Ripe Sangiovese grapes hanging on Chianti vineyard vines, captured on a private afternoon wine tour in Tuscany
Rolling Chianti hills with neat vineyard rows and cypress-topped farmhouse, seen on a private Tuscany wine tour
Vast sunflower field in the Tuscan countryside, a scenic stop on the Chianti private afternoon wine tour
Stacked oak barrels in an atmospheric Chianti wine cellar visited on a private afternoon tour of two Tuscan estates
Rustic Chianti farmhouse and cypress trees above a tranquil lake seen during a private afternoon wine tour in Tuscany
Chianti Classico black rooster emblem on a Tuscan winery wall, featured on a private Chianti afternoon wine tasting tour
Sunlit Chianti vineyard rows stretching over rolling Tuscan hills, visited on a private afternoon wine farm tour in Italy
Private Chianti wine tour van parked beside panoramic Tuscan vineyards and hills on an afternoon visit to local wine farms
Expansive green Chianti vineyard under a bright blue Tuscan sky, seen during a private afternoon tour of two wine estates
Golden hay bales in rolling Chianti countryside on a sunny afternoon, seen during a private Tuscany wine farm tour
Vast sunflower field near a Tuscan farmhouse along the Chianti hills, visited on a private afternoon wine tour
Lush Chianti vineyard and rustic stone farmhouse in Tuscany countryside, featured on a private afternoon wine farm tour
Chianti Classico wine barrels in a sunny Tuscan vineyard, captured on a private Chianti afternoon wine farm tour
Private Chianti wine tour minivan parked by Tuscan hills and vineyards under a clear blue sky in the countryside
Panoramic Tuscan hills and vineyards with morning mist, seen during a private Chianti afternoon wine tour
Sunny afternoon in Greve in Chianti main square, a charming Tuscan stop on a private Chianti wine tour from Florence
Historic town hall and lively piazza in Greve in Chianti, a classic Tuscan village on a private Chianti wine tasting tour
Hilltop stone village and vineyards in Chianti countryside, captured during a private afternoon tour of Tuscan wine farms
Statue in central Greve in Chianti, a historic stop on a private Chianti afternoon wine tour from Florence
Hilltop village and vineyards in Chianti countryside visited on private afternoon wine tour with two wineries
Chianti Hills Private Tour: Visit 2 Wineries Half-Day
From € 50.00
Listing ID : 47339

Activity

Duration6 Hours
Group SizePrivate Tour
Starts AtYour Hotel or Apartment
LanguagesEnglish, Spanish, French, Italian
Private Wine Tour · Tuscany

Chianti Afternoon Tour: Private Visit to 2 Historic Wine Farms

An exclusive afternoon through the rolling hills and celebrated cellars of the Chianti Classico region

This Chianti private wine tour invites you to spend a full afternoon moving through one of Italy's most recognized wine landscapes, visiting two distinct wineries along the Via Chiantigiana and tasting up to 13 carefully selected Tuscan wines. The journey is designed for those who want to experience Chianti beyond the label, with time in the cellars and direct contact with the winemakers behind the bottles.

The route weaves through vineyards, cypress-lined roads, and medieval village outskirts that define the visual identity of Tuscany. Stops are made along the way to appreciate the landscape before arriving at each estate, keeping the pace relaxed and genuinely exploratory rather than rushed.

Both wineries carry strong local roots in the Chianti Classico zone, and each visit includes a structured tour of the production facilities alongside the tasting. Guests leave with a clearer understanding of how regional wines like Chianti Classico, Super Tuscan blends, and Vernaccia di San Gimignano differ in character and production method.

The tour departs directly from your accommodation in the Florence area, making it a self-contained afternoon that requires no additional logistics. A private driver and guide handle all the routing, leaving you free to focus on the experience itself.

Tour Highlights

Travel along the Via Chiantigiana, one of Tuscany's most celebrated wine roads, passing through classic hill country scenery.

Visit two historic estate cellars in the Chianti Classico zone, including producers such as Rocca delle Macie, Guidi Cellar, or Poggio ai Laghi Winery.

Taste 6 to 7 wines at each winery, covering Chianti Classico, Super Tuscan varieties, and Vernaccia di San Gimignano DOCG white wine.

Receive technical explanations from winemakers on wine and olive oil production methods specific to the Chianti area.

Learn the story behind the Black Rooster, the historic symbol of the Chianti Classico consortium and its meaning in the region.

Pause among the vineyards for photography stops that capture the characteristic Tuscan countryside in an unhurried setting.

Travel as a private group with door-to-door hotel pickup, keeping the experience personal and adapted to your pace.

Tour Itinerary

1
Hotel Pickup and Departure

Your private driver collects you at your hotel or apartment in Florence or the surrounding area. The journey begins with a briefing on the afternoon's route and the wineries scheduled for the visit.

2
Drive Along Via Chiantigiana

The vehicle follows the Via Chiantigiana through cypress avenues, vineyard rows, and open hill views. Photography stops are built into the route so you can document the landscape without feeling rushed.

3
First Winery Visit near San Donato

Arrival at one of the selected estates — Guidi Cellar, Rocca delle Macie, or Poggio ai Laghi Winery — located in the rural heart of the Chianti Classico zone. A guided cellar tour precedes a structured tasting of 6 to 7 wines, with the winemaker or estate guide explaining each label.

4
Scenic Transfer to Second Winery

The group continues along the wine route toward the second estate. The drive between the two properties passes through additional countryside that reinforces the geographic character of the Chianti region.

5
Second Winery Visit and Tasting

The second stop follows a similar format, with a cellar tour and a tasting of approximately 6 wines. The selection here typically extends to Vernaccia di San Gimignano and a range of Super Tuscan blends, broadening the comparative experience from the first visit.

6
Return Transfer

After the second tasting, the driver returns the group to the original pickup point. Travel time varies depending on traffic and exact location, typically completing the full tour within the six-hour window.

What Is Included

Included

  • Private driver and guide for the full duration
  • Hotel or apartment pickup and drop-off
  • Entry to two historic wineries in the Chianti Classico zone
  • Guided cellar tour at each estate
  • Wine tasting of 6 to 7 wines per winery (approximately 12 to 13 wines total)
  • Technical commentary from estate winemakers
  • Scenic stops along the Via Chiantigiana for photography

Not Included

  • Food or meals of any kind
  • Wine purchases or additional tastings beyond the included selection
  • Gratuities for the driver and guide
  • Personal travel insurance
  • Pickup from locations outside the agreed service area

Important Information

This is a private afternoon tour. All scheduling, pacing, and winery selections are arranged exclusively for your group. Confirm your pickup address at the time of booking.
Duration
Approximately 6 hours, starting in the early-to-mid afternoon. Exact return time depends on traffic and the group's pace at each winery.
Meeting Point
Door-to-door pickup from your hotel or apartment in Florence or the surrounding area. Provide your full address at booking.
What to Bring
Comfortable walking shoes suitable for uneven cellar floors, a light layer for cooler underground areas, and a camera for the vineyard stops.
Cancellation
Cancellation terms are confirmed at the time of booking. Private tours generally require advance notice of at least 48 hours for a full refund.
Accessibility
The tour is rated Easy. However, some cellar areas may involve steps or uneven stone surfaces. Contact the operator in advance if you have mobility requirements.
Age Range
Wine tastings are available to guests aged 18 and over in accordance with Italian law. Younger guests may join the tour but cannot participate in the tasting portions.

Reserve Your Private Chianti Wine Tour

Secure your spot on this exclusive afternoon through the Chianti Classico hills, with private transport, two winery visits, and tastings guided by the people who produce the wine.

Book Now

Frequently Asked Questions

Which wineries will we visit on this tour?▼
The tour visits two estates selected from among Guidi Cellar, Rocca delle Macie, and Poggio ai Laghi Winery, all located in the Chianti Classico zone near San Donato. The specific properties may vary depending on availability on your tour date.
How many wines will we taste in total?▼
Each winery offers a tasting of 6 to 7 wines, bringing the total to approximately 12 to 13 glasses across the afternoon. The selection includes Chianti Classico, Super Tuscan varieties, and Vernaccia di San Gimignano white wine.
Where does the tour start and end?▼
The tour operates with private door-to-door pickup from your hotel or apartment in Florence or the surrounding area. It returns to the same location at the end of the six-hour itinerary.
Is food provided during the tour?▼
Food is not included in this tour. It is advisable to have a meal before departure, as the experience focuses on wine tasting rather than dining.
What is the Black Rooster and why is it significant?▼
The Black Rooster is the historic symbol of the Chianti Classico wine consortium, used since the medieval period to identify wines from the defined Chianti Classico production zone. The guide explains its origins and ongoing role in certifying regional quality during the tour.
Is this tour suitable for guests who are not wine experts?▼
The tour is designed for all levels of wine knowledge. Winemakers and guides provide accessible explanations at each stop, and guests consistently leave the experience with a stronger practical understanding of Chianti wines regardless of their starting point.
Chianti Wine TourPrivate Tuscany TourChianti ClassicoWinery Visit FlorenceVia ChiantigianaSuper Tuscan WineVernaccia di San GimignanoTuscan CountrysideWine Tasting ItalyBlack Rooster ChiantiAfternoon Tour TuscanyPrivate Driver Florence
Last updated: June 2025 | Product ID: chianti-afternoon-private-wine-tour

Activity

Availability

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Additional Information

Physical: Wheelchair Not accessible

Duration

5 hours

Languages

English - Speaking Guide

Spanish - Speaking Guide

French - Speaking Guide

Italian - Speaking Guide

Additional Information

Electronic. Show the voucher on your phone.

Cancellation Policy

Select Date

Meeting Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

End Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

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