PRIVATE Full-Day Tour of Pisa, San Gimignano and Siena from Florence

Explore Tuscany’s Treasured Towns in One Day from Florence

This private full-day tour offers an efficient way to experience some of Tuscany’s most iconic towns: Pisa, San Gimignano, and Siena. Priced at $458.63 per person, it provides a comfortable, guided journey with hotel pickup from central Florence, making it perfect for those wanting to see these historic spots without the stress of driving or organizing logistics. The tour lasts around 9 to 10 hours, giving ample time to explore each destination at your own pace, thanks to private transportation in an air-conditioned Mercedes minivan equipped with Wi-Fi and bottled water.

What makes this tour particularly appealing is the personalized experience it offers — just your group, with a licensed, English-speaking driver to share insights and answer questions. While lunch, entrance fees, and guides inside the sites are not included, this setup allows flexibility and control over your day. The only limit is the group size, which is capped at seven travelers, ensuring a more intimate and relaxed journey.

Key Points

• Private, fully guided day trip with hotel pickup and drop-off in Florence
• Visit Pisa, San Gimignano, and Siena comfortably in one day
• Includes amenities like Wi-Fi, bottled water, and air conditioning
• Flexible schedule with ample free time at each stop
• Cost per person: $458.63, ideal for small groups
• Book well in advance, typically 94 days ahead

Convenient Hotel Pickup and Private Transport in Tuscany

This tour starts at 9:00 am with hotel pickup in Florence, allowing travelers to relax from the moment they leave their accommodations. The Mercedes minivan is air-conditioned, ensuring comfort throughout the approximately one-hour drive to Pisa. The driver is English-speaking and licensed, ready to assist with questions and provide local insights.

The private nature of the tour means only your group participates, avoiding crowded buses or shared guides. This setup offers a personalized experience with the flexibility to spend as much time as you’d like at each site, making it a convenient choice for travelers who prefer a tailored day.

Discovering Pisa and Its Historic Piazza dei Cavalieri

The journey begins with a pass by the historic suburbs of Pisa, leading to Piazza dei Cavalieri, the original political hub of medieval Pisa. This square was later transformed by Cosimo I de Medici into a center for the Order of the Knights of Santo Stefano, constructed to defend against Ottoman and pirate threats. The statue of the Grand Duke of Tuscany from 1596, along with Palazzo della Carovana and Palazzo degli Anziani del Popolo, are key sights here.

The highlight at Pisa is the Leaning Tower of Pisa. The free admission allows visitors to appreciate this world-famous monument, renowned for its tilt and iconic silhouette. Visitors often take playful photos pretending to hold up the tower, capturing a fun moment in front of this timeless landmark. The hour-long stop is enough for photos and quick sightseeing, but no entrance is included inside the tower.

San Gimignano’s Medieval Skyline and Iconic Towers

After Pisa, the tour continues to San Gimignano, famed for its medieval architecture and skyline of ancient towers. This town looks much as it did in 1300, earning it the nickname “Manhattan of the Middle Ages”. The two-hour stop includes exploring the center of the town, where the Piazza della Cisterna offers a lively setting for social gatherings and historical insight.

The Piazza della Cisterna dates back to 1287 and was historically used as a marketplace and social hub. Nearby, the Duomo of San Gimignano, known as La Collegiata, stands out for its original, vivid frescoes that have remained untouched by restoration. Visitors can admire the Romanesque architecture and learn about the cathedral’s role in the town’s history, as well as its appearance in films like “Tea with Mussolini”.

A visit to Dondoli ice cream shop, renowned for winning awards for best ice cream in the world, is a delightful treat during this stop. This provides a chance to taste authentic gelato and enjoy the medieval ambiance before heading to Siena.

Siena’s Artistic Heart and the Famous Piazza del Campo

The third stop is Siena, renowned for its medieval architecture and lively cultural scene. With about three hours in the city, visitors explore key sites such as the Siena Cathedral and the Piazza del Campo, which is shaped like a seashell and hosts the Palio di Siena horse race twice a year.

The Siena Cathedral, or Santa Maria Assunta, is a must-see. Built in Italian Gothic style, it features a spectacular facade and vivid interior frescoes still in their original colors. The cathedral serves as the primary location of Catholic worship in Tuscany and is central to Siena’s religious and artistic history.

Piazza del Campo stands out for its architectural beauty and unique design. As the main square, it’s the ideal spot to soak up the lively atmosphere, watch street performers, or browse local shops for gifts and delicacies. The 3-hour visit allows for a leisurely exploration of Siena’s historic streets and cultural landmarks.

Logistics and Amenities That Make the Tour Stand Out

This private tour includes hotel pickup and drop-off, emphasizing convenience and comfort. Travelers are transported in a Mercedes minivan with Wi-Fi, ensuring connectivity and ease of communication. The driver provides unlimited cold mineral water and is helpful and knowledgeable, ready to share insights or assist with questions.

The tour is designed for groups of up to seven people, providing an intimate and relaxed environment. The flexibility in timing and pace at each stop makes this experience more personalized compared to larger group tours or self-guided visits. Lunch and entrance fees are not included, giving travelers the option to choose their preferred local eateries and sites.

Why This Tour Offers Good Value for Small Groups

For $458.63 per person, this tour provides comprehensive transportation, expert guidance, and access to three major Tuscan towns in one day. The private nature means no sharing with strangers, and the amenities like Wi-Fi and bottled water add comfort and convenience.

This tour is especially suitable for small groups who value personalized service and flexibility. The high ratings (5.0 from 26 reviews) reflect consistent satisfaction, notably with the knowledgeable guides and efficient itinerary.

Limitations and Considerations

While the tour offers a great overview, lunch and entrance fees are not included, so travelers should budget for meals and site admissions separately. The timing at each stop is flexible but might be constrained by the overall schedule, so those seeking more in-depth exploration might prefer a guided tour inside sites.

The group size limit of seven is ideal for a personal experience, but larger groups will need to make additional reservations. Also, travelers should be prepared for moderate walking during exploration at each location.

Who Would Enjoy This Tour

This private full-day experience caters best to small groups or families who want to visit major Tuscan towns efficiently without the hassle of self-driving. It suits those who appreciate comfortable transportation, personalized attention, and flexibility in exploring sites at their own pace. The tour’s high ratings and excellent reviews suggest it delivers a reliable and enjoyable experience.

Frequently Asked Questions

Is lunch included in the tour?
No, lunch is not included. Travelers can choose where and when to eat during the day.

Are entrance fees to monuments included?
No, entrance fees to museums, churches, or historic sites are not included and need to be paid separately if visiting any paid attractions.

Can the tour accommodate larger groups?
The tour is designed for a maximum of seven travelers. Larger groups must make separate reservations.

What amenities are provided during the trip?
The tour includes Wi-Fi, bottled water, and air conditioning in the minivan. Umbrellas are available in case of rain.

What is the duration of the stops at each town?
There is approximately one hour in Pisa, two hours in San Gimignano, and three hours in Siena.

Is this tour suitable for all ages?
Most travelers can participate, but those with mobility issues should consider walking distances and site layouts.

How far in advance should I book?
Most bookings are made around 94 days in advance, so early reservation is recommended to secure availability.

Can I customize the itinerary?
This is a private tour, so the driver can assist with minor adjustments or questions, but the itinerary is mostly fixed.

What makes this tour stand out?
The combination of personalized service, luxury transport, and the chance to see three iconic towns in one day makes it a compelling choice for visitors seeking efficiency and comfort.

Is there a refund policy?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund, providing peace of mind when booking.

This full-day private tour from Florence offers a well-balanced experience of Tuscany’s highlights — blending comfort, flexibility, and expert guidance for an enjoyable and memorable day.