Exploring Tuscany’s timeless towns in a single day can seem daunting, but this Private Pisa & Lucca Day Tour from Florence makes it surprisingly manageable—and memorable. With a dedicated driver and guide, the roughly nine-hour trip takes you comfortably between iconic sights without the hassle of self-driving. For around $725 per person, you get a personalized experience with private transportation, a visit to a boutique winery, a delicious Tuscan lunch, and tours of Pisa and Lucca.
Two things stand out in reviews—the expert guides (notably Fabio and Angel) seem to elevate the experience with their knowledge and friendly demeanor, making the day both educational and fun. I also appreciate that the tour offers a small-group feel, even though it’s private, so you’re not just a face in a crowd. The wine tasting at a traditional Montecarlo estate receives high praise, often described as the highlight, and the included 2-course Tuscan lunch with beautiful views makes the day feel complete.
One potential consideration is timing—since it’s a packed day, it’s best suited for those who want to see a lot without rushing. If you prefer more leisurely exploration or want to linger longer in one place, this might feel a bit brisk. Also, keep in mind that the tour requires a minimum of three travelers to run, so if you’re traveling solo or with just one other, double-check availability.
Key Points

- Convenience: Skip the hassle of organizing transportation and enjoy a private, guided day trip.
- Authentic Experiences: Visit a boutique winery, sample regional wines, and enjoy a traditional Tuscan lunch.
- Expert Guides: Guides like Fabio and Angel bring stories and insights to life, making the trip engaging and informative.
- Balanced Itinerary: Combines sightseeing, wine tasting, and culinary delights for a well-rounded experience.
- Inclusion of Hidden Gems: Beyond the typical tourist spots, you’ll explore Lucca’s authentic streets and architecture.
- Value for the Price: While $725 might seem steep, the private guide, transportation, wine tastings, and meals create a premium yet worthwhile day.
A Deep Dive into the Experience

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Getting Started in Florence
The day begins early—your driver should arrive around 7:45am—making it easy to hop into a private vehicle. Pickup from your Florence accommodation makes this a seamless start, especially after a relaxed breakfast. If you prefer, you could meet at the default meeting point in Florence if your hotel isn’t convenient. The drive to the wine estate takes about an hour, giving you a chance to settle in and soak in the Tuscan scenery.
Pisa: The Iconic Piazza dei Miracoli
Your first stop is Pisa, arguably Italy’s most famous tilt. The UNESCO World Heritage Site unfolds before you with the Leaning Tower of Pisa emerging as the centerpiece. Expect a fairly quick stop—about an hour—allowing enough time to marvel at its architecture and take those classic photos. Your guide will share stories about how the tower was built and why it leans, adding depth to the awe-inspiring views. Surrounded by the white marble cathedrals, the square itself feels like a masterpiece of Romanesque design, and this always makes for a memorable photo backdrop.
Montecarlo: The Boutique Winery
Next is the highlight for many—visiting a traditional winery in the Montecarlo region. The guided tour of the estate covers everything from grapevines to the wine cellar. You’ll walk through lush vineyards, see the aging barrels, and then settle into the tasting room. Here’s where the tour becomes a feast for the senses: sampling several regional wines paired with local snacks. One guest raved that Fabio, the guide and sommelier, was “extensive in knowledge and skill,” making the wine tasting both fun and instructive. You get enough time to appreciate the nuances of each variety, learn about the winemaking process, and enjoy regional olive oils—all included in the price.
Lucca: A Charming Renaissance Town
Probably the most enchanting part of the tour is Lucca. With a private guide, you’ll walk through its cobbled streets, exploring medieval walls, Renaissance architecture, and picture-perfect piazzas. The guide helps uncover Lucca’s hidden gems—like quaint cafes, artisan shops, and impressive city walls that you can walk or cycle around later. The two-hour tour here is enough to get a real sense of this vibrant town, and the included 2-course lunch at a traditional trattoria offers a taste of authentic Tuscan cuisine with views that cannot be beat.
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Wrapping Up in Florence
After a full day, your guide will drive you back to Florence, dropping you at your original pickup point or other locations if arranged. It’s about an hour’s return drive, giving you a moment to reflect on the day’s highlights or share photos with your travel companions.
Why This Tour Works Well

The combination of expert guidance, private transportation, and a thoughtfully curated itinerary makes this tour particularly appealing to travelers who want to see and taste the best of Tuscany without the stress of planning every detail. The wine tasting and authentic lunch elevate the experience beyond a simple sightseeing trip, turning it into a day of enjoying Tuscany’s culinary and vinicultural heritage.
The reviews highlight how guides like Fabio and Angel make the experience memorable. Marie, celebrating her anniversary, called her wine tasting “magical,” and Janne appreciated Fabio’s extensive knowledge and friendly manner. For honeymooners or those celebrating special occasions, this level of personal attention can make all the difference.
However, the tour’s schedule is full, so if you’re someone who prefers a slower pace or more time in a single location, this may feel a little rushed. It’s ideal for travelers who want a comprehensive taste of Tuscany without sacrificing comfort.
Who Should Book This Tour?

This experience is best suited for travelers wanting a rich, guided day that covers major sights along with regional culinary delights. It’s great for those who enjoy learning from knowledgeable guides and prefer a private, tailored experience rather than a crowd. Wine lovers will especially appreciate the boutique winery visit and tastings, which are described as a highlight by many guests.
The private transport and included meals make it a seamless day, ideal for first-timers or those short on time but eager to see Pisa’s Leaning Tower, walk the streets of Lucca, and sample regional wines. If you’re traveling with family, the tour is family-friendly, provided kids are accompanied by adults and meet the minimum age requirement of 18 for wine tasting.
FAQ

What is included in the tour?
You get a visit to a boutique winery with tastings, a 2-course lunch, private transportation, an experienced guide throughout the day, and guided tours of Pisa and Lucca.
How long is the drive between stops?
The drive from Florence to the winery takes about an hour. The total tour duration is roughly 9 hours, with time allocated for each stop.
Can I customize the meeting point?
Yes, the default meeting point is Borgo Ognissanti 70, Florence, but pickup from your accommodation is typically offered if arranged in advance.
Is this tour suitable for children?
Children must be accompanied by adults and should be at least 18 to participate in the wine tasting.
What if I have dietary restrictions?
If you have any special dietary requirements, it’s recommended to inform the tour operator beforehand to accommodate your needs.
What’s the group size?
This is a private tour, meaning only your group will participate, ensuring personalized attention and flexibility.
What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, making it flexible if your plans change.
Is there a minimum number of travelers?
Yes, the tour runs with a minimum of three people, so confirm availability if booking solo or with a small group.
Final thoughts

This private Tuscany day tour offers a perfect mix of iconic sights, culinary pleasures, and scenic beauty—all with the convenience of expert guides and private transportation. It’s an excellent choice for travelers who value authentic experiences, personalized attention, and the chance to indulge in regional wines and cuisine. The inclusion of Pisa, Lucca, and a boutique winery ensures you get a well-rounded taste of Tuscany’s culture and flavors in a single day.
While the cost may seem high, the value is reflected in the quality of guides, the comfort of private transport, and the immersive nature of the experience. It’s especially suited for those celebrating something special or anyone eager to soak in Tuscany’s essence without the hassle of navigating on their own.
This tour balances sightseeing, tasting, and cultural discovery, making for a rewarding and unforgettable day in Italy’s most enchanting region.
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