If you’re planning a trip to Florence and want a taste of Tuscany’s legendary wine scene, this Chianti Wine Tour offers a relaxed way to indulge your senses. It’s a half-day experience that comfortably balances scenic drives, educational visits, and generous tastings, all set against the backdrop of rolling hills and vineyards. The tour guides are knowledgeable and energetic, making sure you get the most out of every stop, from small organic wineries to spectacular Tuscan viewpoints.
What I particularly like about this tour is how it manages to combine authenticity with good value. You’re not just taken to generic wineries; instead, you visit two family-run, organic vineyards where the owners personally guide you through their wine-making process. Plus, the scenery along Via Chiantigiana is breathtaking—think medieval castles, endless vineyards, and olive groves that look like they come straight from a postcard. Also, the fact that it’s a guilt-free experience—no need to worry about driving afterward—is a huge plus for wine lovers wanting to relax.
One aspect to consider is that this tour focuses mainly on tasting and viewing, rather than in-depth vineyard exploration. If you’re hoping to see extensive grape harvests or participate in the winemaking process, you might find this less comprehensive. Also, the order of visits could change, which might affect the flow if you’re particular about a fixed schedule. Still, for its price point and focus on quality experiences, it’s a solid choice.
Key points / Takeaways

- Authentic small wineries: Visits are to family-run, organic vineyards with personal tours and tastings, adding to the genuine Tuscan vibe.
- Expert guides: Guides like the one praised as “fantastic” in reviews keep the experience lively and informative.
- Beautiful scenery: The route along Via Chiantigiana offers stunning views of Tuscany’s countryside, with plenty of photo opportunities.
- Good value for the price: At around $63.38 per person, with two wine tastings and cellar visits included, it offers a lot for your money.
- Relaxed pace: With a duration of about 4 hours 45 minutes, it’s long enough to enjoy without feeling rushed.
- Limited vineyard exploration: While tastings and cellar tours are included, you won’t see extensive grape-growing areas or vineyard work.
Entering the Heart of Tuscany: The Route and Scenic Drive
The experience begins with a pickup from Piazzale Montelungo in Florence at 8:15 am. The journey itself is part of the charm—an approximately 30-minute drive along the iconic Via Chiantigiana. This road is the visual highlight of the trip, winding through Tuscany’s quintessential landscapes—medieval castles, hilltop villages, and endless rows of vineyards and olive groves.
During the drive, you’ll appreciate how the scenery changes from city streets to the open countryside, giving you a real sense of leaving Florence behind for the rustic charm of Chianti. This route is a favorite for photographers and anyone who enjoys rolling hills and vineyard vistas. It’s a peaceful, picturesque start to what promises to be an indulgent day.
Ready to swirl and sip more? More wine adventures we love in Florence
First Winery: Organic Charm in Chianti Classico

Your first stop is in the heart of Chianti Classico, at a cozy, organic winery. Here, the owner takes you through the winemaking process, sharing their passion for organic cultivation and craft production. The tasting is guided and includes some of their best wines, paired with local products—think cheeses, cured meats, or olive oil.
Reviewers mention the guide’s knowledge and enthusiasm, making each sip more meaningful. One guest noted that the winery offered “different offerings besides the wine,” indicating a nice variety of tastings and perhaps some local delicacies. This visit offers a good introduction to Chianti’s signature wines, with a focus on organic methods that appeal to environmentally conscious travelers.
Second Winery: Family-Run and Exclusive Tastings

After crossing the rolling hills of Siena’s Chianti, you arrive at a family-run, organic winery known for its high-quality wines. Here, a passionate winemaker welcomes you for a guided cellar tour. You’ll explore their aging rooms and learn about their wine production methods, which distinguishes this visit from typical commercial wineries.
The tasting includes four different wines paired with unique local products that can only be found here. This part of the tour is often highlighted as a special moment—an authentic experience with wines you might want to buy as souvenirs. One review mentions the opportunity to “buy and bring them home,” turning the experience into a lasting memory.
Practical Details: Transport, Group Size, and Booking

The tour is operated by CAF Tour and Travel, with a maximum group size of 50 travelers—small enough to feel personal but large enough for a lively atmosphere. The tour includes transportation in a comfortable motor coach, making it easy to relax and enjoy the scenery without the stress of driving. There’s a mobile ticket, so no fuss with paper vouchers.
Starting at 8:15 am, the tour concludes back at the original meeting point, giving you the rest of your afternoon free for further sightseeing or enjoying Florence. It’s worth noting that most travelers book this about 15 days in advance, which means it’s popular but still accessible if you plan ahead.
The tour’s price, around $63.38 per person, covers all tastings and visits, making it a good deal considering the personal nature of the wineries and the scenic value. However, check the cancellation policy—full refunds are available if you cancel at least 24 hours in advance—so you can plan confidently.
Who Will Appreciate This Tour?

This experience is ideal for wine lovers who want a relaxed, authentic taste of Tuscany without the hassle of driving. It suits those interested in organic and family-run wineries, as well as travelers looking for a scenic, photo-worthy drive. It’s also great if you have a limited time but want to experience the essence of Chianti.
If you’re after an in-depth vineyard exploration or elaborate vineyard tours, this might not be the perfect fit. But if your main goal is tasting excellent wines, enjoying beautiful views, and learning about local production, this tour hits the mark.
- Florence Sunset Walking Tour With Wine & Food Tasting
- Florence Walking Tour With Skip-The-Line to Accademia & Michelangelo’S ‘David’
- Florence Electric Golf Cart Tour
- The Dark Side of Florence – Mysteries and Legends
- Tuscany Bike Tours Through the Chianti Hills With Wine Tasting
- Florence Cooking Class: Learn How to Make Gelato and Pizza
Final thoughts

For around four hours, this Chianti wine tour offers a fantastic balance of scenery, education, and delicious wine. The guides are enthusiastic and knowledgeable, and the visits to two organic vineyards bring a personal touch to an already picturesque landscape. It’s a good value, especially for those eager to enjoy Tuscany’s famed wine region without the worry of driving afterward.
The only potential downside is the focus on tasting rather than vineyard exploration, but if you’re after authentic wines and stunning vistas, I think you’ll find plenty to love. The relaxed pace leaves you plenty of time to soak in the views or continue exploring Florence later that day.
This tour suits those who appreciate good wine, beautiful countryside, and a well-organized, friendly experience. It’s a smart choice for a memorable, authentic taste of Chianti.
FAQ

Can I book this tour for a specific date?
Yes, most travelers book about 15 days in advance, and you can choose the date that best fits your schedule.
Does the tour include transportation?
Yes, it features a comfortable motor coach that takes you from Florence to the wine regions and back.
Are the wineries organic?
Both wineries visited are organic in their production, which adds a layer of authenticity and environmental consideration.
How long is each winery visit?
The first winery visit lasts around 1 hour 15 minutes, and the second about 2 hours, including cellar tours and tastings.
Is there time for sightseeing in Florence after the tour?
Yes, the tour ends back at the starting point, giving you the afternoon free to explore Florence or relax.
What should I wear?
Comfortable shoes are recommended, as winery visits often involve walking on slopes and uneven surfaces.
Can I buy wine on the tour?
Absolutely. The second winery offers wines for sale, making it easy to bring home a taste of Tuscany.
What if I need to cancel?
You can cancel up to 24 hours before the tour for a full refund, providing some flexibility in your planning.
This Chianti Wine Tour strikes a nice balance between scenic beauty, authentic wine experiences, and good value. It’s perfect for those who want a relaxed, informative taste of Tuscany’s beloved wine country without fuss.
More Wine Tours in Florence
- Florence: Great Chianti Wine and Olive Oil Trail with Lunch
- Private Tuscan Dinner and Wine Tasting from Florence
- Wine Tasting Experience in Florence city centre
- Florence: Chianti Classico Wine Region PRIVATE Tasting Trip
- ROMANTIC WINE TOUR FOR 2 – Wine Tour in Chianti (Tuscany)
- From Florence: Tuscany Wine & Food Tour with Guide
More Tours in Florence
- Florence: Uffizi Gallery Small-Group Guided Tour with Ticket
- From Florence: Cinque Terre & Pisa Leaning Tower Day Tour
- Exclusive Cinque Terre day tour by Ferry with stop in Pisa
- Leonardo da Vinci’s Homeland Private Excursion from Florence
- Private Tour from Florence: Siena, San Gimignano & Chianti
- Florence 5-Hour Picnic Tour in a Vintage Fiat 500
More Tour Reviews in Florence
Not for you? Here's more things to do in Florence we have recnetly reviewed
- Half-Day Tour from Florence: Chianti Colors & Flavors
- WONDERFUL TUSCANY: Siena, San Gimignano & Chianti Wine Tour
- Tuscany: Siena, San Gimignano and Chianti Wine Tour
- Historic Markets Food Tour and Cooking Class
- Michelangelo and Santa Croce Private Tour
- Florence: Custom Jewelry Making Experience
- Florence Sunset Tour: Silent Disco & Aperol Spritz
- Uffizi gallery: private guided tour priority ticket
- Siena Half-Day Tour from Florence
- The Tuscan Jewels: Private Full-Day Tour From Florence
- Small-Group Uffizi Museum and Leonardo Da Vinci Highlights
- Tuscany Florence day trip with Vinery Lunch from Rome
