Chianti & Super Tuscan Wine Tour from Florence
Our only tour visiting 3 wineries — small & medium family properties, wine expert guide & traditional Tuscan lunch
- Duration
- 9:30 AM – 5:00 PM
- Group
- Small group · 2–8 travelers
- Transport
- A/C minivan included
- Lunch & Tastings
- Seated lunch & wines included
About This Tour
Immerse yourself in the world-renowned hills of Chianti Classico on an intimate, small-group wine tour departing directly from central Florence. Designed for true wine enthusiasts and curious travelers alike, this full-day journey takes you off the beaten track to discover the rich spectrum of Tuscan winemaking — from centuries-old Sangiovese traditions to bold, modern Super Tuscans.
Throughout the day, you will visit three distinct small and medium-sized family wineries across the Chianti countryside. Begin at a small family-run property to understand the traditional roots of Chianti Classico DOCG. Your second stop pairs a cellar tour with a memorable Tuscan lunch focused on food-and-wine harmony, and a third boutique property completes the tasting arc with structured Riservas and bold Super Tuscans.
At our second winery stop, special attention is dedicated to the relationship between Tuscan wine and traditional cuisine. You will sit down for a multi-course, family-style Tuscan lunch paired dish-by-dish with the winery's wines. Depending on seasonality, temperature, and ongoing cellar operations (such as harvest, racking, or bottling), lunch is served either directly inside the historic barrel cellar (barriccaia) surrounded by aging oak barriques, or in the welcoming dining room of the winery's small restaurant. With group sizes strictly capped at 8 travelers, you will enjoy personal attention from your wine expert guide, unhurried tastings, and panoramic drives along the cypress-lined roads of Chianti.
Highlights
- Our only tour visiting 3 distinct wineries across Chianti Classico (small and medium-sized family properties)
- Guided tastings of Chianti Classico, Riserva, and oak-aged Super Tuscan wines
- Full multi-course Tuscan lunch & wine pairing at the 2nd winery (served in the barrel cellar or small restaurant dining room)
- Extra virgin olive oil tasting with your wine expert guide
- Intimate small group of max 8 travelers with comfortable air-conditioned minivan transport
Itinerary
Meeting in Florence & Scenic Drive
Meet your wine expert guide at the meeting point at Lungarno Cellini 33 in Florence (no hotel pickup for shared tours) and depart aboard a comfortable air-conditioned minivan into the rolling hills of Chianti Classico.
First Winery — Small Family Property & Sangiovese Heritage
Visit a charming small family-run winery for a guided walk through the vines, followed by a cellar tour and tasting of fresh, authentic Chianti Classico DOCG wines.
Second Winery — Cellar Tour, Tuscan Lunch & Wine Pairing
Our second winery stop is dedicated to discovering the intimate relationship between fine Tuscan wines and regional gastronomy. We explore the cellars and sit down for a leisurely, traditional multi-course Tuscan lunch paired dish-by-dish with the winery's wines. Whenever possible, lunch is served directly inside the atmospheric barrel room (barriccaia) among the oak barriques; otherwise, it takes place in the welcoming dining room of the estate's small restaurant. The exact setting depends on seasonality, ambient temperature, and active cellar operations (such as grape harvest, racking, or bottling).
Third Winery — Boutique Property, Riserva & Super Tuscans
After lunch, continue to a third distinct small or medium-sized family winery with its own unique terroir and philosophy. Explore the aging cellars and conclude your tasting journey with structured Chianti Classico Riserva and bold Super Tuscans, accompanied by extra virgin olive oil.
Return to Florence
Relax on the return journey through the Tuscan countryside, arriving back at the central meeting point (Lungarno Cellini 33, Florence) in late afternoon (approx. 5:00 PM).
What’s Included & Not Included
Included in the Tour
- Round-trip transportation from Florence in a comfortable, air-conditioned 8-seater minivan (Opel Vivaro / Renault Trafic)
- Expert English-speaking wine expert guide
- Guided visits to 3 handpicked small and medium-sized family wineries in Chianti Classico
- Guided tastings of Chianti Classico, Riserva, and Super Tuscan wines
- Extra virgin olive oil tasting
- Traditional multi-course Tuscan lunch paired with local wines
- Small-group tour strictly limited to a maximum of 8 participants
Not Included
- Hotel pickup and drop-off (shared group tours depart exclusively from the central meeting point at Lungarno Cellini 33, Florence)
- Wine purchases and international shipping services
- Discretionary gratuities and tips for your guide
Your Wine Expert Guide
Boutique Family Wineries across Chianti Classico
Meeting Point
Lungarno Cellini 33, Florence
Tour Area
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?
The distinction comes down to regional regulations, grape varieties, and winemaking philosophy:
• Chianti Classico DOCG: Produced exclusively within the delimited historic territory between Florence and Siena, certified by the Black Rooster (Gallo Nero) seal on the bottle neck. By law, it must be crafted from at least 80% Sangiovese (up to 100%), with only authorized local red grapes (such as Canaiolo or Colorino) permitted. Classically aged in large traditional oak casks, Chianti Classico is prized for its bright ruby color, crisp acidity, refined tannins, and delicate aromas of wild violet, red cherry, and earthy herbs.
• Super Tuscan Wines: Emerged in the 1970s when pioneering Tuscan winemakers rebelled against restrictive official formulas to pursue world-class quality. Classified under the flexible IGT Toscana designation, Super Tuscans give winemakers complete artistic freedom. They frequently incorporate international varieties like Cabernet Sauvignon, Merlot, and Syrah, either blended with Sangiovese or bottled as single-varietal expressions. Typically aged in small French oak barriques, Super Tuscans deliver deeper color, richer concentration, velvety tannins, and complex notes of dark berries, cocoa, and sweet spice.
On this tour, you will visit both boutique traditional producers and modern cellar rooms, allowing you to taste and compare Chianti Classico and Super Tuscans side by side.
To learn more about the appellation rules and history, explore our guide to Chianti Classico DOCG — a genuine Sangiovese wine.
What's the black rooster symbol on Chianti Classico bottles?
It's the Gallo Nero, the historic seal of the Chianti Classico Consortium, guaranteeing the wine was made under the appellation's stricter rules. Look for it on the neck of every authentic bottle.
Is lunch included in the Chianti wine tour from Florence, and where do we eat?
Yes, a traditional Tuscan lunch with estate wines is included in the price. It takes place at our second winery stop, where the focus turns to the intimate dialogue between fine Tuscan wine and regional gastronomy.
• The experience: You will sit down for a traditional, multi-course family-style Tuscan lunch featuring seasonal dishes, cured meats, handmade pasta, and cheeses, thoughtfully paired dish-by-dish with the winery's estate wines.
• The setting (Barriccaia or Restaurant): Whenever seasonal conditions and cellar work permit, lunch is hosted directly inside the historic barrel cellar (barriccaia) surrounded by aging French oak barrels. Otherwise, it is served in the welcoming dining room of the estate's small restaurant. The choice of setting depends on seasonal temperatures and ongoing cellar operations such as harvest, racking, or bottling.
• Dietary needs: Vegetarian and special dietary requirements are gladly accommodated if requested in advance at booking.
Can you accommodate vegetarians?
Yes — let us know when booking and we'll arrange a vegetarian option with the restaurant or winery.
Can we buy wine and ship it home to the USA?
Yes, absolutely. Shipping wine home — particularly to the United States — is very common, straightforward, and organized directly by each winery where we stop.
• How it works: Every winery we visit is fully equipped and works with licensed international wine couriers that handle door-to-door, temperature-controlled shipping, US customs clearance, and local state taxes. The system is simple: you select your bottles or cases, provide your US shipping address, and pay for both the wine and shipping directly to the winery with your credit card.
• Company policy disclaimer: Please note that all wine purchases, shipping arrangements, transit insurance, and deliveries are contracted directly and exclusively between you and the respective winery. Italy and Wine acts purely as your tour operator and is not a party to these transactions, nor do we handle wine sales, shipping fees, or delivery tracking.
For more details on typical transit times, customs rules, and packaging, read our guide on Shipping Wine from Tuscany to USA.
Will I be sharing the tour with other travelers?
Yes — this is a small-group tour with a maximum of 8 participants, typically a mix of couples, friends and solo travelers. It is a good option if you would rather not book an entire private vehicle.
What should we wear for the winery visits?
Comfortable, closed-toe shoes are best for walking through vineyards and cellars, plus a light layer — mornings in the Chianti hills can be cool even when afternoons are warm.
Is tipping expected?
Tipping is not included and is entirely at your discretion. Many guests tip their driver-guide directly at the end of the day if they enjoyed the experience, but there is no fixed expectation or amount.
Reviews
★ 5.0 · 51 verified reviewsLinda Carter
A fun day out, rain and all. Visiting three private, family-owned wineries was an excellent choice, and Niccolò was impressively well informed: his knowledge of wine was tremendous.
Will Ellis
The Tuscan wine tour was one of the best parts of our time in Italy. Andrea was a fantastic guide — full of knowledge and a pleasure to spend the day with. We'll be telling all our friends to book it.
Nicole Neshat
A beautiful tour through some of the most enchanting wineries we have ever visited. Andrea made the entire day truly special with his warmth, knowledge, and thoughtful attention to every detail. From the stunning scenery to the memorable tastings, it was an experience we will always treasure.
Ojas Doshi
We absolutely loved this experience—it exceeded even our highest expectations. Every detail of the day was perfectly planned, from the beautiful locations and wonderful tastings to the relaxed, personal atmosphere throughout. Andrea truly is an exceptional guide: knowledgeable, welcoming, attentive, and genuinely passionate about sharing the best of the region. His enthusiasm made the whole experience feel special, memorable, and far more than just a tour.
Derek Wozny
What a tour — genuinely informative and personal, and everyone was made to feel so welcome. Funny too, with real depth of knowledge about the wine region. Such a great small group, we really got to know each other along the way — an unforgettable day, so grateful for it.
Jennifer Edwards
A really enjoyable day out — every winery we stopped at had its own character, and the staff clearly knew their craft. Our driver doubled as our guide for the day, and it showed: genuinely passionate about the region and happy to share what he knew along the way. Happy to recommend this company to anyone.


