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Discover Tuscany in a private day trip from Livorno, visiting Pisa, Florence, and a Chianti winery, with personalized guides and flexible schedules.
This private day trip from Livorno offers an enriching experience of Tuscany’s highlights for just $480 per person. Lasting approximately 9 hours, this tour combines visits to the iconic Leaning Tower of Pisa, the artistic wonder of Florence, and a relaxing Chianti winery tasting. Led by a dedicated private guide and transport in an air-conditioned minivan, the trip ensures personalized attention and a flexible schedule. The tour is perfect for those looking to avoid large group crowds, as it operates exclusively for your party with pickup and drop-off from the port included.
While the itinerary covers major landmarks and offers the chance to enjoy Tuscan cuisine and wine, note that admission tickets for some sites like the Leaning Tower are not included. This tour is ideal for travelers seeking a well-paced, customizable experience with expert guides who share their local knowledge. It’s especially suited for those who appreciate private tours, want to maximize their limited time in Italy, and enjoy a mix of sightseeing, cultural exploration, and wine tasting.


This tour starts right at the Livorno port, where the driver and guide welcome your group, ready to take you on a full-day exploration of Tuscany’s most famous sights. The private nature of the tour means the schedule is flexible and tailored to your interests, allowing ample time at each stop while maintaining a smooth pace.
The price includes transportation, guided visits, and free port pickup and drop-off, making it a convenient and hassle-free way to see these remarkable locations. A wine tasting at a local winery caps off the day, although wine and cellar visits are not included in the base price and cost 35 Euro per person. The tour is designed to be accessible to most travelers, with children needing to be accompanied by an adult.
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The tour’s first stop is the Leaning Tower of Pisa, one of Italy’s most recognizable landmarks. Visitors spend about 20 minutes admiring the ancient tower, which leans at a striking angle, and capturing photos. While admission tickets for the tower itself are not included, the external view alone offers a quintessential shot.
Alongside Pisa’s tower, the tour includes a quick view of the Pisa Duomo, giving a glimpse of the architecture that surrounds this famous monument. The short stops allow enough time to appreciate Pisa’s historic charm without feeling rushed, making it a great introduction to this UNESCO World Heritage site.

After Pisa, the journey continues to Florence, where the guide leads your group through key highlights such as the Piazza della Signoria and the Duomo – Cattedrale di Santa Maria del Fiore. These stops are designed for brief, impactful visits—around 20 minutes each—so you get a taste of Florence’s artistic and architectural treasures.
Although admission tickets for the interior of the Duomo are not included, the exterior views and the vibrant atmosphere of the Piazza provide plenty of photo opportunities. The Piazza della Signoria showcases Florence’s Renaissance sculptures and historic significance, offering insight into Italy’s cultural heartbeat.

One of the most praised stops on this tour is Piazzale Michelangelo, a hilltop terrace offering sweeping panoramic views of Florence. The 20-minute visit here allows visitors to see the city skyline, including the Duomo, Palazzo Vecchio, and Arno River—a perfect spot for memorable photos.
This stop is included in the tour, providing a restful moment amidst the busy sightseeing schedule to truly appreciate Florence’s beauty from above. It’s an especially popular highlight, as many reviews mention the stunning views and the great photo opportunities.

Along With the Piazzale, the tour passes by Campanile di Giotto and the Battistero di San Giovanni, where your guide shares brief insights into Florence’s architectural masterpieces. These external views give a sense of the city’s artistic grandeur without requiring additional time or entrance fees.
The short visits at these landmarks are ideal for those who want to maximize sightseeing while maintaining a comfortable pace, especially for travelers with limited time.
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The final stop of the day takes place at a local Chianti winery, where guests are treated to a wine tasting of the region’s renowned Tuscan varietals. While wine tasting itself costs 35 Euro per person and wines are not included in the base tour price, many reviews highlight the breathtaking vineyard views and the delightful owner.
The winery visit offers a chance to learn about Tuscan wine production, enjoy beautiful scenery, and indulge in authentic flavors. The experience is often praised for guides’ knowledge and the relaxed atmosphere, making it a fitting way to wrap up a day of cultural exploration.

Throughout the tour, transportation is provided in an air-conditioned minivan, ensuring comfort during the roughly 9-hour journey. The private nature of the tour means your group has flexibility in timing and focus areas, with the guide managing the itinerary.
The most travelers find the pacing just right, with adequate time at each site, avoiding the feeling of rushing. The pickup and drop-off service from the port simplifies logistics, offering a stress-free experience.

The guides on this tour are highly praised for their knowledge and friendliness. From making restaurant reservations to showing picturesque spots, guides like Simona, Massimo, and Luca are noted for their enthusiasm and attention to detail.
Their local insights and ability to customize the experience mean that each trip feels tailored to your interests, whether that’s more time in Florence or extra focus on wine tasting.
For $480 per person, this tour includes transportation, guide services, and port pickup/drop-off. The only extra costs are admission tickets to sites like the Leaning Tower (not included) and wine tastings at the winery (35 Euro).
The free cancellation policy provides flexibility, allowing cancellations up to 24 hours in advance for a full refund, adding peace of mind for booking.
This private tour appeals most to small groups or families looking for a personalized experience without large crowds. Travelers who value expert guides, flexibility, and culture will find this trip particularly rewarding.
While it offers a wonderful overview, it’s best suited for those with moderate walking ability, as many sites involve short walks. The wine tasting adds a relaxed, tasty element, ideal for wine fans or those wanting to experience authentic Tuscan flavors.
“We (two couples) were in Europe for 5 days and then a 9 day cruise. This private day tour of Piza, Florence and Tuscany was our absolute favorite …”
Is the tour suitable for children?
Yes, children must be accompanied by an adult; the tour is accessible for most travelers with moderate walking ability.
Are admission tickets to Pisa and Florence included?
No, tickets for sites like the Leaning Tower and Duomo are not included, but the external visits and views still offer plenty to enjoy.
How long is the tour?
The duration is approximately 9 hours, starting from port pickup in the morning and returning in the evening.
Can the schedule be customized?
Yes, being a private tour, the schedule can be tailored to your preferences, with guides accommodating your interests.
What is the cost of the wine tasting?
The wine tasting at the Chianti winery costs 35 Euro per person.
What transportation is used?
The tour uses an air-conditioned minivan, offering comfort and space for your group.
Is lunch included?
No, lunch is not included, but the guide can help with reservations or suggestions.
What makes this tour stand out?
Its private, personalized approach, expert guides, and the combination of iconic sights and wine tasting make it a well-rounded Tuscan experience.
How do I book this tour?
Reservations can be made through the provider Bellaitalia Tour, with flexible cancellation options available.