ancient defensive walls. Free time allows you to visit the impressive rocca, the historic church, and the cobblestone lanes lined with local artisan shops.
3
First Wine Tasting at a Tuscan Farm
At an authentic Tuscan farm, a guide introduces the fundamentals of Chianti winemaking. The tasting covers Chianti Classico, Chianti Riserva, Vernaccia di San Gimignano, and Super Tuscan wines, each explained in the context of its origin and production method.
4
Lunch and Second Wine Tasting at a Chianti Estate
The tour continues to a historic estate where winemaking traditions span multiple generations. A three-course Tuscan lunch prepared with local ingredients is paired with an exclusive second wine tasting, rounding out the morning with a full sensory experience.
5
Return to Florence
After lunch, the private vehicle returns the group to the original meeting point in Florence, concluding the tour by early afternoon.
What Is Included
Included
Private transportation from and back to Florence
English-speaking driver and guide
Stop and free time in Castellina in Chianti
Guided wine tasting at first winery (Chianti Classico, Riserva, Vernaccia, Super Tuscan)
Three-course Tuscan lunch at second estate
Second wine tasting paired with lunch
Panoramic stops along the Via Chiantigiana
Not Included
Hotel pickup and drop-off (meeting point only)
Personal purchases at artisan shops or additional tastings
Travel insurance
Gratuities for guide and driver
Important Information
This is a private tour. Meeting point is Via del Curtatone N. 9, Florence. The tour operates rain or shine. Participants should be comfortable with light walking on uneven cobblestone surfaces.
Duration
Approximately 6 hours, returning to Florence by early afternoon.
What to Bring
Comfortable walking shoes suitable for cobblestone streets, a light layer for cooler mornings, and sun protection during summer months.
Cancellation
Please review the cancellation policy at the time of booking. Standard policies apply for private tours in this category.
Accessibility
The tour involves walking on uneven cobblestone surfaces in Castellina in Chianti. It may not be fully suitable for guests with limited mobility. Contact the operator in advance to discuss specific requirements.
Age Range
Suitable for adults and older children. Wine tastings are reserved for guests of legal drinking age. The tour is rated Easy in terms of physical difficulty.
Reserve Your Private Chianti Wine Tour
Secure your place on this private half-day journey through the Chianti hills, combining scenic landscapes, medieval villages, and two exclusive wine experiences with a traditional Tuscan lunch.
Is this tour suitable for people who are not wine experts?▼
Yes. The wine tastings are guided and designed for all levels of knowledge, from beginners to enthusiasts. No prior experience with wine is required to enjoy the tour.
How many wineries are visited on this tour?▼
The tour includes visits to two wineries. The first features a guided tasting of multiple Chianti and Tuscan wines. The second hosts both a second exclusive tasting and a three-course Tuscan lunch.
What wines will I taste during the tour?▼
The tasting selection includes Chianti Classico, Chianti Riserva, Vernaccia di San Gimignano, and Super Tuscan wines. Wines at the second estate are paired with the lunch courses.
Is the lunch included in the tour price?▼
Yes. A three-course Tuscan lunch prepared with local ingredients is included at the second estate, paired with the estate's own wines.
Where does the tour start and end?▼
The tour departs from and returns to Via del Curtatone N. 9 in Florence. Hotel pickup is not included, so guests should plan to arrive at the meeting point independently.
What is Castellina in Chianti and why is it included in the itinerary?▼
Castellina in Chianti is a well-preserved medieval village enclosed by historic walls, located at the heart of the Chianti Classico wine zone. The stop provides cultural context for the wine region and allows guests to explore local artisan shops and historic architecture before the tastings begin.
Chianti ClassicoWine Tasting FlorenceTuscany Wine TourPrivate Tour TuscanyCastellina in ChiantiVia ChiantigianaSuper Tuscan WinesTuscan LunchHalf Day Wine TourGallo NeroVernaccia di San GimignanoChianti Hills
This tour operates in the Chianti Classico wine zone of Tuscany, Italy, centered on the Via Chiantigiana between Florence and Siena. Key locations include Castellina in Chianti (Siena province), one of the four historic municipalities forming the original Chianti Classico DOCG appellation. The route passes through the municipalities of Greve in Chianti and Radda in Chianti, traversing a UNESCO-recognized agricultural landscape. The departure point is Florence city center (Via del Curtatone, near Santa Maria Novella station). The Chianti Classico zone is one of Italy's most internationally recognized wine appellations, anchored by the Gallo Nero (Black Rooster) consortium seal. The area is approximately 30 to 45 minutes by road from central Florence, making it a prime destination for half-day excursions.
Tour Type: Private Wine and Gastronomy Tour | Region: Chianti Classico, Tuscany, Italy | Departure City: Florence | Duration: Half Day (6 Hours) | Difficulty: Easy | Wine Appellation: Chianti Classico DOCG | Villages Visited: Castellina in Chianti | Wines Featured: Chianti Classico, Chianti Riserva, Vernaccia di San Gimignano, Super Tuscan | Meal Included: Three-Course Tuscan Lunch | Suitable For: Adults, Wine Enthusiasts, Cultural Travelers, Couples, Small Groups
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