If you’re planning a trip to Italy and looking to experience a mix of history, architecture, and exceptional wine, this Private Pisa and Lucca Wine Tour from Florence might just tick all your boxes. Based on glowing reviews and detailed itineraries, it promises a day filled with picturesque towns, cultural highlights, and a touch of Tuscany’s renowned viticulture. While I haven’t done this exact tour myself, I’ve gathered enough insights to give you a genuine sense of what to expect.
One thing I love about this experience is how it combines the charm of two remarkable Tuscan cities—Pisa and Lucca—into one seamless day. The fact that it’s a private tour makes it especially appealing if you’re seeking personalized attention and a flexible schedule. Plus, the inclusion of a wine tasting at a local organic winery offers a delightful taste of the region’s famous Chianti wines. On the flip side, one thing to consider is the cost, which is $711.44 per person. While not cheap, the tour’s comprehensive nature and inclusions make it worthwhile.
This tour suits travelers who want an efficient and curated experience without the hassle of navigating on their own. If you love history, architecture, good wine, and enjoying the Tuscan countryside in comfort, this could be a fantastic choice. Families with older children or groups seeking a relaxed, all-in-one day trip might find it particularly appealing. However, those seeking a more in-depth exploration of Pisa’s Tower or Lucca’s hidden corners might find the free time a bit limited.
- Key Points
- Starting the Day: Convenient Pickup and Introduction
- Exploring Lucca: History and Highlights
- Torre Guinigi
- Piazza dell’Anfiteatro
- Duomo di San Martino
- Free Time in Lucca
- Transition to Pisa: The Leaning Tower and Piazza dei Miracoli
- The Leaning Tower of Pisa
- Other Monuments in Piazza dei Miracoli
- Pisa’s Piazza dei Cavalieri
- Tasting Tuscany: Visiting a Chianti Organic Winery
- The End of the Day: Easy Return to Florence
- Is This Tour Worth the Price?
- Final Thoughts: Who Will Love This Experience?
- Private Pisa and Lucca Wine Tour from Florence
- Frequently Asked Questions
- More Private Tours in Florence
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Key Points

- All-in-one experience: Visit Pisa, Lucca, and a Chianti winery in just one day.
- Private attention: The tour is exclusive to your group for a more personalized experience.
- Convenient logistics: Hotel pickup and drop-off from Florence ease the day’s planning.
- Flexible exploration: Free time allows you to wander at your own pace.
- Wine tasting included: Sample Chianti wines and olive oil at a local organic farm.
- Great reviews: Travelers consistently praise the knowledgeable guides and stunning sights.
Starting the Day: Convenient Pickup and Introduction

One of the first things we appreciate about this tour is the hotel pickup option if you’re staying in central Florence. Being able to start right from your hotel saves time and energy, especially after a good breakfast. If not, you’ll meet your driver in front of Hotel Boccaccio, just a short walk from Santa Maria Novella train station—easy to find.
The pickup time is 9:00 am, so arriving 10 minutes early is wise. The journey begins with a relaxing minivan ride, where your guide shares some background on Tuscany, setting the scene for the day ahead. Having Wi-Fi on board is a thoughtful touch, helping you stay connected or share photos as you go.
Many reviewers mention how the driver not only transports but also provides interesting commentary along the way. This blend of a comfortable ride and informative chat is one reason travelers find the experience smooth and engaging.
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Exploring Lucca: History and Highlights

Your first stop is Lucca, a city renowned for its well-preserved Renaissance walls, charming cobblestone streets, and historic architecture. Your visit includes two key sites:
Torre Guinigi
While just a quick 30-minute stop, the Torre Guinigi offers a view of the city from its top, featuring a surprising rooftop garden. It’s a great photo opportunity and a quick glimpse into Lucca’s medieval past. Reviews highlight how the guide’s explanations enrich this short visit, making it more than just a quick snapshot.
Piazza dell’Anfiteatro
Next, you’ll stroll around Piazza dell’Anfiteatro, a lively square built on the ruins of a Roman amphitheater. The elliptical shape and surrounding buildings create a unique atmosphere. The square’s history, dating back to the 2nd century, adds layers of stories to your wanderings. Travelers enjoy soaking in the ambiance and watching local life unfold here.
Duomo di San Martino
Then, a visit to Lucca’s Cathedral of San Martino offers a chance to admire its Romanesque architecture and artistic treasures. The guide often shares historical tidbits here, turning a simple visit into an engaging lesson about Lucca’s religious and architectural heritage.
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Free Time in Lucca
After these highlights, you’ll have about 30 minutes of free time. This is perfect for strolling, grabbing a coffee, or shopping for souvenirs. Reviewers praise the flexibility, noting that the guide usually offers a quick overview and then lets you explore on your own.
Transition to Pisa: The Leaning Tower and Piazza dei Miracoli
Next, you’re headed to Pisa, a city famously associated with its leaning tower. The tour allocates about an hour to explore this UNESCO World Heritage site.
The Leaning Tower of Pisa
You’ll have a chance to see the Leaning Tower up close, right in the Piazza dei Miracoli. While tickets to climb the tower are not included, many travelers recommend booking these separately online if you want to go up. The tower’s tilt is even more impressive in person, and you’ll enjoy plenty of time to take photos from various angles.
Other Monuments in Piazza dei Miracoli
Your walk around the square allows you to see the Pisa Baptistery and the Duomo, both stunning examples of Romanesque architecture. The entire piazza is a picture-perfect setting, and many reviews comment on how special it is to stand in a place so iconic.
Pisa’s Piazza dei Cavalieri
Finally, your guide might point out Piazza dei Cavalieri, home to the historic university Scuola Normale Superiore di Pisa. It’s a quieter, less crowded spot that offers additional insight into Pisa’s scholarly history.
Note: If you wish to climb the Leaning Tower, make sure to plan ahead and book tickets independently, as they are not included in the tour.
Tasting Tuscany: Visiting a Chianti Organic Winery

The trip concludes with a stop at Fattoria San Michele A Torri, an organic Chianti winery. Here, you’ll get the chance to sample local wines and extra virgin olive oil. The tasting experience is well-regarded, with reviewers noting that the selection of wines was excellent and the explanations about winemaking were informative.
This stop isn’t just about tasting; it’s a chance to learn about the traditional methods used in Tuscany’s wine and olive oil production. The setting itself often earns praise—picturesque and peaceful, perfect for a relaxed afternoon.
Guests also enjoy snacks accompanying the tastings, making this a satisfying and flavorful end to the day. Some reviewers mention how the winery staff was kind and accommodating, even offering a small bottle of grape juice for those who don’t drink wine.
The End of the Day: Easy Return to Florence

After the winery visit, the tour wraps up with a drop-off at your Florence hotel or at the starting point in front of Hotel Boccaccio. The total duration is around 8 hours, making it a full but not exhausting day. The good news is, the experience is designed for comfort and convenience, with transport included throughout.
Is This Tour Worth the Price?

At $711.44 per person, this tour isn’t inexpensive. But considering the hotel pickup, private transportation, guided visits, and wine tastings, many travelers find the price justified. The reviews consistently praise the value for money, especially given the personalized experience and quality of sights.
What makes this tour stand out is its combination of cultural sights, scenic drives, and tasting experiences—all curated to fit into a single day. If you’re short on time but want to see the highlights of Pisa, Lucca, and enjoy some Tuscan wine, this tour offers a solid, hassle-free way to do it.
Final Thoughts: Who Will Love This Experience?

This private Pisa and Lucca wine tour is best suited for travelers who want a comprehensive, curated day in Tuscany without the need to handle logistics themselves. If you enjoy architecture, history, scenic drives, and wine, you’ll likely find this trip enriching and relaxing. The flexibility of free time helps you explore at your own pace, and the knowledgeable guides make the experience engaging rather than just a sightseeing checklist.
While the cost might seem high, the inclusions—private transport, tastings, and hotel pickup—add to its value, especially if you prefer comfort and personalized service. Families with older children, couples, or small groups looking for an efficient way to see Pisa, Lucca, and taste local wines will find this tour particularly appealing.
If you’re a traveler who appreciates a mix of sightseeing and taste-testing in a scenic setting, this tour is a well-rounded, enjoyable option.
Private Pisa and Lucca Wine Tour from Florence
“This was one of our favorite tours while in Italy. A stop in Pisa and Lucca. We absolutely loved Lucca. Then we had an amazing stop at Fattoria …”
Frequently Asked Questions

Is hotel pickup available?
Yes, if you’re staying in central Florence, the tour offers hotel pickup, making the start of your day more convenient.
Do I need to book tickets for the Leaning Tower separately?
Yes, tickets to climb the tower are not included and need to be booked online in advance if you want to go up.
How long is the tour?
The whole experience lasts about 8 hours, including travel, sightseeing, and the winery visit.
What’s included in the price?
Hotel pickup and drop-off, transport by minivan, a wine and olive oil tasting, snacks, bottled water, and the winery visit are included.
Can I explore Pisa and Lucca at my own pace?
Yes, during the designated free time, you can wander around and discover at your leisure, guided by the driver’s overview.
Is this experience family-friendly?
While not specifically marketed as family-oriented, it’s suitable for older children and teenagers comfortable with walking and sightseeing.
What’s the overall value of this tour?
Considering the personalized service, scenic visits, and included tastings, many find it a worthwhile investment for a full, relaxed day in Tuscany.
In all, this private Pisa and Lucca wine tour offers a well-balanced mix of culture, scenery, and flavor—perfect for those wanting to experience Tuscany’s essence without the fuss. It’s an experience that travelers leave with not just photos, but stories and tastes to cherish.
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