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Discover Western Tuscany with this private tour from Livorno, visiting Pisa, Lucca, and a boutique winery—perfect for culture, scenery, and wine lovers.

This private tour promises a full day of Tuscany’s iconic sights, combining visits to the stunning Leaning Tower of Pisa, the charming streets of Lucca, and a scenic wine tasting in the countryside. Operated by TDC – Drivers for Shore Excursions & Bike Tours, it’s designed for those who want a personalized experience with flexible pacing—no rushing, just soaking in the Tuscan atmosphere at your own rhythm.
What really makes this tour stand out is the combination of sightseeing and tasting—a true taste of the region’s culture and flavors. Plus, with a private vehicle and an English-speaking driver, comfort and ease are guaranteed. But, it’s worth noting that entrance fees to attractions like the Leaning Tower and other monuments are not included, so some additional costs are on your horizon.
This tour is a fantastic fit for travelers who prefer intimate, relaxed excursions—especially if you’re keen to skip crowded group tours and enjoy a more personalized approach. If you’re eager to see Tuscany’s highlights without the hassle of planning logistics yourself, this one’s worth considering.

Wine enthusiasts might appreciate these other Livorno tasting experiences

Your adventure kicks off right at Calata Alto Fondale in Livorno at 8:00 am. From there, your driver, a friendly and knowledgeable guide, will whisk you away in a private, air-conditioned vehicle. The inclusion of WiFi on board makes it easy to share photos or look up information during transit, which is particularly useful given how much you’ll pack into one day.
The entire experience runs about 8 hours, providing ample time for sightseeing, wandering, and tasting without feeling rushed. The private nature of the tour means your driver is at your disposal, ready to adapt to your preferred pace or focus on spots you’re most eager to explore.
The first major highlight is Pisa’s Piazza dei Miracoli, home to the famous Leaning Tower. The tour allocates roughly an hour here, enough to snap plenty of photos of this architectural marvel, the Cathedral, Baptistery, and Camposanto Monumentale. Reviewers mention that you can enjoy the view without feeling pressed for time, which is often a concern in busy tourist spots.
While admission to the Tower isn’t included, many find it worthwhile to spend some time admiring the square’s intricate details, soaking in the atmosphere, and perhaps capturing that classic shot leaning at just the right angle. One guest appreciated how the guide provided background info about Pisa’s history and architecture, making the experience more meaningful.
After Pisa, the tour continues to Lucca, a city often overshadowed by its more famous neighbor but equally enchanting. The drive takes about 15 minutes to the Porta di Santa Maria, well-preserved city walls built in the 16th and 17th centuries. The walls, still intact, offer fantastic views and are perfect for photos or a leisurely walk.
Next is Centro storico, the heart of Lucca, where you’ll enjoy about three hours of free time to wander at your own pace. The guide recommends exploring the pedestrian streets, where you’ll find a mix of historic piazzas, boutiques, and local cafes. Must-see sights include San Martino’s Cathedral, Giunigi Tower, and the lively Piazza dell’Anfiteatro.
According to a review, “Lucca endears itself to everyone who visits,” and the chance to explore behind the Renaissance walls makes it a true highlight. The laid-back vibe and beautiful architecture create an authentic Italian feel that travelers love.
For a more personal experience, these private Livorno tours deliver individual attention
The final part of the day takes you to a family-owned winery just outside Lucca. Here, you’ll get a cellar tour and the opportunity to sample local wines—an experience many travelers find authentic and memorable. The visit lasts about an hour, and tasting costs are paid directly at the winery.
Several reviews highlight how much they appreciated the chance to see the real Tuscany countryside, away from tourist crowds, visiting a small farm owned by locals. The guide’s recommendation to bring cash for the tasting is useful advice, as this isn’t included in the tour price.
After the wine experience, your driver will return you to the original meeting point in Livorno, concluding the roughly 8-hour journey. The comfort of private transport, combined with the flexibility to linger in favorite spots or skip others, offers a level of control you won’t find on larger group tours.
At a cost of $758.04 for up to three people, the price might seem steep at first glance. However, considering private transport, a dedicated driver, and the personalized nature of the experience, many find it offers good value—especially if you’re traveling as a small group or couple.
Additional costs include entrance fees to the Pisa Tower, Lucca’s cathedral, and certain attractions, plus the wine tasting at the winery. These are paid separately, so budget accordingly. The tour’s reviewed as highly flexible, with the driver often customizing the schedule based on your interests, making it a good option for those who prefer not to be tied to a rigid itinerary.

A standout feature noted in the review is the knowledgeable guide, Maria Clara, who was praised for her friendliness and historical insights. Her ability to tailor the tour and provide context made the day especially engaging. This personal touch makes a significant difference, turning a sightseeing trip into a genuine cultural experience.
This private tour suits travelers who prefer a relaxed, personalized approach to exploring Tuscany’s highlights. It’s ideal if you’re eager to visit both Pisa and Lucca without the hassle of planning individual transportation or dealing with crowds. It’s also perfect for couples, small groups, or even a family wanting some quality time with authentic local experiences.
However, if you’re someone who wants a comprehensive guided tour with included entrance fees and expert commentary at every step, this might feel a bit laid-back. Still, for those craving flexibility and intimacy, this tour hits the sweet spot.

This Pisa, Lucca, and winery private tour offers a balanced mix of sightseeing, culture, and tasting that many travelers will find both enjoyable and worthwhile. The freedom to explore at your own pace, combined with the comfort of private transportation and a friendly, knowledgeable guide, makes it a standout option for small groups seeking an authentic Tuscan day trip.
While additional costs for entrance fees and tastings are something to keep in mind, the personalized experience often justifies the expense. It’s an excellent choice for those eager to discover Tuscany’s charm without feeling rushed or lost in crowds.
If you value authentic, intimate experiences and want to savor Tuscany beyond just the main tourist sights, this tour could be exactly what you’re looking for.

Is this tour private?
Yes, it’s a private tour for up to 3 people, meaning only your group will participate, allowing for a tailored experience.
What’s included in the price?
The cost covers your private driver, air-conditioned vehicle, WiFi on board, and the designated sightseeing stops. Entrance fees and tastings are paid separately.
What are the start and end locations?
The tour begins at Calata Alto Fondale in Livorno at 8:00 am and ends back at the same meeting point after about 8 hours.
Can I customize the itinerary?
The tour is flexible, and your driver can adapt the schedule based on your preferences, making it easy to spend more time at spots you love.
How much time do I have in Pisa and Lucca?
You’ll have around an hour in Pisa for photos and sightseeing, and roughly three hours to explore Lucca’s streets and landmarks.
Are entrance fees included?
No, you will need to pay separately for attractions like the Leaning Tower, Lucca’s cathedral, and the winery tasting.
Is this suitable for all travelers?
Most travelers can participate, especially those who enjoy scenic drives, cultural sights, and local wines, but those with mobility issues should consider walking distances within the towns.
This detailed review should help you decide if a private day trip to Pisa, Lucca, and a Tuscan winery fits your travel style—offering a genuine taste of Tuscany’s sights, flavors, and relaxed charm.