Setting out on a private day trip from Florence to the enchanting towns of Siena and San Gimignano is a must-do experience for any traveler exploring Tuscany. With comfortable transportation and the freedom to explore at your own pace, this customizable excursion promises a delightful blend of history, culture, and breathtaking scenery. From the iconic medieval towers of San Gimignano to the stunning Duomo of Siena, this tour offers a chance to take in the timeless charm of these Tuscan gems.
Key Points

- Explore the historic medieval centers of Siena and San Gimignano, two UNESCO-listed Tuscan towns, on a private full-day excursion from Florence.
- Experience the architectural wonders of Siena’s Gothic Duomo and Piazza del Campo, and admire the iconic skyline of towers in San Gimignano.
- Enjoy the convenience of private transportation and a knowledgeable driver, allowing for a customized experience tailored to your preferences.
- Enjoy the Tuscan countryside, with opportunities for leisurely strolls and panoramic views from elevated positions in San Gimignano.
- Benefit from hotel pickup and drop-off in Florence, ensuring a seamless and comfortable journey to and from the tour destinations.
Tour Overview

The Florence Private Day Trip to Siena and San Gimignano offers a full-day private excursion from Florence, allowing visitors to explore two beautiful Tuscan cities with the convenience of a knowledgeable driver.
A private full-day excursion from Florence to explore Siena and San Gimignano with a knowledgeable driver’s convenience.
This tour includes transportation to Siena and San Gimignano, providing a customized experience.
Travelers can enjoy Siena’s historic center, marvel at the cathedral, and experience the famous Piazza del Campo.
The tour also includes time to stroll through the UNESCO-listed hilltop town of San Gimignano at one’s own pace, with recommendations for the best places to explore and dine.
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Highlights of Siena
Siena’s historic center captivates visitors with its well-preserved medieval architecture and lively piazzas.
Highlights include:
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The Duomo di Siena, an imposing cathedral adorned with intricate Gothic facades and a striped marble interior.
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Piazza del Campo, the famous shell-shaped square where the renowned Palio horse race takes place twice a year.
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The Palazzo Pubblico, a grand town hall featuring the iconic Torre del Mangia, one of the tallest medieval towers in Italy.
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The Basilica of San Domenico, home to the Shrine of St. Catherine and renowned for its art and architecture.
Exploring Siena’s Cathedral

One of Siena’s most iconic landmarks is its magnificent cathedral, the Duomo di Siena. This stunning Romanesque-Gothic structure dates back to the 13th century and is known for its intricate marble facade and stunning interior. Visitors can admire the cathedral’s grand bell tower, the Facciatone, which offers breathtaking views over the city. Inside, the Duomo features elaborate frescoes, detailed marble floors, and an impressive pulpit carved by Nicola Pisano. Explore the cathedral’s highlights with this concise guide:
| Feature | Description |
| — | — |
| Facade | Ornate marble exterior with intricate carvings |
| Bell Tower | Towering Facciatone offering panoramic views |
| Interior | Stunning frescoes, marble floors, and Pisano pulpit |
| Baptistery | Baptismal font and decorative mosaics |
| Library | Vast collection of illuminated manuscripts |
Visiting Piazza Del Campo

Visitors to Siena are instantly captivated by the grandeur of Piazza del Campo, the city’s iconic central square. This stunning medieval piazza is renowned for its distinctive scallop-shell shape and the striking Palazzo Pubblico that anchors one end.
Visitors can:
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Admire the intricate red-brick flooring pattern that radiates outward from the central fountain
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Marvel at the soaring Torre del Mangia, a 14th-century bell tower offering panoramic views over the city
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Relax in the lively piazza, watching locals and travelers mingle amidst the cafes and historic buildings
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Imagine the excitement of the Palio horse race, held twice yearly in the square.
The UNESCO-Listed Town of San Gimignano

After exploring the historic heart of Siena, the private day trip continues to the picturesque hilltop town of San Gimignano.
This UNESCO-listed medieval town is renowned for its iconic skyline of towering stone structures known as "towers." Visitors can stroll through the charming streets, admire the beautiful architecture, and visit the duomo.
San Gimignano’s hilltop location offers stunning panoramic views over the surrounding Tuscan countryside.
With time to explore at your own pace, you’ll have the chance to discover local shops, cafes, and historic sights that capture the essence of this enchanting Tuscan destination.
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Discovering San Gimignano at Your Own Pace

With ample time allotted, travelers can explore the historic charm of San Gimignano at their own leisurely pace.
This UNESCO-listed hilltop town offers a wealth of attractions to explore, including:
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Meandering through the well-preserved medieval streets and piazzas
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Admiring the iconic skyline of towers that earned San Gimignano the nickname "the Manhattan of the Middle Ages"
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Visiting the Duomo, a stunning example of Romanesque-Gothic architecture
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Indulging in the renowned local cuisine and wines that have made the region famous
The flexible schedule allows visitors to uncover the essence of this captivating Tuscan gem at their own rhythm.
Comfortable Transportation Through Tuscan Countryside
The private day trip provides comfortable transportation through the scenic Tuscan countryside.
Guests travel in a luxury minivan, offering a relaxing and enjoyable journey between destinations. The tour includes hotel pickup and drop-off in Florence, ensuring convenience and seamless transitions throughout the day.
The spacious vehicle allows for ample room and comfortable seating, while the driver’s expertise ensures a smooth and efficient drive.
With bottled water provided, travelers can stay hydrated as they enjoy the breathtaking rural landscapes of Tuscany on their way to exploring the historic towns of Siena and San Gimignano.
Inclusions and Additional Information
The private day trip includes a range of amenities and services to ensure a comfortable and convenient experience.
Key inclusions are:
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Bottled water to stay hydrated during the day
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A knowledgeable driver/guide to provide recommendations and insights
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Transportation by a private luxury minivan for a stress-free journey
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Museum and monument entrance fees covered for hassle-free exploration
Plus, the tour is suitable for families, with infant seats available.
Wheelchair accessibility and service animals are also accommodated. Guests can cancel up to 24 hours before the experience for a full refund.
The tour is priced at $930.83 per group of up to 7 people.
Frequently Asked Questions
Can the Tour Be Customized to Include Additional Stops?
Yes, the tour can be customized to include additional stops. The private nature of the tour allows for a flexible itinerary that can be tailored to the group’s interests and preferences.
Is It Possible to Arrange a Private Lunch or Wine Tasting?
Yes, the tour can be customized to include a private lunch or wine tasting. The driver-guide can arrange these additional experiences based on the group’s preferences and interests, providing a more personalized and immersive Tuscan experience.
What Happens in Case of Inclement Weather During the Tour?
In the event of inclement weather, the tour provider can accommodate changes to the itinerary, such as exploring indoor attractions or adjusting the schedule. They’ll work with customers to ensure the day remains enjoyable despite any weather challenges.
Can the Tour Be Extended to Include More Time in Each City?
The tour can be extended to include more time in each city. Travelers can work with the tour provider to customize the itinerary and add additional stops or time in Siena and San Gimignano as desired.
Are There Any Restrictions or Requirements for Traveling With Children?
The tour allows infant seats and is stroller accessible, but it’s not wheelchair-friendly. Service animals are permitted. Families can customize the itinerary to accommodate children’s needs and interests.
The Sum Up
This private day trip from Florence to Siena and San Gimignano offers a captivating glimpse into the rich cultural heritage and stunning landscapes of Tuscany. With convenient transportation, the opportunity to explore iconic landmarks at your own pace, and the chance to learn about the enchanting atmosphere of these historic towns, it’s an excursion that’s sure to leave a lasting impression.
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