"The tour was a lot of fun. I enjoyed both wineries but the first one more. The only complaint I have, although the bus was comfortable seat wise, it was very hot and apparently couldn't be changed. I would recommend this tour to anyone wanting to experience the Tuscan wine region."
Wine Tour · Tuscany
Best Tuscany Wine Tours 2026 — Chianti & Vineyard Lunch
Roll into the Chianti hills on a small-group Tuscany wine tour — two or three estate cellars, Sangiovese poured at the source, and a long farmhouse lunch among the vines.
Top rated
From
$103
per person
Free cancellation
- 15 Categories All Italian Experiences
- English Guides Local Experts
- Free Cancellation
The Experience
What Makes This Italian Food Experience Special
Everything that makes this a must-book Italian food experience.
Highlights
- Taste 6 different wines and olive oils paired with cheese, salami and bruschetta
- Visit 2 of the most renowned wineries in Tuscany
- Get breathtaking views of the Chianti Classico wine region
- Learn all the secrets about the historic wine making traditions
What's Included
- Transportation by air-conditioned minibus
- Driver/guide
- Guided visit to 2 wine estates
- Tasting of different wines and olive oils at the 1st winery
- Tasting of different wines, local produce, and olive oils at the 2nd winery
How Your Tuscany Experience Works
Four steps from booking to a real Tuscany food experience.
Book Your Tuscany Experience
Reserve online in under a minute — instant confirmation by email, with free cancellation on most experiences up to 24 hours before.
Pick Your Date & Time
Browse live availability and pick the slot that fits your trip — most dates show instant confirmation.
Meet Your Local Host
Meet your guide at Piazzale Montelungo, at the bottom of the highest red-brick building, opposite the parking lot (approximately an 8-minute walk from the Florence SMN Train Station).
Taste the Real Tuscany
Taste 6 different wines and olive oils paired with cheese, salami and bruschetta
Photo Gallery
Italian Food Experiences — Through the Lens
Fresh pasta, market stalls, Tuscan vineyards, and truffle hunts — captured by our travelers.
Book Your Experience
Check Availability & Prices
Select your preferred date and time. Instant confirmation — free cancellation up to 24 hours before departure.
Tuscany Wine Tours — Compared
How the top pick stacks up — pick the highlighted option to book, or browse alternatives.
| Feature | BEST RATED Top Pick | Alternative | Browse All |
|---|---|---|---|
| Starting Price | From $103/per person | Varies | Varies |
| Rating | 4.9★ (4194) | 4.6+★ | 4.5+★ |
| Format | Guided / small group | Various | All formats |
| Free Cancellation | Yes | Most | Most |
| Best For | Best Chianti vineyard day-trip | Comparison shoppers | Browsing everything |
| Check Availability | View Options | See All Tours |
More Tuscany Wine Tour Options
Compare alternative tours — all with free cancellation and instant confirmation.
Florence: Chianti Wineries Tour with Wine Tasting
Visit two authentic wineries in the beautiful Chianti Hills during this half-day tour from Florence. Meet local winemakers, walk through stunning vineyards, and sample local wines and products.
From Florence: Siena, San Gimignano, Pisa & Lunch at Winery
Discover the Chianti vineyards and medieval architecture of Siena, San Gimignano, and Pisa on a full-day tour. Depart from Florence and explore Tuscany with an optional lunch and wine.
Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch
Join a day trip into the heart of Tuscany, departing from Florence and visiting San Gimignano, Siena, and Monteriggioni. Relax in a Chianti winery for a typical lunch and a guided wine tasting.
Florence: Siena, San Gimignano & Monteriggioni with Tasting
Spend a memorable day in Tuscany! Explore Siena, San Gimignano, and Monteriggioni, and savor Chianti wines amid stunning landscapes.
Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines
Escape Rome for a perfect day in Tuscany. Discover the charming towns of Montepulciano and Pienza, then enjoy a vineyard lunch and Brunello di Montalcino wine tasting.
Wine Tour · Tuscany
About Tuscany Wine Tours
A Tuscany wine tour is the classic Sangiovese day out: small-group transport from Florence into the Chianti hills, two or three estate cellar visits, and a farmhouse lunch overlooking the vineyards. ‘Tuscany wine tour’ (city-first) is the dominant search — and it almost always means a Chianti day-trip.
Because guided tours include the driving, everyone tastes freely. Spring and the September–October harvest are prime. Compare the top-rated small-group loops below — most fold in a winery lunch and a hilltop town like San Gimignano or Montalcino.
Also popular: Florence · Chianti · Montepulciano
Beyond wine tour: Truffle Hunting Tuscany
Guest Reviews
What Travelers Say
"The tour was fantastic. Jason our guide and Alessio our driver made the whole experience so fun. The two vineyards we visited were beautiful, the guides knowledgeable and the wine was fantastic. It was a good sized group, well-organized and perfect for a four hour excursion. I will recommend this to others!"
"We had an amazing time on this tour. Rafael shared cultural fun facts with us, which was helpful for our time in Italy. The tour also got more and more fun as we tasted more wine. Highly recommend!"
"Our guide, Leo, was awesome! He transported us and gave us history and knowledge about the wines and certifications that make Tuscany unique. Very friendly and very people-oriented. Thank you!"
"Jason was an amazing tour guide for our large bus. He was personable and funny and taught us about the area and the wines. Delicious wines at two wineries along with meats and cheese and breads. A delightful way to spend an afternoon. We were a group of four and we all loved it. Definitely a highlight in our family to Italy. The countryside of Tuscany looks just like the movies. Dreamy."
Read all 4194 verified reviews
See All ReviewsReady to Book Your Italian Food Experience?
Pick the right category and city for your trip — cooking class, food tour, wine tasting, truffle hunt, or gelato workshop. Hundreds of tours compared, all with free cancellation. Starting from $103 per person.
Browse Italian Food ExperiencesTuscany Wine Tour — FAQ
Everything you need to know before booking a wine tour in Tuscany.
Prices start around $103 per person for the top-rated option. Costs vary by group size, duration, and inclusions like wine or lunch.
Most run 2–4 hours. Experiences that add a market tour, lunch, or a farm visit run longer — check each tour's details.
Our top pick is "From Florence: Small Group Wine Tasting Tour to Tuscany" — rated 4.9/5 from 4194 reviews. See the comparison above for alternatives.
Many are — hands-on classes and active experiences tend to be kid-friendly. Check the minimum age listed on each tour before booking.
Most options include tastings or a full meal, and many include wine. The exact inclusions are listed on each tour.
Often yes, with advance notice — vegetarian is usually easy, vegan and gluten-free vary by operator. Flag it at booking.
Meeting points are central and shown on your voucher after booking. For day-trip wine and truffle experiences, pickup is usually from a central point in the departure city.
1–2 weeks in peak season (spring–autumn). Free cancellation on most tours means booking early is low-risk.
Still have questions? Email us at info@italian-food-tour.com