Private Chianti & Super Tuscan Wine Tour from Florence
100% Private Full-Day Chianti Classico & Super Tuscan Wine Tour from Florence — 3 Boutique Wineries, Sommelier Guide & Lunch




- Duration
- 9:30 AM – 5:00 PM
- Party
- 2–8 travelers, private vehicle
- Vehicle
- Private A/C vehicle & driver
- Guide
- Private, English
About This Tour
Italy and Wine offers a 100% private Chianti and Super Tuscan wine tour from Florence with door-to-door hotel pick-up and a dedicated English-speaking sommelier guide, visiting three carefully selected boutique wineries in the Chianti Classico wine region. Unlike standard tours that visit only two properties, this full-day educational itinerary contrasts three distinct winemaking scales and philosophies: a prestigious estate producing both Chianti Classico DOCG and Super Tuscan IGT wines, an intimate family-run organic winery where you meet the winemaker over a traditional Tuscan lunch, and a third cellar showcasing reserve and single-vineyard bottlings.
Throughout the day, your private wine expert guides you through a side-by-side exploration of Tuscany’s two great red wine traditions. You taste traditional Sangiovese-led Chianti Classico DOCG, Riserva (aged 24+ months), and Gran Selezione (aged 30+ months from single estates), alongside the bold "Super Tuscan" IGT wines born in the 1970s when visionary winemakers began blending Sangiovese with French Bordeaux varietals (Cabernet Sauvignon, Merlot, and Syrah) aged in French oak barriques.
At the second estate — a small certified-organic family farm — you tour the vineyards and olive groves, taste freshly pressed extra-virgin olive oil, and sit down with the proprietor for a multi-course farm-to-table Tuscan lunch paired with estate wines. Travel at your own pace in a private air-conditioned Mercedes vehicle with direct pick-up and drop-off at your Florence hotel, apartment, or countryside villa.
Highlights
- Full-day tour with an English-speaking wine expert
- Visits to three quality wineries in Chianti Classico
- Tastings of Chianti Classico, Riserva, and Super Tuscan wines
- Olive oil tasting included
- Traditional Tuscan lunch at a winery
Itinerary
Pickup
Private pickup at your hotel in Florence with your English-speaking wine expert, heading into Chianti Classico.
First winery — DOCG & Super Tuscan
Guided tasting of Chianti Classico DOCG and Super Tuscan IGT wines at the first estate.
Second winery — organic cellar & lunch
Visit to a tiny organic cellar, meeting the owner, with lunch and an olive oil tasting included.
Third winery — tasting
A third winery completes the tasting journey through Chianti Classico.
Return
Drop-off back at your hotel in Florence.
What’s Included & Not Included
Included in the Tour
- Private, air-conditioned vehicle with dedicated English-speaking driver
- 3 cellar visits
- 3 wine tastings and 1 olive oil tasting
- Gourmet lunch
- All local taxes
Not Included
- Tips and gratuities
Price by Group Size
| Group size | Price per person | Total |
|---|---|---|
| 2 travelers | €460 | €920 |
| 3 travelers | €380 | €1,140 |
| 4 travelers | €300 | €1,200 |
| 5 travelers | €300 | €1,500 |
| 6 travelers | €280 | €1,680 |
| 7 travelers | €250 | €1,750 |
| 8 travelers | €250 | €2,000 |
Your Trip Designer

Vittorio Del Bono Venezze
Every private day is planned by hand, not booked from a menu. Once you enquire, the team puts together a proposal tailored to your dates, pace and taste — usually within 24 hours, with no obligation to book.
Boutique Family Wineries across Chianti Classico
Meeting Point
Pickup at your hotel or residence in Florence when possible. Some central streets fall within the ZTL limited traffic zone — cars cannot enter them — in which case we arrange a nearby meeting point instead.
Cancellation Policy
| Notice before departure | Charge |
|---|---|
| More than 14 days | No charge |
| 48 hours – 14 days | 50% of tour price |
| Less than 48 hours | 80% of tour price |
| No-show | 100% of tour price |
Frequently Asked Questions
What's the difference between Chianti Classico and a Super Tuscan?
Chianti Classico must follow strict DOCG rules based mainly on Sangiovese, while Super Tuscans are made outside those rules — often blending in Cabernet Sauvignon or Merlot — giving winemakers more freedom to experiment with style.
Can we choose which wineries we visit?
Yes — as a private tour, your sommelier guide can customize the estates visited around your personal wine preferences, whether you favor historic Chianti Classico DOCG producers or cutting-edge Super Tuscan cellars. If you have specific wineries you would love to visit, we are delighted to arrange private cellar tours and tastings at your requested estates, subject to their hospitality availability and provided they are located within the wine sub-region selected for your day's journey.
Tuscany is a vast and varied region with winding countryside roads. When planning a wine route, geographic pacing is essential: what appears deceptively close on a map can easily translate into a 1.5 to 2-hour drive over undulating hills, cutting into your relaxed tasting time. For this reason, we gladly accommodate specific winery requests as long as each estate is comfortably reachable within approximately 30 to 40 minutes of driving from the other stops on the itinerary.
Simply let us know your preferred producers or wine styles when inquiring: our local wine team will review their locations and craft a seamless, beautifully paced itinerary so you spend your day enjoying world-class wines rather than sitting in transit.
Is olive oil tasting really included?
Yes — one of the stops includes a guided olive oil tasting alongside the wine, a nice way to understand how Tuscan producers pair the two.
Reviews
★ 5.0 · 16 verified reviewsShana Ellis
We loved the boutique feel of this wine country experience — personal and intimate, with excellent wine and food and great storytelling. It was one of the most memorable days of our whole trip.
Marc Tran
A wonderful day touring Chianti Classico — we stopped at three small, artisanal wineries, with a delicious lunch at one of them. I have visited wineries elsewhere in Italy and beyond, but this stood out: meeting the winemakers felt like catching up with old friends, and the conversations gave me a real appreciation for natural Italian wine I did not have before. Nico, our guide and sommelier, made the day — his enthusiasm for wine, food pairing, and Italian culture was infectious, and we got around in a comfortably air-conditioned car despite the summer heat. Highly recommend Italy and Wine, and I would book again.
Cleary Gray Green
We had an unforgettable wine tour in the Florence countryside with Niccolò. His knowledge of Tuscany, local history and wine was exceptional, but what made the day truly special was his warmth and genuine passion. The wineries were wonderful, and every producer welcomed us with generosity and made us feel part of their world. It was far more than a tasting tour: it was an authentic introduction to Tuscan wine, beautiful landscapes and local traditions. From beginning to end, everything was perfectly organised and relaxed. We would highly recommend Niccolò to anyone looking for a personal, memorable wine experience in Florence or Tuscany.
Tim Griffin
We had a wonderful private tour of two organic wineries in the Chianti Classico region. Our guide Andrea is wonderful, and his knowledge of wines, the wineries and the area made our tour fantastic. I highly recommend booking with Andrea and Italy and Wine Tour.
Nicole Bardowell
Our Chianti and Super Tuscan tour was awesome. Andrea, our guide, is a seasoned sommelier and former hospitality executive, as personable as he is knowledgeable: he talked us through the wine country, the wines, Tuscany and Italy as a whole, and put every stop in context. We left Florence for three organic wineries, where he described each producer and wine with ease and taught us plenty about the finer points of wine appreciation. We laughed a lot along the way. We highly recommend the tour and plan to book another the next time we are in Italy. Thank you!
Matthew Buthman
What an amazing experience! Niccolò is knowledgeable, friendly, funny, and knows why you’re there… to eat and drink! I proposed to my now fiancé during the experience, and the entire team made this the most memorable day imaginable. Thank you thank you thank you! WOULD RECOMMEND


