Day Trips

From Florence: Chianti Wineries Tour with Wine Tasting

Tourists enjoying wine tasting in a Chianti vineyard at sunset.

Vineyards and olive groves in Chianti region, Tuscany, Italy.

Visitors walking through a Chianti vineyard with grapevines and a basket of grapes.

Vineyards and cypress trees in the Chianti region landscape, Tuscany, Italy.

Duration

5 hrs

Free cancellation

Free cancellation up to 48 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Transfers available

4.6/5(40)

Jeffrey T

Couple

Verified booking

Last week

Excellent wineries, fun people, easy and relaxing transportation. We did the 5-Hour tour... A relaxing bus trip through Tuscany countryside was the perfect way to end our week in Florence.

Shashi S

Couple

Verified booking

5 days ago

Overall, this tour was enjoyable with beautiful scenery and good wine tasting opportunities. However, we were under the impression that the tour would include visits to two wineries, but we only visited one, which was disappointing. The winery we visited was lovely, and the staff there was welcoming and knowledgeable. I also would've appreciated more information from the tour guide about the history of Chianti and the regions, winemaking traditions, as the commentary was fairly limited. Despite the shortcomings, the experience was so pleasant and worthwhile. With a bit more historical context and clearer expectations about the itinerary, this could easily be a five star tour.

Maude H

Couple

Verified booking

2 weeks ago

Our guide, Leonardo, was really friendly, and the winery tours were very enjoyable, especially the first one. The wine was delicious, and the whole guided tour was truly wonderful.

Escape Florence for the rolling vineyards and scenic countryside of Tuscany’s celebrated Chianti wine region.

Visit two traditional wineries and enjoy 3 tastings at each estate, including regional wines and local flavors.

Learn about Chianti’s winemaking traditions, grape varieties, and production methods from expert hosts during your visits.

Travel comfortably with round-trip AC coach transfers, onboard Wi-Fi, and a licensed tour escort throughout the experience.

Enjoy a relaxed group experience with fellow wine lovers while discovering Tuscany’s iconic vineyard landscapes.

Round-trip AC transfers from central Florence

Onboard Wi-Fi and licensed tour escort

2 winery visits with 3 tastings at each winery

Regular group of up to 45 people max

TOTAL DURATION5 hours 30 minutes
MODE OF TRANSFERA/C Bus
Start point
Florence
38 min by a/c bus
30 km
1. Chianti Classico
1 activity
Sniff the grapes at 2 vintage vineries, sip on 2 classic wines, taste cheeses, and admire olive groves in the region.
Things to do
Vineyard tours & wine tasting
Included in price
40 min by a/c bus
35 km
End point
Florence
Your ending point would be same as your start point

You can cancel these tickets up to 48 hours before the experience begins and get a full refund.

40 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
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9
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Guests from United States, United Kingdom, Canada and over 7 countries have loved this experience
What our guests say
Shashi S
Couple
Verified booking
5 days ago
Overall, this tour was enjoyable with beautiful scenery and good wine tasting opportunities. However, we were under the impression that the tour would include visits to two wineries, but we only visited one, which was disappointing. The winery we visited was lovely, and the staff there was welcoming and knowledgeable. I also would've appreciated more information from the tour guide about the history of Chianti and the regions, winemaking traditions, as the commentary was fairly limited. Despite the shortcomings, the experience was so pleasant and worthwhile. With a bit more historical context and clearer expectations about the itinerary, this could easily be a five star tour.
Jeffrey T
Couple
Verified booking
Last week
Excellent wineries, fun people, easy and relaxing transportation. We did the 5-Hour tour... A relaxing bus trip through Tuscany countryside was the perfect way to end our week in Florence.
Maude H
Couple
Verified booking
2 weeks ago
Our guide, Leonardo, was really friendly, and the winery tours were very enjoyable, especially the first one. The wine was delicious, and the whole guided tour was truly wonderful.
Amanda D
Couple
Verified booking
2 weeks ago
Aside from the wine, of course: beautiful locations and informative presentations.
Ana-maria B
Solo
Verified booking
Apr 2026
The tour included delicious cheese tastings and time to explore the vineyard on our own, great for pictures and taking in the view!

Start an unforgettable adventure in the heart of Tuscany, a region globally renowned for its captivating wines and picturesque landscapes. The journey begins in the enchanting Florentine Chianti Classico, where you'll explore an organic winery. Guided by the passionate owner, you'll discover cellar secrets and sample their craft selections, paired with local delicacies.

Getting started

Once booked, your ticket will be emailed to you, and it will have relevant information about the meeting point details.

What to expect

Travel the scenic Via Chiantigiana to a family-run organic estate known for its standout local blends. Meet the winemaker, explore the vineyards and cellars, and wrap up with a guided tasting of regional specialties.

Note: Visit order may vary.

Features

Chianti region exploration – Discover the scenic landscapes of Chianti, known for its rolling vineyards and historic wineries.

Vineyard visits – Tour one authentic vineyard, learning about the techniques that go into crafting countryside sips.

Tastings with snacks – Savor a selection of Chianti vino paired with local snacks for an immersive tasting experience.

What to bring

Wear walking shoes for vineries are usually located on the top of the hill and you start the visit with a short inclined walk.

What's not allowed

Your safety is our priority. The craft tasting experience is off-limits for guests under the age of 18 years.

Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.

Accessibility

This experience is not accessible by wheelchair and pram/strollers.

Additional information

Please note that in the Chianti region, there are certain areas where internet connection is limited or unavailable. Therefore, even though the buses are equipped with Wi-Fi, be aware that it may not function properly in certain areas.

Your voucher will be emailed to you shortly.

Display the voucher on your mobile phone with a valid photo ID at the starting point.

Please check your final voucher for the starting point details & specific instructions.