Exploring Tuscany’s most iconic sights can be a challenge if you’re relying on public transport or group tours that don’t tailor to your interests. That’s why I find this private Pisa and Florence day trip from Livorno appealing—offering the comfort, flexibility, and personalized attention that make for a truly memorable day. For about $1,050 per group (up to 8 people), you get a customized 5 to 9-hour experience led by a knowledgeable guide, complete with private transportation in a comfortable Mercedes, WiFi, and bottled water. This tour is especially attractive for travelers who want a seamless way to cover multiple highlights without the hassle of navigation.
What I really appreciate about this experience are two key points. First, the flexibility to tailor the itinerary—whether you’re keen to climb the Leaning Tower of Pisa or prefer to admire it from the square, you can inform your guide ahead of time and customize your visit. Second, the personalized guide service makes a real difference, especially when you have someone like Cora, praised for her engaging, knowledgeable style and her ability to go beyond just pointing out sights—she’s also mindful of weather and accessibility, as one review happily pointed out.
A potential downside? The price point might seem high if you’re traveling on a tight budget, but considering the personalized service and convenience, the cost actually offers good value—especially if you’re traveling with a small group who can split the cost. Just be aware that the ticket to climb the Leaning Tower isn’t included, so if that’s a priority, you’ll need to reserve and pay for it separately.
Key Points

- Private, customizable experience tailored to your interests.
- Comfort and convenience with private Mercedes transportation and WiFi.
- Expert guides like Cora who add depth and humor to your sightseeing.
- Flexibility to choose whether to climb the Leaning Tower or just admire it.
- Seamless logistics that allow you to see Pisa and Florence efficiently in one day.
- Good value for small groups willing to invest in a personalized, hassle-free trip.
An In-Depth Look at the Tour Itinerary

You can also read our reviews of more tours and experiences in Florence.
Starting at Pisa — The Iconic Leaning Tower
Disembarking at Livorno, your guide will whisk you away in a luxury Mercedes—equipped with WiFi and bottled water—for the approximately 1-hour drive to Pisa. The first stop is Piazza del Duomo, home to the world-famous Leaning Tower of Pisa. You have the option of just admiring the monument from the square or climbing it if you’ve secured tickets in advance. A few travelers have noted that ticketing can sometimes be confusing, so informing your guide if you already have tickets is a good idea. Keep in mind, admission to climb the tower is not included, but the photo opportunities in the square are fantastic whether you decide to ascend or not.
Scenic Overlook at Piazzale Michelangelo
The drive continues to Florence, where the first sightseeing stop is Piazzale Michelangelo. This viewpoint is a highlight for its panoramic views of Florence’s skyline—think Dome of the Duomo, Palaces, and the Arno River. You’ll get about 10 minutes here, enough to snap some photos and take in the city’s charm from above. It’s a must-see for those who love a sweeping vista and want a taste of Florence’s skyline.
Exploring Piazza Santa Croce
Next, the tour brings you to the Piazza Santa Croce, a lively square lined with goldsmith shops, cafes, and the beautiful Basilica di Santa Croce. If you’re interested, your guide can help you make reservations at one of the excellent local restaurants here—something many travelers appreciate after a morning of sightseeing. The area’s vibrant atmosphere and historical significance make it a worthwhile visit, and it’s a lovely spot to soak up authentic Florentine life.
Florence City Tour
The final leg is a roughly three-hour guided exploration of Florence’s city center. Your guide will lead you past key sights like the Duomo, Palazzo Vecchio, and the Baptistery, while allowing you plenty of free time to wander, enjoy gelato, or browse artisan shops. References from reviews highlight guides like Cora, who are engaging, well-informed, and great at making the complex history and art accessible and fun. One traveler praised Cora for helping her family, including a person using a motorized scooter, ensuring everyone could enjoy the sights comfortably.
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Returning to Livorno
After your city tour, you’ll regroup at the meeting point for the drive back to Livorno, wrapping up your day of highlights in Tuscany. The entire experience offers a relaxed pace and personalized touch that many travelers find more rewarding than traditional group tours.
What’s Included, What’s Not

You’re paying for a private, comfortable ride, which is a major plus—no cramped buses or fixed schedules. The vehicle features WiFi, and bottled water is available, making the day more enjoyable. All fees and taxes are included, but lunch is on you—so plan ahead if you want a sit-down meal or a quick snack, especially in Florence where options abound.
Considerations
The main thing to plan for is ticketing for the Leaning Tower if climbing is a priority. Also, the price might seem steep for some, but it reflects the private nature of the tour and the convenience of skipping transportation and navigation hassles. This tour is ideal for small groups looking for a luxury, customized experience with a knowledgeable guide who can make your day both educational and fun.
Who Should Consider This Tour?

This experience suits small groups or families who want a flexible, private tour with the best sights of Pisa and Florence. If you value personalized attention, meaningful commentary, and don’t mind paying a bit more for convenience and comfort, it’s a great choice. Travelers keen on missing the crowds and enjoying authentic insights from guides like Cora—who goes above and beyond—will find this tour especially rewarding.
It’s less ideal for budget travelers or those who prefer to explore independently or with larger, less personalized group tours. But for those wanting a stress-free, tailored day in Tuscany, this trip hits the right notes.
Frequently Asked Questions (FAQs)

Is this a full-day tour?
Yes, the tour lasts approximately 5 to 9 hours, depending on your pace and how much time you spend at each stop.
Can I choose to climb the Leaning Tower?
You can visit the square freely, but climbing requires a reservation and is not included in the price. You should inform your guide if you already have tickets or want to arrange for climbing access.
What is included in the price?
Private transportation with a Mercedes, WiFi, bottled water, all fees and taxes, and a guided city tour are included. Lunch is not included.
How many people can join?
Up to 8 people per group, making it ideal for families, small groups, or couples traveling together.
Is the tour customizable?
Absolutely. You can specify preferences like visits to certain sights or reservations for meals. Your guide will adapt the itinerary accordingly.
How far in advance should I book?
Most bookings are made about 28 days in advance, but it’s best to reserve earlier during peak season.
What if I want to visit additional sites or skip some stops?
This is a private tour, so you can discuss your preferences with the operator beforehand.
Are there any age restrictions?
Most travelers can participate; guide assistance can accommodate those with mobility needs, as noted in reviews.
What happens if I need to cancel?
You can cancel free of charge up to 24 hours before the tour for a full refund.
This private Pisa and Florence excursion offers a balanced mix of guided insight and personal freedom, perfect for those who want a smooth, personalized experience. From the unforgettable Leaning Tower to Florence’s vibrant streets, you’ll enjoy a day that balances iconic sights with authentic touches, all with the comfort of a private driver and guide by your side.
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