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Discover Tuscany’s best with this full-day Chianti wine and olive oil tour from Florence, including tastings, a traditional lunch, and scenic countryside views.
If exploring the Tuscan countryside with a focus on premium wines, authentic olive oils, and a delicious regional lunch sounds appealing, the Florence: Great Chianti Wine and Olive Oil Trail with Lunch tour offers a compelling experience. Priced affordably at around €100, this 5 to 7-hour journey takes travelers through a selection of three award-winning wineries, a historic olive oil mill, and the charming town of Greve in Chianti. With a 4.8-star rating from 146 reviews, it’s clear that many find this tour both enjoyable and informative. The tour’s highlights include guided tastings of Chianti Classico, visits to family-owned wineries, and stunning views of vineyards and hilltop villages.
While some reviewers note that the lunch quality might not fully match the wines’ excellence, the overall experience remains highly recommended. This tour suits visitors eager to learn about Tuscan wine and olive oil traditions, enjoy beautiful landscapes, and partake in a well-organized, small-group outing. The luxury Mercedes minivan transportation ensures comfort, and knowledgeable guides add depth to every stop.


The tour starts at Via dei Vagellai, 22 R in Florence, on the corner with Piazza Mentana, opposite the Arno River. Travelers meet at this central location for easy access from Florence’s main attractions.
Travel is in a Mercedes minivan or minibus, offering a luxurious and smooth ride through Chianti’s iconic landscape. The route includes scenic photo stops and passes by vineyards, olive groves, and hilltop villages that highlight Tuscany’s timeless charm.
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The core of this experience involves visits to three top wineries renowned for their quality and history. Each winery offers an opportunity to sample their best Chianti and Chianti Classico wines. Guests explore ancient cellars and walk among the vineyards, gaining insight into winemaking secrets and regional techniques.
The guides lead you through tastings, explaining the aromas, taste profiles, and aging processes that define Tuscan wines. Several reviews highlight the premium wine selections, with many mentioning that the wines are generous in quantity and exceptionally well-chosen.

A highlight of this tour is visiting a historic olive oil mill located at an ancient estate. Here, the process of extra virgin olive oil production is demonstrated, providing a fascinating glimpse into Tuscany’s olive-growing traditions.
Participants have the chance to sample freshly pressed olive oils, appreciating their flavor nuances. This stop is particularly appreciated for its authenticity and the hands-on experience of seeing how olive oil is made in a traditional setting.

The tour includes a photo stop and free time in Greve in Chianti, the region’s medieval hub. Known for its picturesque town square and terracotta cats, Greve offers a relaxed atmosphere perfect for a quick coffee break or strolling.
This stop provides a chance to soak in the local ambiance, purchase regional products, or simply enjoy the views of vineyards and countryside. While some reviews mention a brief visit, it’s enough to appreciate the charm of this historic town.
More Great Tours NearbyAt a boutique winery, travelers enjoy a three-course Tuscan lunch featuring traditional dishes. The meal is paired with local wines, creating a harmonious tasting experience.
Although some reviews suggest that the lunch quality may not completely match the wines’ excellence, the overall experience remains positive. The lunch provides a filling and regional taste of Tuscany, offering a good balance of flavor and authenticity.
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For those seeking a more intimate and premium experience, an upgrade to a semi-private tour is available. This version accommodates up to 8 guests and focuses more on Supertuscan wines, the bold reds representing Italy’s top-tier winemaking.
This option features deeper cellar access, premium tastings, and more personalized guidance from a certified wine expert. It’s ideal for enthusiasts looking to expand their wine knowledge in a smaller group setting.

Multiple reviews praise the guides for their knowledge, friendliness, and storytelling skills. Guides like Cristina, Lorenzo, and Yule are noted for their passion and ability to share insights about wine, olive oil, and regional history.
Many mention that guides add personality and humor to the experience, making the day both informative and enjoyable. This personal touch helps create a warm, welcoming atmosphere throughout the day.

The tour maintains a well-paced schedule, allowing enough time at each stop to enjoy tastings, explore, and take photos. Some reviews note that the second winery felt slightly rushed, but overall, the timing is considered appropriate.
The small-group setting, especially with the upgraded semi-private option, ensures more interaction with guides and less waiting. The comfortable Mercedes vehicle and organized itinerary support a smooth experience from start to finish.

Participants should bring their passport or ID card for the tour. The experience runs rain or shine, so appropriate clothing is advised.
Since Italy law prohibits alcohol service to under 18s, younger guests or pregnant women are served non-alcoholic drinks. Some reviews highlight the importance of bringing a snack to counteract the effects of wine, especially for those sensitive to alcohol.
The meeting point is clearly specified, but some reviewers suggest that including a hotel name in directions could help avoid confusion. The drop-off service at the end of the tour is a convenient feature, with some guides dropping guests off at their accommodation.
This Chianti wine and olive oil tour offers a comprehensive look at Tuscany’s most treasured products, paired with scenic drives and a delicious Tuscan lunch. Its excellent reviews reflect reliable guides, premium wines, and a well-organized itinerary.
While the lunch might not satisfy everyone in terms of quality, the value for money, authentic experiences, and stunning landscape make this tour a favorite for those wanting to enjoy Tuscan culture. It’s particularly suited for wine lovers, foodies, and small-group travelers seeking a personalized, relaxed day out from Florence.
What is the duration of the tour?
The tour lasts between 5 and 7 hours, depending on the day’s schedule and group pace.
Where does the tour start?
It departs from Via dei Vagellai, 22 R in Florence, at the corner with Piazza Mentana.
What is included in the tour?
Participants visit three wineries, enjoy wine tastings, explore a historic olive oil mill, and have a Tuscan lunch paired with local wines.
Are there options for a more exclusive experience?
Yes, an upgrade to a semi-private tour limits the group to 8 guests and features deeper cellar access and premium wines.
Is transportation comfortable?
Yes, the luxury Mercedes minivan or minibus provides a smooth, comfortable ride through the Tuscan hills.
Can minors or pregnant women participate?
Yes, non-alcoholic beverages are served to guests under 18 or pregnant women, but they cannot partake in wine tastings.
What should I bring?
Participants are advised to bring their passport or ID. Optional items include a camera and a snack to enjoy during the day.
Is the tour suitable in bad weather?
Yes, the tour runs rain or shine, so dress appropriately for the weather.
How do I book this tour?
Reservations can be made through the provided booking platform, with the option to reserve now and pay later or cancel up to 24 hours in advance for a full refund.
What makes this tour stand out?
Its blend of premium wines, authentic olive oil tasting, scenic scenery, and personalized guides create a well-rounded and enjoyable Tuscan adventure.