Discovering the enchanting beauty of Tuscany is an experience that captivates many travelers. This private tour offers a chance to explore the medieval charm of Siena, the iconic towers of San Gimignano, and the renowned Chianti wine region. With personalized transportation and a knowledgeable guide, visitors can enjoy the region’s rich history and savor the flavors of locally-produced wines. Whether seeking a cultural adventure or a leisurely journey, this tour promises an unforgettable glimpse into the heart of Italy’s stunning countryside.
Key Points

- This private tour offers a comprehensive exploration of the medieval towns of Siena and San Gimignano, as well as the renowned Chianti wine region.
- The tour includes private transportation, a local guide, a light lunch at a winery, and a wine tasting experience.
- Guests can enjoy the flexibility of free cancellation up to 24 hours prior and the option to reserve now and pay later.
- The tour is not wheelchair accessible but is conveniently located near public transportation, and service animals are permitted.
- Highlights of the tour include the Gothic architecture and cultural heritage of Siena, the iconic skyline and towers of San Gimignano, and the picturesque Chianti countryside and wineries.
Tour Overview

The tour offers a comprehensive exploration of the charming town of Siena, the medieval hilltop village of San Gimignano, and the scenic Chianti wine region.
Explore the charming Siena, medieval San Gimignano, and scenic Chianti wine region on this comprehensive tour.
It’s a private experience with transportation, a guide, and inclusions like a light winery lunch, wine tasting, and guided tours of the key sites.
The tour departs from Florence and ends back at the same meeting point, with pickup options available.
Rated 5.0 out of 5 stars, this tour is likely to sell out, and features flexible booking with free cancellation up to 24 hours prior.
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Included Features

This private tour includes a variety of features to enhance the overall experience.
Guests will enjoy private transportation and a private guide throughout the day. A light lunch will be served at a local winery, along with bottled water and alcoholic beverages.
The tour includes guided visits to the historic towns of San Gimignano and Siena, as well as a tour of the Chianti wine region. A wine tasting experience at a winery is also part of the itinerary.
Infants can join the tour, sitting on laps, and the tour is accessible via public transportation.
Meeting and Pickup

Meeting and pickup for this private tour starts in Florence, Italy.
Travelers can meet the guide at a specified meeting point in the city. Pickup options are also available upon request.
Pickup options are available upon request, with travelers meeting the guide at a specified meeting point in the city.
The tour ends back at the original meeting point in Florence.
Participants should note that the tour isn’t wheelchair accessible, though service animals are allowed.
It’s located near public transportation, and infants must sit on laps.
Most travelers can participate in this experience.
Booking details indicate it’s likely to sell out, and free cancellation is available up to 24 hours before the tour begins.
Additional Information

Though this private tour isn’t wheelchair accessible, service animals are allowed.
It’s near public transportation, making it convenient for most travelers to participate. Infants must sit on laps during the activity.
Key details:
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Confirmation is received at booking
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This tour is likely to sell out quickly
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Free cancellation is available up to 24 hours before the experience starts
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Customers can reserve now and pay later for added flexibility
Booking Details

Bookings for this private tour of Siena, San Gimignano, and the Chianti region are likely to sell out quickly.
Travelers can reserve their spot now and pay later, providing flexible booking. Free cancellation is available up to 24 hours before the tour starts.
The tour includes private transportation, a private guide, a light lunch at a winery, wine tastings, and guided tours of key destinations.
As this is a popular tour, interested parties should book early to secure their preferred date and group size.
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Siena: The Medieval Gem

Siena, a medieval gem nestled in the heart of Tuscany, captivates visitors with its well-preserved Gothic architecture and rich cultural heritage.
The historic city center, a UNESCO World Heritage Site, features:
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The Piazza del Campo, a stunning square where the famous Palio horse race takes place
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The Siena Cathedral, an impressive Gothic cathedral adorned with intricate marble facades
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The Torre del Mangia, a towering bell tower offering panoramic views of the city
Exploring Siena’s charming alleyways and visiting its renowned sites provides a glimpse into Italy’s medieval past, leaving a lasting impression on all who visit.
San Gimignano: Towers and Panoramas

Towering remarkably over the Tuscan countryside, San Gimignano’s iconic skyline is instantly recognizable.
This medieval town’s well-preserved historic center features impressive stone towers that were once symbols of family wealth and power.
Today, visitors can climb the Torre Grossa, the tallest tower, to admire the sweeping views over the rooftops and rolling hills beyond.
The town’s charming plazas, churches, and Renaissance architecture transport visitors back in time.
With its unique character and scenic vistas, San Gimignano is a highlight of the Chianti region that captivates all who visit.
Chianti Road: Vineyards and Wineries

As the tour winds its way through the picturesque countryside, the Chianti Road offers a captivating glimpse into the heart of Italy’s famed wine region.
Guests will meander past rolling hills, verdant vineyards, and historic estates, catching glimpses of the winemaking process.
The tour includes:
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A drive along the scenic Chianti Road
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A visit to a renowned winery for a guided tasting
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The opportunity to savor a light lunch paired with the region’s renowned wines
This immersive experience allows travelers to enjoy the rich winemaking heritage of Tuscany.
Frequently Asked Questions
What Is the Maximum Group Size for This Tour?
The tour’s group size is flexible, with the price varying depending on the number of participants. The tour can accommodate small private groups, though the specific maximum group size is not explicitly stated in the provided information.
Can I Request a Specific Pickup Location?
Yes, pickup locations can be requested upon request. The tour includes private transportation, so the provider is able to accommodate specific pickup points for travelers as needed.
Are There Any Discounts or Deals Available?
The tour operator offers free cancellation up to 24 hours before the experience starts, but there don’t appear to be any other discounts or deals available. Travellers can request a specific pickup location, though additional fees may apply.
How Much Time Is Spent at Each Destination?
The tour spends approximately 2 hours in Siena, 1.5 hours in San Gimignano, and 1 hour on the Chianti Road wine tasting. The total duration of the tour is around 6 to 7 hours.
Can I Customize the Tour Itinerary?
Yes, the tour itinerary can be customized. Travelers can work with the private guide to adjust the time spent at each destination based on their interests and preferences. The tour provider offers flexibility to accommodate individual needs.
The Sum Up
This private tour offers an enchanting exploration of Tuscany’s highlights. Guests will discover the medieval charm of Siena, the iconic towers of San Gimignano, and savor a wine tasting in the renowned Chianti region. With personalized transportation, a knowledgeable guide, and flexible booking options, this tour promises an unforgettable adventure in Italy’s stunning countryside.
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