Exploring the charming Chianti region outside Florence is a must for any wine enthusiast. This minivan tour takes travelers through picturesque villages, offering tastings of the renowned Chianti Classico and a light Tuscan lunch. With a small group size, the experience provides personalized attention as you explore the rich wine culture of the area. Whether you’re a seasoned oenophile or simply seeking an immersive day in the Tuscan countryside, this tour promises an unforgettable journey.
Key Points

- Explore the medieval villages of Montefioralle and Greve in Chianti, the heart of the Chianti Classico wine region, on a day trip from Florence.
- Enjoy wine tastings at a renowned Tuscan winery and learn about the winemaking process with an expert guide.
- Savor a light yet delicious Tuscan lunch featuring local specialties at a nearby farm.
- Experience the authentic Chianti lifestyle through the charming piazzas, cozy cafes, and artisanal shops of the towns visited.
- Travel in a small group of up to 8 people with an expert English-speaking driver, recommended by 92% of travelers.
Tour Overview

This day trip from Florence allows travelers to explore the classic Chianti villages and wine roads.
You’ll visit Montefioralle, Greve in Chianti, and the medieval town of San Gimignano.
At a Tuscan winery, you’ll learn about winemaking and enjoy tastings of Chianti Classico and regional specialties.
A light lunch at a nearby farm will feature Tuscan appetizers, wines, and oils.
Recommended by 92% of travelers, this tour is led by an expert English-speaking driver and has a maximum group size of 8 people.
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Highlights of the Trip

The highlights of this Chianti wine tour begin with a visit to the charming medieval village of Montefioralle. Guests can wander the quaint streets and snap photos of the historic buildings and stunning countryside views.
Next, they explore Greve in Chianti, the heart of the Chianti Classico region, with time to browse local shops and markets.
The tour’s main attraction is a visit to a renowned Tuscan winery, where travelers learn about wine production and enjoy tastings of the region’s renowned Chianti Classico.
The day concludes with a light yet delicious Tuscan lunch at a nearby farm.
Exploring Montefioralle
Why begin the exploration of Montefioralle, the first stop on this Chianti wine tour? This charming medieval hilltop village offers an idyllic introduction to the Chianti region’s scenic beauty and rich history.
As the group steps out of the air-conditioned minivan, they’ll be captivated by Montefioralle’s:
- Winding cobblestone streets lined with stone buildings
- Panoramic vistas overlooking the rolling Tuscan countryside
- Quaint piazza and church, untouched by modern development
With 30 minutes to wander, travelers can soak in the tranquil atmosphere, snap photos, and get a feel for the authentic Chianti lifestyle before continuing on to the next stops.
Discovering Greve in Chianti

Leaving the quaint Montefioralle behind, the group eagerly continues their journey to Greve in Chianti, the heart of the renowned wine region.
Upon arrival, they’re immediately captivated by the charming piazza, lined with cozy cafes and artisanal shops.
The guide leads them through the vibrant marketplace, stopping to admire the iconic triangular-shaped architecture and browse the stalls brimming with local produce and handicrafts.
Guests savor the authentic flavors of the region, sampling cured meats, cheeses, and the celebrated Chianti wines.
With ample time to explore, the travelers enjoy the lively ambiance, soaking up the essence of this quintessential Tuscan town.
Wandering Through San Gimignano

After exploring the vibrant Greve in Chianti, the group eagerly continues their journey to the enchanting medieval town of San Gimignano.
Arriving in this UNESCO World Heritage site, they’re captivated by its iconic towers that dot the skyline. The group spends 40 minutes exploring the town, taking in the:
- Charming piazzas
- Quaint shops and artisan boutiques
- Magnificent Duomo cathedral
The well-preserved medieval architecture transports them back in time, leaving a lasting impression.
With the allotted time efficiently utilized, the group departs San Gimignano, eager to discover the next Tuscan gem on their itinerary.
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Winery Tour and Tasting

As the group departs San Gimignano, they eagerly look forward to the next stop on their Chianti adventure – a visit to a renowned Tuscan winery.
Upon arrival, an expert guide leads them through the vineyards, explaining the winemaking process in detail. The travelers sample the estate’s acclaimed Chianti Classico and learn about the unique terroir.
Afterward, they savor a light lunch featuring local specialties like Tuscan tagliere, pasta, and the classic dessert of cantuccini with Vinsanto.
The winery tour and tasting provide a delightful and educational experience, immersing the group in the rich wine culture of the Chianti region.
Tuscan Farm Lunch

Upon arrival at the nearby farm, the travelers are ushered into a cozy dining area, where a delightful Tuscan spread awaits them.
The lunch menu features:
- Tuscan Tagliere – a selection of cured meats, cheeses, and locally-sourced produce.
- Italian Pasta – a hearty, homemade pasta dish.
- Cantuccini and Vinsanto – traditional almond biscuits and a sweet dessert wine.
The meal is accompanied by the estate’s Chianti Classico wines, providing a harmonious pairing with the rustic, flavorful dishes.
The relaxed atmosphere and picturesque setting allow the travelers to savor the authentic tastes of the Tuscan countryside.
Pickup and Logistics

The tour kicks off with a convenient pickup from Piazza dei Cavalleggeri in central Florence.
Guests are whisked away in a comfortable, air-conditioned vehicle with an expert English-speaking driver.
The journey takes travelers through the picturesque Tuscan countryside, stopping at charming villages like Montefioralle and Greve in Chianti.
In San Gimignano, guests have 40 minutes to explore the iconic medieval towers.
At the end of the day, the tour returns to the original meeting point.
Hotel pickup and drop-off are included, and there’s free cancellation up to 24 hours in advance, providing flexibility for guests.
Frequently Asked Questions
Is the Wine Offered During the Tasting Complimentary?
The wine tastings during the tour are complimentary. Visitors can sample Chianti Classico and other regional specialties as part of the tour package, which includes a visit to a Tuscan winery to learn about winemaking.
Can I Purchase the Wines or Olive Oils Sampled During the Tour?
Yes, you can purchase the wines and olive oils sampled during the tour. The winery visit includes tastings and provides an opportunity to buy any of the wines or locally produced specialties you enjoyed.
Are There Any Restroom Breaks or Opportunities to Use the Restroom?
The tour includes restroom breaks at the winery and other stops. Travelers can use the facilities during the scheduled visits to Montefioralle, Greve in Chianti, and San Gimignano. Restroom access is provided throughout the day.
Is There a Dress Code for the Winery Tour and Farm Lunch?
There’s no strict dress code for the winery tour and farm lunch. Visitors should wear comfortable, casual clothing suitable for walking around vineyards and dining outdoors. Sturdy shoes are recommended to navigate uneven terrain.
What Is the Approximate Duration of the Overall Tour Experience?
The full tour experience lasts approximately 7-8 hours. It includes stops in Montefioralle, Greve in Chianti, and San Gimignano, a winery visit, and a light lunch at a nearby farm.
The Sum Up
This Tuscan day trip offers a captivating glimpse into the region’s renowned wine culture and picturesque villages. Visitors can indulge in tastings of Chianti Classico, savor a local farm lunch, and explore the charming historic centers of Montefioralle and Greve in Chianti. With a small group size, the tour provides personalized attention and an immersive experience in the heart of the Chianti countryside.
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