Exploring the enchanting Chianti region, San Gimignano’s iconic towers, and the UNESCO-listed Siena makes for an unforgettable day trip from Florence. Visitors can indulge in wine tastings, olive oil samplings, and guided walking tours, all while admiring Tuscany’s picturesque landscapes. With multilingual experts leading the way and a limited group size, this full-day adventure promises an immersive experience into the region’s rich cultural heritage. What’s more, the itinerary offers a tempting glimpse into the delights that await.
Key Points

- A full-day trip from Florence to explore the Chianti region, visiting a winery for tastings, the medieval town of San Gimignano, and the historic city of Siena.
- Guided tours led by multilingual experts, with transportation provided in air-conditioned vehicles and a group size limited to 20 travelers.
- Opportunity to sample Chianti wines and olive oils, as well as free time for independent exploration in the towns.
- Optional vegetarian lunch available, and special dietary requirements can be accommodated upon request.
- Confirmation received at booking, with important information provided regarding meeting points, transportation, and accessibility.
Tour Overview

This full-day trip from Florence takes visitors to the renowned Chianti wine region, the medieval town of San Gimignano, and the historic city of Siena.
The tour includes visits to rustic vineyards for wine tastings and sampling of extra-virgin olive oil and other regional products.
Savor the flavors of the Chianti region with wine tastings and samplings of extra-virgin olive oil and local delicacies.
Guided tours of the towns are led by expert multilingual escorts.
The group size is limited to a maximum of 20 travelers, who’ll travel by GT coach or minivan with air conditioning.
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Meeting and Pickup

The meeting point for this tour is Piazzale Montelungo in Florence, Italy.
Travelers should plan to arrive 15 minutes prior to the 8:45 AM start time.
The tour guides are easily identifiable, as they’ll be wearing fuchsia shirts.
At the end of the day, the tour returns to the original meeting point.
To ensure a smooth experience, the tour accommodates a maximum of 20 travelers.
Transportation is provided by a GT coach or minivan with air conditioning.
Inclusions and Exclusions

The tour includes wine tastings at rustic vineyards, an opportunity to sample extra-virgin olive oil and regional products, as well as guided tours of the towns with expert multilingual escorts.
Travelers will have free time to explore on their own. Lunch is optional and a vegetarian menu is available upon request.
Transportation is provided by a comfortable GT coach or minivan with air conditioning. However, tips and gratuities for guides and drivers, as well as entrance fees to attractions not mentioned, are excluded.
Dietary requirements should be specified at the time of booking.
Important Information

Confirmation is received at the time of booking. This tour has a few important details to keep in mind:
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Infant seats are available, but the tour isn’t wheelchair accessible.
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Dietary requirements should be specified at the time of booking.
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Last-minute bookings (less than 12 hours) can’t be guaranteed.
While the tour offers a comfortable transportation experience, it’s crucial to plan ahead and communicate any special needs.
This will ensure a smooth and enjoyable day exploring the stunning Chianti region, medieval towns, and indulging in regional wine and olive oil tastings.
Exploring Chianti Region
Departing Florence early in the morning, the full-day trip transports visitors into the picturesque Chianti countryside, known for its rolling hills, vineyards, and medieval towns.
The first stop is a family-owned winery, where guests enjoy a guided tour and tastings of the estate’s renowned Chianti wines and extra-virgin olive oil.
After exploring the charming hilltop village of San Gimignano, the group heads to Siena, a UNESCO World Heritage site.
A local expert leads a walking tour, highlighting the city’s impressive Gothic architecture and lively Piazza del Campo, home to the famous Palio horse race.
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Discovering San Gimignano

After exploring the family-owned winery, the group makes its way to the charming hilltop town of San Gimignano.
Known as the "medieval Manhattan", this UNESCO World Heritage Site features:
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Striking skyline of 14 distinctive stone towers, remnants of the town’s prosperous past.
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Quaint cobblestone streets lined with boutiques, gelaterias, and historic buildings.
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Piazza della Cisterna, a picturesque square with a unique triangular shape and a central well.
The guided tour provides insight into San Gimignano’s rich history and allows travelers to soak in the town’s timeless ambiance.
Experiencing Siena

Next, the group travels to the historic city of Siena, a UNESCO World Heritage site renowned for its stunning medieval architecture and cultural heritage.
During the guided tour, visitors explore the Piazza del Campo, one of Europe’s greatest medieval squares and home to the famous Palio horse race. They marvel at the imposing Cathedral, a masterpiece of Italian Gothic design.
With free time, travelers can wander the charming alleyways, browse local boutiques, and savor the flavors of traditional Sienese cuisine.
The tour provides an immersive experience in this enchanting Tuscan city.
Feedback and Ratings

According to the information provided, the tour has received a total of 4 reviews with an average rating of 3.8 out of 5.
The positive feedback highlights:
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Excellent guides
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Memorable experiences in Siena and San Gimignano
Suggestions include longer guided tours and personal preferences on wine tasting experiences.
Frequently Asked Questions
Can I Bring My Own Food and Drinks on the Tour?
The tour does not allow participants to bring their own food and drinks. The inclusions cover the wine tastings, lunch, and transportation, so bringing outside items is not permitted. Dietary requirements can be specified at the time of booking.
Are There Any Age Restrictions for the Wine Tastings?
The tour doesn’t have any age restrictions for the wine tastings. However, participants must be of legal drinking age in Italy, which is 18 years old. Children are welcome but won’t be served alcohol.
How Much Free Time Is Allocated at Each Destination?
The tour provides ample free time at each destination, allowing travelers to explore the towns independently. While the exact duration isn’t specified, reviews suggest the free time allows for a comfortable experience in Siena and San Gimignano.
Can the Tour Be Customized to Visit Additional Locations?
The tour can’t be customized to visit additional locations. It has a set itinerary that includes guided visits to Chianti, San Gimignano, and Siena. However, travelers have free time at each destination to explore independently.
Is There an Option to Extend the Tour Duration?
The tour duration can be extended, though this must be requested at the time of booking. Additional time allows for more in-depth exploration of the towns or additional stops, though it will increase the overall cost of the tour.
The Sum Up
This full-day Chianti, San Gimignano, and Siena tour offers an engaging and immersive experience in the heart of Tuscany. Visitors can savor world-renowned wines, discover charming medieval towns, and explore the rich cultural heritage of the region. With expert guides and a small group size, this trip promises an unforgettable journey through Tuscany’s picturesque landscapes, leaving travelers with lasting memories of the enchanting Chianti countryside.
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