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
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.
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.
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.
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.
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.
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
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.
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