from
$1,348
Private Wine Day in the Chianti Hills from Florence
Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany
What's included
Unwind with slow-food dining
Expert English-speaking driver
Private climate-controlled luxury transportation
Hotel pickup and drop-off in Florence
Guided winery tour and wine tastings
Organic farmhouse visit
Traditional organic Tuscan lunch with wine
Visits to historic Tuscan villages & Castellina in Chianti
Free time to explore local villages
Private group experience
Guide tips
Itinerary
Your tour begins at your Florence accommodation
Your tour begins with direct pickup at your Florence accommodation, where your private driver welcomes you aboard a climate-controlled vehicle. As you leave the urban streets behind, roll past silver olive groves and gentle vineyard slopes into the heart of rural Tuscany.
Explore historic Castellina in Chianti
Next, stop in Castellina in Chianti, a fortified village with origins stretching back to Etruscan and Bronze Age settlements. Walk the ancient cobblestone streets, admire medieval architecture, and soak in sweeping vistas over the surrounding valleys where winemaking traditions have thrived for centuries.
Taste oil and wine at an organic farmhouse
Then, arrive at an operating Chianti farmhouse to meet local producers and tour the property. Taste cold-pressed extra-virgin olive oil alongside small-batch wines, gaining insight into biodynamic agriculture and the family passion behind every bottle produced on the estate.
Indulge in an organic Tuscan lunch
Afterward, sit down for an authentic multi-course lunch adhering to Italian slow-food traditions. Savor dishes prepared from fresh, farm-grown ingredients, perfectly paired with regional vintages. Take your time enjoying every bite while surrounded by iconic Tuscan countryside views.
Discover a tranquil medieval village
Next, visit a quiet village in the Chianti hills where time seems to have stood still for centuries. Enjoy free time to wander narrow stone alleyways, discover artisan shops, and capture photographs of romantic arches and stone towers untouched by modern development.
Compare vintages at a second vineyard
Then, head to a second estate to experience a contrasting approach to winemaking. Guided by a wine expert, you will tour the production facilities, learn how terroir shapes Sangiovese grapes, and sample a distinct selection of estate vintages to compare flavors with your earlier tasting.
Your tour ends with a return journey to Florence
Your tour finishes with smooth, door-to-door transportation back to your Florence accommodation. Sit back and unwind after a full day of countryside exploration, taking home fond memories and an enhanced appreciation for authentic Tuscan food and wine culture.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 7 days in advance!
Fri, 25 Sep 2026
Meeting and drop-off point
Important Details
Discover what to expect, what’s included, and everything you need to know before booking.
Good to know:
Accessibility: As this is a private tour, the itinerary can be accommodated to be wheelchair or mobility accessible. Please contact us to make the proper arrangements.
Please note: The itinerary of a private tour can be adjusted to your needs. Please reach out if you do not see a start time that fits for your party. We would be happy to check with our ticketing team to see if we can accommodate you.
Dietary Restrictions: Please contact us with any special dietary restrictions or allergies, so we can do our best to accommodate you.
Alcohol Consumption: This tour includes local wine; participants consuming alcohol should be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can enter sites on time.
Your tour includes:
Expert English-speaking driver
Private climate-controlled luxury transportation
Door-to-door hotel pickup and drop-off in Florence
Guided winery tour and wine tastings
Organic farmhouse visit
Traditional organic Tuscan lunch with wine
Visits to historic Tuscan villages and Castellina in Chianti
Free time to explore local villages
Private group experience
What to bring:
Government-issued ID
Comfortable walking shoes
Camera
Water bottle
See what people are saying
4.99
122 Ratings
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Outstanding!
Aaron M.
May 09, 2026
Booked this for my wife who loves the wine, we both thoroughly enjoyed the experience. Mike, our driver, was amazing. Our first stop seemed very special in today’s world. Loved our tour.
Clifford M.
April 22, 2026
Great drive into Tuscany and fantastic lunch at the Casanova winery. Marlon our driver was top notch and very accommodating. The first stop for lunch was at the Casanova family farm and winery. Interesting to learn the process to make Balsamic vinegar. The winery also has great wine, truffles, honey, lavender all from the farm. Hospitality at the farm is more than you can wish for. Highly recommend this tour.
So Many Tastes
Samantha N.
November 04, 2025
Tried more wines than I expected! From red to white, each one had its own story. Left with a new favorite variety.
Calm
Erik J.
November 01, 2025
This tour had no rush at all. Just easy travel, beautiful scenery, and great company. Felt like a full day of peace.
Advait P.
November 01, 2025
Perfect Weather Day
Divya C.
October 18, 2025
We were lucky with bright weather, making views from every stop beautiful. Sun, vineyards, and classic Tuscan skies – perfection!
Incredible
Eleanor A.
October 15, 2025
The views were unreal! We had glasses of wine with endless vineyard views. It was the Tuscany we always dreamed about.
Great For Beginners
Arne K.
October 12, 2025
Never been to a wine tour before but staff explained everything simply. Learned new things and felt comfortable asking questions.
Benno J.
October 10, 2025
Warm
Aditi T.
October 09, 2025
Our driver was kind and patient. We felt safe and cared for all day. The vineyards treated us like family.
Local Tastings Win
Benjamin J.
October 06, 2025
Tasted products straight from the farm – honey, cheese, and oil. Everything felt real, fresh, and super tasty!
Aditi B.
October 04, 2025
Flavorful
Torsten H.
October 03, 2025
Every wine had its own unique taste and story. The guide explained it beautifully without being technical. Wonderful balance!
Comfortable Group Size
Akshay M.
September 30, 2025
Our group was just the right size. Easy to make new friends but still felt personal.
Jacob S.
September 28, 2025
Golden Views
Michael H.
September 27, 2025
The sunlight over the Chianti Hills was unreal. Took so many photos. Every sip of wine felt better with such a view.
Food Lover’s Dream
Sia W.
September 24, 2025
Every part of the day included food! Snacks, lunch, and little surprises at every stop. Loved the focus on real local flavors.
Paul S.
September 22, 2025
Wonder
George S.
September 21, 2025
I still can’t believe how scenic the drive was. Every window view looked like a painting.
Warm Summer Evening
Klaus M.
September 18, 2025
Tour ended with a lovely view of the hills at sunset. Perfect way to finish such a beautiful day.
Aryan V.
September 16, 2025
Interesting Local Stories
Veer S.
September 15, 2025
The guide shared legends about the region, not just facts. Gave the tour more personality and made it memorable.
Cheerful
Alice D.
September 12, 2025
Our group was small and lively. Everyone got along, laughed, and shared a few extra glasses of Chianti together.
Penelope M.
September 10, 2025
Comfortable Vehicle Ride
Benno Y.
September 09, 2025
Spent hours on the road but it never felt long. The car was cool and comfy, and the journey itself was wonderful.