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Discover Pisa, Florence, and Tuscany in a full-day private tour featuring iconic landmarks, scenic countryside views, and optional wine tastings for an authentic experience.
A full-day private tour combining the highlights of Pisa, Florence, and Tuscany offers an engaging way to experience some of Italy’s most celebrated sights within approximately 9 hours. Priced at $1,134.45 per group (up to 8 people), this exclusively private experience includes transportation in a comfortable Mercedes vehicle, a professional driver-guide, and English commentary on board. The tour is tailored for those who want a comprehensive day of sightseeing, with the flexibility to include wine tastings at a selected Tuscany winery—an optional addition payable on the spot.
This tour is ideal for travelers seeking a personalized, hassle-free experience with a balanced mix of cultural landmarks, scenic landscapes, and local flavors. Its full itinerary covers Pisa’s renowned Leaning Tower, Florence’s most iconic squares and monuments, and a scenic stop in Tuscany for wine tastings. While wine tastings and lunch are extra, the overall experience promises a smooth, well-organized day with highly praised guides and a comfortable journey.

The tour begins with a visit to Piazza dei Miracoli, the famous square where the Leaning Tower of Pisa is located. Known worldwide for its tilt, the tower is just one part of Pisa’s impressive collection of buildings showcasing incredible architecture. Visitors get a chance to see the Arno River and some lesser-known attractions of Pisa, making it more than just a quick photo stop.
This stop lasts about an hour, offering plenty of time to marvel at the tower’s design and take photos. Since admission tickets are not included, exploring the exterior allows plenty of time to appreciate the engineering marvel that draws millions every year.
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After exploring Pisa, the journey continues through the Tuscan countryside, with the driver guiding you through rolling hills and classic landscapes. This part of the experience highlights Tuscany’s renowned natural beauty, with vistas of vineyards and olive groves filling the window.
The drive from Pisa to Florence takes approximately 1 hour, providing a relaxing transition from the coastal city to the heart of Tuscany. The focus remains on enjoying the scenic views, with the driver offering insightful commentary about the countryside, local towns, and the region’s history.

Once in Florence, the first stop is Piazzale Michelangelo, a spectacular viewpoint overlooking the city. This square is best known for its reproduction of Michelangelo’s David and offers panoramic vistas of Florence’s rooftops and iconic domes. Visitors can snap photos of the cityscape and enjoy a brief moment of awe before heading into the city.
This stop lasts about 20 minutes and is freely accessible, making it an ideal introduction to Florence’s beauty and history.

Next, the tour visits Piazza del Duomo, home to Florence’s majestic Santa Maria del Fiore Cathedral. From outside, the Dome presents an impressive sight, and there’s time to admire its architecture and take photos.
Inside the square, visitors can appreciate the exterior of Florence’s most famous church, though admission tickets are not included. This stop lasts about 45 minutes, giving enough time to enjoy the architecture and the surrounding historic streets.

In the afternoon, the tour proceeds to Piazza della Repubblica, a lively square central to Florence’s urban fabric. Here, the lively atmosphere allows for some light exploration or short breaks before moving on to more landmarks.
This stop lasts about 30 minutes, providing an opportunity to soak in the bustling ambiance of Florence’s city life.

A highlight of the tour is Piazza della Signoria, often described as an outdoor museum, where visitors see a collection of sculptures that include a replica of David, as well as Neptune, Perseus, Hercules, and more. The outdoor sculptures are masterpieces of Renaissance art, and the square itself is filled with historical significance.
This stop takes about 1 hour, offering plenty of time to admire the sculptures and the palaces surrounding the square. It’s a site where art, history, and lively street life come together seamlessly.

After soaking in the art and architecture, the tour includes free time at Mercato del Porcellino, Florence’s famous leather market. Here, visitors can browse handcrafted leather goods, souvenirs, and local products. The market’s lively stalls provide a perfect chance to pick up authentic Florentine leather items.
This shopping stop lasts around 30 minutes, giving enough time for browsing and perhaps bargaining for a unique keepsake.

A short walk leads to Ponte Vecchio, Florence’s renowned medieval bridge lined with jewelry shops and offering romantic views of the Arno River. Walking across this historic structure provides excellent photo opportunities and a chance to appreciate Florence’s medieval architecture.
This stop is about 30 minutes, making it a fitting conclusion to the city tour segment.
The final highlight is a visit to a winery in Tuscany for a wine tasting, lasting approximately 1 hour. The wine tasting experience is arranged at one of the tour’s favorite wineries, which is selected to showcase regional vintages and local flavors.
While the wine tastings and light lunch are not included in the price—payable directly on spot (up to €50 per person)—this addition offers a delightful taste of Tuscany’s wine culture. It’s an enjoyable way to unwind and absorb the scenery after a day of sightseeing.
The tour features private transportation in a Mercedes vehicle, ensuring a comfortable and smooth journey. The driver-guide provides professional commentary throughout, making the experience both informative and relaxed.
Pickup from your accommodation is offered, and the entire day is designed to guarantee timely return to the port, making it suitable for travelers with tight schedules or shore excursions.
All reviews highlight the high quality of guides, with Gianmaria and others praised for their professionalism, knowledge, and focus on customer enjoyment. The well-maintained, clean vehicle and attention to timing receive consistent praise.
Many reviews describe the tour as “fantastic,” emphasizing that it offers a comprehensive, personalized experience that exceeds expectations. The guides’ historical insights and scenic stops leave a lasting impression.
While the tour provides a full-day itinerary, wine tastings and lunch are not included and must be paid on-site. The stops are mainly outdoor and involve some walking, so travelers should be prepared for moderate activity. No admission tickets are included for attractions like the Duomo interior, which means visitors should plan accordingly if they want to explore inside.
This private tour stands out for its flexibility, allowing groups up to 8 guests to enjoy an intimate experience with a dedicated driver-guide. The schedule balances sightseeing, leisure, and optional tastings, making it adaptable to specific preferences.
The price reflects the personalized service, including transportation, guided commentary, and convenience, making it an excellent choice for those seeking a stress-free, curated day in Tuscany.
“I had Manu guide me on a private tour over a 2 day period, he was exceptional and I had an amazing two days of sight seeing, saw so much more than …”
Is this tour suitable for large groups?
No, the maximum group size is 8 people, ensuring an intimate experience with personalized attention.
Are entrance tickets to attractions included?
No, tickets for sites like the Duomo are not included, so additional entry fees would need to be paid on-site if desired.
Can I customize the stops or add more in the schedule?
Since this is a private tour, there is some flexibility, but specific customizations should be confirmed in advance with the provider.
What is the cancellation policy?
This experience is non-refundable and cannot be changed once booked.
Is pickup from my accommodation available?
Yes, pickup is offered from your accommodation, making the start seamless.
How long is the drive between Pisa, Florence, and Tuscany?
The drive from Pisa to Florence takes about 1 hour, with scenic views of the Tuscan landscape on the way.
Are wine tastings included in the package?
No, wine tastings are optional and payable directly on spot, with a maximum of €50 per person.
What are the main highlights of the Florence stops?
The stops include Piazzale Michelangelo, Piazza del Duomo, Piazza della Repubblica, Piazza della Signoria, Leather Market, and Ponte Vecchio.
How long does the entire tour last?
The entire experience lasts approximately 9 hours, from pickup to return.
Is the tour suitable for travelers with mobility issues?
Since stops involve outdoor walking and some uneven surfaces, it’s best suited for travelers comfortable with moderate activity.
Are food options available during the tour?
Light lunch options are not included but can be purchased optionally during the day, typically at the wine tasting stop.
This Pisa, Florence, and Tuscany private tour offers a rich day of sightseeing with the convenience of private transport and expert guidance. Its combination of iconic landmarks, scenic drives, and optional wine tastings makes it a versatile choice for those eager to experience the heart of Tuscany comfortably and personally.