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Discover Tuscany’s highlights with this private 9-hour tour from Livorno, including Pisa, Florence, and a Chianti wine tasting at a family farm.
This private tour from Livorno offers an efficient way to see Pisa, Florence, and the Chianti countryside in just 9 hours. With a cost of $842.70 per group (up to 3), it provides personalized transportation and flexible sightseeing. Reviews praise the guide’s expertise and the quality of the wine tasting, making it a popular choice for cruise passengers and travelers seeking a comprehensive day trip.
The tour includes skip-the-line convenience with private transportation and a mobile ticket. While not including museum entrance fees or guided tours, the freedom to explore each stop at your own pace is a major advantage. It’s a fit for those who value comfort, flexibility, and personal attention in their Tuscany excursions.

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This tour departs from Calata Alto Fondale in Livorno at 8:00 am, ensuring a timely start to your day. The private minivan offers a comfortable ride, avoiding the delays and hassle of public transit. The air-conditioned vehicle is equipped with WiFi, so you can stay connected during the drive.
The trip is designed to maximize your time at each stop, with timed visits and free exploration in Pisa and Florence. The driver also acts as your guide, providing practical insights and ensuring smooth transitions between locations.

The first stop focuses on Pisa’s famous Leaning Tower within the Piazza dei Miracoli. Here, you’ll have about an hour for photos and to admire the cathedral complex, the Baptistery, and the Camposanto Monumentale. The admission to these sites is free, but visitors should plan to spend their time at their leisure.
Next, a quick 10-minute visit to Piazza dei Cavalieri introduces the Scuola Normale di Pisa, a notable educational site linked to Pisa’s academic history. The square’s historical significance and architecture add a meaningful touch to the morning.
After Pisa, the tour moves to Florence’s Centro Storico. Recognized as a UNESCO World Heritage Site, the area is rich with main monuments and pedestrian streets. You get around 2 hours here, enough time for sightseeing, shopping, or dining independently.
While the tour doesn’t include guided tours or entrance fees to specific landmarks, the free time allows for flexibility. Visitors can visit landmarks such as Palazzo V or leisurely enjoy the lively atmosphere of Florence’s streets.

The highlight for many is the Chianti countryside visit. This one-hour stop takes you to a family-run farm located on the border between “Chianti Classico” and “Chianti Colli Fiorentini”. Here, you experience wine tasting and a tour of the estate.
The wine tasting focuses on local wines, and the farm tour introduces you to Tuscany’s agricultural traditions. This stop offers a genuine taste of the region’s culinary heritage, making it a memorable part of the day.
One of the biggest advantages of this private tour is the customized experience. Guests can spend more or less time at each location based on their interests, and the driver ensures a smooth, personalized journey.
The quiet pace and private vehicle help avoid crowds, giving you the opportunity to enjoy each site at your own speed. This flexibility is ideal for those who want a tailored Tuscany experience without feeling rushed.
At $842.70 for up to three people, this tour provides private transportation and personalized service, making it a good value for those seeking a comfortable, all-in-one day trip. The most common booking lead time is 74 days in advance, indicating its popularity.
The tour does not include entrance fees to museums or specific landmarks like the Leaning Tower or Santa Croce in Florence, but this allows travelers to choose their own activities and spend their money on experiences that matter most.
The driver is also the guide, providing practical insights and local knowledge throughout the day. The reviews highlight Mateo’s excellent guiding skills, ensuring a smooth, informative, and enjoyable experience. Guests particularly appreciate the personal attention and professionalism of the driver-guide.
This tour suits travelers who want a comprehensive day without the stress of planning logistics. It’s ideal for cruise passengers, families, or small groups seeking personalized service.
While the tour covers three major locations, it does not include guided tours of museums or entry to certain landmarks—participants should plan to purchase tickets separately if they wish to explore interiors.
The Pisa, Florence & Chianti wine tour offers a balanced mix of sightseeing, cultural exploration, and culinary experience. Its private, flexible approach makes it appealing to those who prefer customization and comfort.
Highlights include the iconic Leaning Tower, the historic streets of Florence, and a genuine wine tasting in the Chianti hills. The excellent reviews confirm the quality of the guide and experience, making it a dependable choice for a memorable day in Tuscany.
However, travelers should be aware that museum visits and landmark admissions are not included, so planning ahead for those expenses is recommended. This tour is best suited for small groups or couples who want a personalized, hassle-free way to see Tuscany’s highlights.
“Our entire family loved every minute of this tour and can hardly wait to go back. Mateo was an excellent guide, thank you!!”
Is this tour suitable for families or children?
Yes, the tour is flexible and private, making it suitable for families or small groups. However, the itinerary involves walking and sightseeing, so consider children’s stamina.
What is included in the price?
The price covers private transportation, an English-speaking driver, air conditioning, and WiFi on board. Entrance fees for museums and landmarks, as well as wine tastings, are not included.
How far in advance should I book?
Most bookings are made about 74 days ahead on average, indicating the tour is popular and benefits from early reservations.
Can I customize the itinerary?
Since it’s a private tour, you can adjust the timing and stops within the itinerary based on your interests and pace.
Are there any physical requirements or accessibility considerations?
The tour involves walking through historic city centers and sightseeing at outdoor locations, so some mobility is required. The vehicle is private and comfortable.
What makes this tour different from other similar offerings?
The private, personalized experience combined with flexible timing, a wine tasting at a family farm, and excellent driver-guide service set this tour apart from more rigid group excursions.