From Florence: Private day trip to San Gimignano & Pisa - Discovering San Gimignano’s Medieval Skyline and Towers

From Florence: Private day trip to San Gimignano & Pisa

Discover Tuscany in a day with this private tour from Florence visiting San Gimignano's medieval towers and Pisa’s Leaning Tower, including a scenic countryside drive.

Key Points

  • Private group tour in a small van for up to 8 guests offers an intimate experience.
  • Visits San Gimignano’s historic towers and the lively Piazza della Cisterna.
  • Climbs the Torre Grossa for panoramic views of the Tuscan landscape.
  • Explores Pisa’s Piazza dei Miracoli, home to the Leaning Tower, cathedral, and baptistery.
  • Flexible dining options: lunch is not included, allowing personalized choices.
  • Includes scenic drives through Tuscany’s rolling hills, vineyards, and olive groves.
You can check availability for your dates here:

How the Tour Starts from Florence’s Piazza Carlo Goldoni

From Florence: Private day trip to San Gimignano & Pisa - How the Tour Starts from Florence’s Piazza Carlo Goldoni

This tour begins at Piazza Carlo Goldoni in Florence, near the monument of Carlo Goldoni. The group gathers here before boarding a private small van, which comfortably accommodates up to 8 guests. The journey lasts approximately 1 hour, giving travelers a chance to settle in and enjoy views of Tuscany’s countryside right from the start.

The limited group size ensures a more personalized experience, with the driver guiding your journey through Tuscany’s landscapes. The departure point’s central location makes it easy to join the tour without complicated logistics.

Scenic Drive Through the Heart of Tuscany

From Florence: Private day trip to San Gimignano & Pisa - Scenic Drive Through the Heart of Tuscany

Once underway, the van winds through Tuscany’s rolling hills, vineyards, and olive groves, offering stunning scenery throughout the 1-hour drive. This part of the tour sets the tone for the day, blending natural beauty with a sense of historical richness. The driver provides remarks on the landscape, local food, and history along the way, making the drive both scenic and informative.

This scenic route provides ample opportunities for photo stops or simply enjoying the countryside’s peaceful charm. The drive is a key highlight, giving visitors an authentic taste of Tuscan rural life before reaching each town.

Discovering San Gimignano’s Medieval Skyline and Towers

From Florence: Private day trip to San Gimignano & Pisa - Discovering San Gimignano’s Medieval Skyline and Towers

The first major stop is San Gimignano, a hilltop town famous for its impressive medieval towers. Historically, over 70 towers dotted the skyline, earning it the nickname “Manhattan of the Middle Ages.” Today, 14 towers still stand, offering a glimpse into its historic grandeur.

Visitors explore the narrow, cobblestone streets, where every corner reveals well-preserved medieval architecture. The Piazza della Cisterna, a triangular square surrounded by historic buildings, is perfect for soaking in the lively atmosphere. One of the tour’s highlights is the climb of the Torre Grossa, which provides panoramic views of the Tuscan landscape, making it well worth the effort.

While in San Gimignano, travelers can indulge in the town’s local food and gelato, with many inventive flavors to try. The town’s culinary delights are part of the authentic experience, and the free time here typically lasts around 2 hours to explore, taste, and take photos.

The Optional Climb of Torre Grossa

From Florence: Private day trip to San Gimignano & Pisa - The Optional Climb of Torre Grossa

The Torre Grossa is a must-visit spot for panoramic views, and the climb is included in the visit to San Gimignano. It offers a bird’s-eye view over the medieval rooftops and the surrounding Tuscan countryside. Visitors should be prepared for a moderate climb, but the sweeping vistas are a rewarding payoff.

This clock tower is the tallest structure in San Gimignano that is open to the public, making it a distinctive feature of the town. The experience combines history with breathtaking scenery, providing a memorable photo opportunity.

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Lunch Break: Personalize Your Meal

From Florence: Private day trip to San Gimignano & Pisa - Lunch Break: Personalize Your Meal

After exploring San Gimignano, the tour continues with a 1.5-hour lunch break. Importantly, lunch is not included in the tour price, offering flexibility for guests to choose their preferred dining spot. Travelers should communicate any specific requests in advance if needed.

This break allows for a relaxing meal at a restaurant or café of one’s choosing, whether that’s a traditional trattoria or a quick bite. The flexibility gives travelers the chance to savor local cuisine at their own pace, adding a personalized touch to the day.

Journey to Pisa’s Piazza dei Miracoli

From Florence: Private day trip to San Gimignano & Pisa - Journey to Pisa’s Piazza dei Miracoli

Post-lunch, the van drives approximately 85 minutes to Pisa. Upon arrival, the group visits Piazza dei Miracoli, the UNESCO World Heritage Site that is home to the Leaning Tower, Pisa Cathedral, and Baptistery.

The Leaning Tower is the star attraction, famous for its tilt caused by unstable foundations. Visitors can choose to climb the tower, but must purchase tickets in advance for the time slot between 15:30 and 16:30. Photography from the ground is equally impressive, capturing the iconic view.

The Pisa Cathedral impresses with its ornate facade and intricate interiors, while the Baptistery is known for its remarkable acoustics, often hosting live echo demonstrations. The free time here lasts about 1.5 hours, allowing sufficient opportunity to explore and photograph the architecture.

Exploring Pisa’s Historic Piazza of Miracles

From Florence: Private day trip to San Gimignano & Pisa - Exploring Pisa’s Historic Piazza of Miracles

The vibrant atmosphere at the Square of Miracles makes it a lively place for visitors to soak in history and art. The medieval architecture and the gigantic marble structures are testaments to Pisa’s historic significance. The proximity of the cathedral, baptistery, and tower creates a sense of grandeur and harmony.

The guide leads travelers through the square, sharing insights about each monument’s history and architecture. Free time also allows for individual exploration or a quick sit-down at a nearby café, enjoying the bustling scene.

Return Journey to Florence with Scenic Views

From Florence: Private day trip to San Gimignano & Pisa - Return Journey to Florence with Scenic Views

The tour concludes with a 1.5-hour drive back to Florence. The journey provides a relaxing chance to reflect on the day’s discoveries, with the driver offering remarks on Tuscan culture and history. The group arrives back at the original meeting point, Piazza Carlo Goldoni, completing the approximately 9-hour trip.

This return leg offers smooth, comfortable transportation, making the experience stress-free. The small group setting ensures a more personal, relaxed atmosphere throughout the day.

Practical Details and Accessibility

From Florence: Private day trip to San Gimignano & Pisa - Practical Details and Accessibility

This is a private group tour, guided by English and Italian-speaking drivers, tailored to small groups for a more personalized experience. The tour is not suitable for people with mobility impairments, due to the walking and climbing involved at each site.

Booking is flexible, with free cancellation available up to 24 hours in advance. Travelers can also reserve now and pay later, making it easier to plan the day without immediate commitment.

The Value of a Fully Customizable Day

The tour emphasizes personalization, especially with the lunch option. Guests can decide in advance or on the spot where to dine, giving freedom to tailor the experience to individual preferences. The guide’s remarks enhance the visit, providing context to the towns and landmarks.

The 4.9 rating from the provider reflects strong satisfaction, particularly noting the comfort of the private group and scenic drives. The tour balances history, culture, and scenery in a compact, well-organized day trip from Florence.

Final Thoughts on the San Gimignano & Pisa Private Day Trip

This tour offers a comprehensive look at two of Tuscany’s most iconic towns in a single day. The small group setting enhances comfort and personalization, making it suitable for travelers seeking an intimate experience rather than a large coach tour.

While the lunch is not included, this flexibility allows for varied culinary experiences, whether traditional Tuscan dishes or quick bites. The climb of the Leaning Tower requires advance ticket purchase, which is straightforward and ensures smooth access.

The scenic drives and guided commentary deepen understanding of Tuscany’s history, architecture, and landscape. The tour’s 9-hour duration balances sightseeing with enough free time to explore at a relaxed pace.

This experience is ideal for those who want to see two of Italy’s most famous towns without the hassle of self-driving or over-packed itineraries. Its private group nature and personalized touches make it a worthwhile choice for a memorable day outside Florence.

Ready to Book?

From Florence: Private day trip to San Gimignano & Pisa

Frequently Asked Questions

Is the tour suitable for children or families?
The tour is primarily designed for small groups and may involve walking and climbing, which could be challenging for very young children or those with mobility issues.

Can I climb the Leaning Tower of Pisa?
Yes, but you need to purchase tickets in advance for the time slot between 15:30 and 16:30. Climbing the tower is an optional activity.

Is lunch included in the tour price?
No, lunch is not included. Guests can choose their preferred restaurant or café during the 1.5-hour break, with the option to communicate specific requests beforehand.

What languages are available for the guide?
The tour is guided by drivers speaking English and Italian.

How flexible is the cancellation policy?
Guests can cancel up to 24 hours in advance for a full refund, offering peace of mind in planning.

Are there any accessibility restrictions?
Yes, the tour is not suitable for people with mobility impairments due to walking and climbing involved at some sites.

You can check availability for your dates here:
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