Exploring the historic cities of Tuscany is a must-do for many visitors to Florence. This small group day trip provides an opportunity to take in the region’s iconic sights and flavors. From the iconic Leaning Tower of Pisa to the medieval skyline of San Gimignano, each destination offers a unique glimpse into the rich cultural heritage of this captivating corner of Italy. With a guided exploration of Siena’s Gothic cathedral and a winery visit for an authentic taste of Tuscan cuisine, this excursion promises an unforgettable journey through the enchanting landscapes of this beloved region. What else can this tour reveal about the treasures of Tuscany?
Key Points
• A 11.5-hour small group day trip from Florence that visits Pisa, Siena, and San Gimignano, with an expert local guide providing commentary.
• Tour includes visits to iconic landmarks such as the Leaning Tower of Pisa, Siena Cathedral, and the medieval towers of San Gimignano.
• Lunch and wine tasting at a family-owned Tuscan winery are included, offering an authentic taste of the region.
• The tour provides an immersive experience into Tuscany’s rich history, art, and traditions, with ample time for exploration and photo opportunities.
• The tour is available for booking from £133.81 per person, with a small group size limited to 21 travelers.
Tour Details

This 11.5-hour small group day trip from Florence takes travelers to three renowned Tuscan destinations: Pisa, Siena, and San Gimignano.
Along the way, an expert local guide provides commentary and insights.
Travelers will see the world-famous Leaning Tower of Pisa, explore Siena’s historic UNESCO-listed center, and marvel at the majestic Siena Cathedral.
They’ll also discover the medieval town of San Gimignano and its well-preserved towers.
Lunch and a wine tasting at a family-owned winery are included, as are roundtrip transportation and headsets for when appropriate.
With a maximum group size of 21, this small group tour offers an intimate and immersive experience of Tuscany’s top sights.
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Pisa Highlights

The day trip begins with a visit to the iconic Leaning Tower of Pisa, one of the most recognizable landmarks in Italy and a testament to architectural ingenuity. Travelers can marvel at the tower’s remarkable tilt and learn about its fascinating history from the knowledgeable local guide.
| Pisa Highlights | Description |
|---|---|
| Leaning Tower | The famous bell tower that leans at a striking 4-degree angle due to an unstable foundation |
| Pisa Cathedral | A magnificent Romanesque cathedral with intricate marble facades and a stunning interior |
| Baptistery | The largest baptistery in Italy, featuring incredible acoustics and a distinctive circular design |
Visitors will have ample time to explore the tower, cathedral, and baptistery, capturing unforgettable photos and seeing the city’s rich cultural heritage.
Siena Exploration

After exploring the wonders of Pisa, the tour moves on to the captivating city of Siena, a UNESCO World Heritage Site renowned for its well-preserved medieval architecture and vibrant culture.
Travelers will explore the historical heart of the city, guided by a local expert who’ll unravel the intriguing stories behind Siena’s iconic landmarks.
The tour highlights the majestic Siena Cathedral, a stunning example of Italian Gothic architecture.
Visitors will wander through the charming Piazza del Campo, the famous shell-shaped plaza where the thrilling Palio horse race takes place twice a year.
With its narrow streets, quaint shops, and lively atmosphere, Siena offers a truly immersive experience into Tuscany’s rich history and traditions.
Siena Cathedral
Towering above Siena’s medieval heart, the majestic Siena Cathedral captivates visitors with its stunning Gothic architecture and intricate marble facades.
The cathedral’s highlights include:
- The exquisite inlaid marble floor, considered a masterpiece of 14th-century art
- The soaring bell tower, which offers panoramic views of Siena from its observation deck
- The ornate pulpit, carved by Nicola Pisano, featuring intricate sculptural reliefs depicting biblical scenes
As the spiritual and cultural center of Siena, the cathedral’s grandeur and historical significance make it a must-see attraction for any visitor to this enchanting Tuscan city.
Its awe-inspiring interior and exterior offer a glimpse into Siena’s rich artistic heritage and religious traditions.
More Great Tours NearbySan Gimignano Tour
Nestled amidst the rolling Tuscan hills, San Gimignano captivates visitors with its well-preserved medieval towers and charming historic center.
As part of the day trip, guests explore this enchanting town, marveling at its architectural gems and soaking in the authentic atmosphere of a bygone era. The group wanders through the narrow streets, admiring the iconic skyline of towers that once served as symbols of local families’ wealth and power.
They’ll also have the chance to visit the Collegiate Church, a stunning example of Romanesque-Gothic architecture, and sample the town’s renowned Vernaccia white wine.
With its timeless beauty and rich cultural heritage, San Gimignano offers a captivating glimpse into Tuscany’s medieval past.
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Winery Experience
The day trip includes a delightful lunch and wine tasting at a family-owned Tuscan winery, providing visitors a chance to savor the region’s renowned culinary and viticultural offerings.
At the winery, guests can:
- Sample a selection of the estate’s acclaimed wines, including robust reds and crisp whites
- Indulge in a traditional Tuscan lunch featuring seasonal, locally-sourced ingredients
- Learn about the winemaking process and the family’s generations-old vineyard practices from knowledgeable staff
This intimate winery experience offers an authentic taste of Tuscany, complementing the tour’s exploration of the area’s historic towns and landmarks. It’s a highlight that allows travelers to truly enjoy the flavors and traditions that make this region so special.
Booking Information
This Tuscan day trip is available for booking from £133.81 per person. Customers can check availability for various tour start times and reserve their spot online, with the option to pay later.
The small group size is limited to 21 travelers, ensuring a more intimate and personalized experience. Booking early is recommended, as these popular tours tend to sell out quickly.
Travelers should note that the order of the tour stops may change, but the key highlights – the Leaning Tower of Pisa, the historical center of Siena, and the medieval town of San Gimignano – are always included.
Babies aged 0-2 can join the tour, but they’ll need to sit on a parent’s lap.
Additional Notes
Customers should know a few additional details about this Tuscan day trip. The tour operates with a small group size, capped at 21 travelers, providing a more intimate experience.
While the order of tour stops may change, the core highlights – seeing the iconic Leaning Tower of Pisa, exploring the UNESCO-listed historical center of Siena, and wandering the medieval streets of San Gimignano – are always included.
The tour includes roundtrip transportation in an air-conditioned minibus or minivan with free Wi-Fi. Headsets are provided when appropriate to ensure everyone can hear the guide clearly.
Babies 0-2 years old must sit on a parent’s lap during the tour.
Frequently Asked Questions

Can I Book the Tour for a Different Date?
Yes, the tour can be booked for a different date. The booking information states that you can check availability for starting times and reserve the tour now, paying later. This suggests flexibility in scheduling the day trip.
What Type of Transportation Is Provided?
The tour provides roundtrip transportation in an air-conditioned minibus or minivan with free Wi-Fi, allowing travelers to comfortably explore the Tuscan highlights of Pisa, Siena, and San Gimignano during the 11.5-hour day trip.
Are There Any Discounts Available for Children?
Babies 0-2 years old can ride for free, sitting on a parent’s lap. However, the tour does not offer any other discounts for children. The small group size is limited to 21 travelers total.
Can I Take Photographs During the Tour?
Yes, you can take photographs during the tour. The tour allows ample opportunities for capturing the stunning medieval architecture and picturesque landscapes. Just be mindful of any restrictions in certain areas and avoid disrupting the guide’s commentary.
Is It Possible to Request a Private Tour?
Yes, it’s possible to request a private tour. Many tour operators offer private day trips for travelers who prefer a more personalized experience. Private tours typically have flexible schedules and can accommodate specific interests or needs.
Florence: Pisa, Siena and San Gimignano Small Group Day Trip
Recap
This small group day trip from Florence offers an immersive exploration of Tuscany’s renowned destinations.
Travelers will marvel at Pisa’s iconic Leaning Tower, admire Siena Cathedral’s Gothic architecture, and discover San Gimignano’s charming medieval skyline.
With a winery visit, authentic local cuisine, and expert guidance, this tour provides an unforgettable journey through the enchanting landscapes of this iconic Italian region.






















