Exploring the historic gems of Tuscany in a single day is an enticing prospect for many travelers. This comprehensive sightseeing tour takes visitors on a journey through the picturesque towns of Siena, San Gimignano, and the renowned Chianti region. With personalized attention in a small group setting, guests can enjoy the region’s architectural wonders, vibrant market squares, and renowned wine tasting experiences. Whether you’re a first-time visitor or a seasoned Italophile, this tour promises an unforgettable experience that showcases the enchanting beauty and rich cultural heritage of this captivating corner of Italy.
- Key Points
- Tour Overview
- Itinerary and Highlights
- Transportation and Pickup
- Booking and Cancellation Policy
- What’s Included
- Accessibility and Requirements
- Tour Reviews and Feedback
- Preparing for the Day Trip
- Frequently Asked Questions
- What Is the Maximum Group Size for This Tour?
- Is It Possible to Visit Additional Sites Beyond the Main Itinerary?
- Are There Any Discounts or Package Deals Available for This Tour?
- How Much Time Is Allocated for Each Stop on the Itinerary?
- Can the Tour Be Customized to Accommodate Special Interests or Requests?
- The Sum Up
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Key Points

- This full-day excursion from Florence allows visitors to explore the historic towns of Siena, San Gimignano, and the Chianti wine region.
- The small group size ensures personalized attention from a knowledgeable guide, who provides insights into the towns’ histories and cultural traditions.
- Highlights include the bustling market square in Greve, the iconic towers of San Gimignano, and the main square and Duomo in Siena.
- A wine tasting at a local Chianti winery offers the opportunity to sample the region’s renowned Sangiovese grape-based blends.
- Comfortable round-trip transportation in an air-conditioned minivan is included, with pickup and drop-off available at select hotels in Florence.
Tour Overview
The full-day excursion from Florence takes visitors on a journey to explore the charming towns of Siena, San Gimignano, and the Chianti region.
The small group size ensures personalized attention from the knowledgeable guide, who provides insightful commentary on the towns’ culture and history.
Highlights include wandering the bustling market town of Greve, admiring the medieval skyline of San Gimignano, and discovering the main square in Siena.
The tour also includes a wine tasting at a local winery, where participants can learn about the Chianti blend and Sangiovese grapes.
Round-trip transportation from Florence in an air-conditioned minivan is included.
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Itinerary and Highlights

Visitors start their journey in the charming market town of Greve, where they can stroll through the bustling square and admire the medieval architecture. The tour then climbs to the hilltop town of San Gimignano, known for its well-preserved towers and stunning views. Next, they explore the main square in Siena, marveling at the Duomo and Palazzo Pubblico. A wine tasting at a local Chianti winery allows guests to learn about the region’s renowned Sangiovese grapes. Throughout the day, the knowledgeable guide provides insightful commentary on the towns’ rich histories and cultural traditions.
| Destination | Highlight |
| — | — |
| Greve | Bustling market square, medieval architecture |
| San Gimignano | Iconic towers, panoramic vistas |
| Siena | Duomo, Palazzo Pubblico, historic main square |
| Chianti Winery | Wine tasting, Sangiovese grape education |
| Commentary | Insightful guide, cultural traditions |
Transportation and Pickup

This full-day excursion from Florence begins with a convenient pickup at Piazza Adua, right in front of the Burger King.
You’ll travel in an air-conditioned minivan, ensuring a comfortable journey. The driver-guide will provide insightful commentary throughout the day, sharing the cultural and historical stories of the towns you’ll visit.
Pickup and drop-off are included, with select hotels in Florence available for drop-off. The transportation is designed to be accessible, with infant seats available if needed.
With a small group of 15 people or fewer, you’ll enjoy a personalized experience on your sightseeing adventure.
Booking and Cancellation Policy
Prices for this full-day excursion from Florence start from $380.80 per person, though they may vary depending on the group size.
Guests can enjoy free cancellation up to 24 hours before the experience starts, giving them flexibility. Confirmation is provided at booking, unless it’s within 3 days of travel, in which case 48-hour confirmation is given.
A Reserve Now and Pay Later option is available, making booking convenient. This tour accommodates most travelers, though it’s not wheelchair accessible.
Customers should advise any dietary requirements when booking. The booking process is straightforward, with clear policies and options to provide a pleasant customer experience.
What’s Included

Though the price of this full-day excursion from Florence starts at $380.80 per person, the tour includes several key elements.
You’ll have a driver/guide to provide insightful commentary on the towns’ culture and history. Admission to the Duomo of Siena is included, as well as a wine tasting where you’ll learn about the Chianti blend and Sangiovese grapes.
Round-trip transportation in an air-conditioned minivan is provided, and hotel drop-off is available for select hotels.
With a small group of 15 or fewer, you’ll enjoy personalized attention throughout the day’s activities.
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Accessibility and Requirements

Although the tour isn’t wheelchair accessible, most travelers can participate in this sightseeing experience. The only requirements are:
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Advise the tour operator of any specific dietary needs at the time of booking.
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The tour is located near public transportation, and infant seats are available.
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Travelers must be able to walk and navigate the hills and cobblestone streets of the historic towns.
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This one-day adventure is suitable for most active visitors looking to explore the picturesque Tuscan countryside.
Tour Reviews and Feedback
Travelers have shared a mix of experiences with this Siena, San Gimignano, and Chianti sightseeing tour.
The 3.5/5 rating reflects both positive and negative feedback. Customers appreciated the flexibility and stunning views, but some were disappointed by the lack of a guided tour and organizational issues.
The wine tasting experience and guide’s professionalism also received mixed reviews.
Preparing for the Day Trip

When planning for this Siena, San Gimignano, and Chianti day trip, visitors should consider a few key preparations.
The tour meeting point is at Piazza Adua in Florence, so ensuring convenient transportation to this location is essential. Plus, packing comfortable walking shoes, sun protection, and water is recommended, as the tour involves exploring hilltop towns.
Participants should also familiarize themselves with the tour itinerary and schedule to make the most of their time.
Finally, any dietary requirements should be communicated to the tour operator in advance to accommodate preferences during the wine tasting.
Frequently Asked Questions
What Is the Maximum Group Size for This Tour?
The maximum group size for this tour is 15 people or fewer. The small group size ensures personalized attention from the guide and a more intimate sightseeing experience.
Is It Possible to Visit Additional Sites Beyond the Main Itinerary?
The tour itinerary focuses on Siena, San Gimignano, and Chianti wineries. However, the small group size and flexibility of the tour may allow for additional stops, depending on time and group interests. It’s best to discuss any customizations with the tour operator.
Are There Any Discounts or Package Deals Available for This Tour?
Yes, there are discounts available for this full-day Siena, San Gimignano, and Chianti tour from Florence. Booking as a group can save up to 10% per person, and there’s a Reserve Now, Pay Later option to make it more affordable.
How Much Time Is Allocated for Each Stop on the Itinerary?
The tour allocates around 2 hours in Siena, 1.5 hours in San Gimignano, and 1 hour for the Greve wine tasting. The remaining time is spent driving between locations and enjoying the scenic Chianti countryside views.
Can the Tour Be Customized to Accommodate Special Interests or Requests?
The tour can be customized to accommodate special interests or requests, though specific details may incur additional costs. Travelers should communicate their needs when booking to ensure the experience aligns with their preferences.
The Sum Up
Set out on a captivating journey through Tuscany’s historic towns and picturesque Chianti region. Enjoy medieval architecture, taste local wines, and discover the region’s rich cultural heritage on this comprehensive full-day tour. With a small group setting and knowledgeable guide, you’ll enjoy a personalized and unforgettable experience that showcases the enchanting beauty of this remarkable Italian destination.
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