Traveling to Italy often means dreaming of the art, architecture, and landscapes of Tuscany. If your cruise itinerary includes Livorno, you’ll find this private tour offers a flexible and intimate way to see Pisa and Florence without feeling like just another passenger on a giant bus. We’re here to give you a thorough look at what makes this tour stand out, from its personal touch to the unforgettable sights it covers—and the few considerations to keep in mind. Whether you’re a first-time visitor or returning for a deeper experience, this outing is tailored for those who want a well-paced, curated day with knowledgeable drivers and authentic moments.
Two aspects we love most? First, the private nature of the tour means fewer crowds and more personal attention. Second, the stunning panoramic views from Piazzale Michelangelo in Florence promise a photo opportunity that no postcard can quite capture. That said, a potential drawback is that drivers are not licensed guides, so while they provide excellent commentary from inside the vehicle, they won’t be able to enter museums or churches with you. This tour is perfect if you’re comfortable exploring some sites independently and value flexible timing over a fully guided experience.
If you’re someone who enjoys a blend of sightseeing, cultural insight, and free time for shopping or wandering, this tour could be your ideal choice. It’s particularly suited for travelers who want to maximize their limited shore time without the hassle of coordinating multiple transportation options or large group tours. Now, let’s walk through what makes this experience worthwhile.
Key Points

- Exclusive Privacy: Only your group participates, avoiding crowded buses and tour groups.
- Flexible Schedule: You can adjust timing and pacing based on your interests.
- Comfortable Transportation: An air-conditioned vehicle with optional Wi-Fi ensures a relaxed journey.
- Expert Insights: Drivers offer commentary on sites from inside the vehicle, enriching your understanding of Tuscany’s highlights.
- Unbeatable Views: Piazzale Michelangelo offers panoramic sights of Florence’s rooftops and skyline.
- Authentic Experiences: Visit iconic landmarks like the Leaning Tower and Ponte Vecchio without the rush of larger tours.
The Itinerary: What to Expect and Why It Matters

You can also read our reviews of more tours and experiences in Florence.
Stop 1: Livorno Port – The Starting Point
Your day begins with a courteous pickup from Livorno port, ensuring a smooth start. The drive to Pisa takes around 45 minutes, giving you a chance to settle into your private vehicle and get a sneak peek of Tuscany’s rolling countryside. The inclusion of an admission ticket for Pisa’s main site means you’ll skip the lines, which can be crucial during busy travel seasons.
Stop 2: Piazza dei Cavalieri di Malta
This square is historically significant as the location of La Scuola Normale Superiore, founded under Medici rule and later rebuilt during Napoleonic times. Just a quick stop here—about 10 minutes—you’ll get a sense of Pisa’s scholarly and military past. Be aware that admission to individual sites isn’t included, but the square itself offers great photo opportunities and a chance to appreciate the city’s blend of history and architecture.
Stop 3: Piazza dei Miracoli
This is the heart of Pisa, home to the Leaning Tower, Duomo, and Baptistery. We loved the way you can stroll freely around these iconic structures, soaking in the atmosphere without the crowds of guided tours. Your ticket options allow you to visit inside the cathedral if you wish, but the tour doesn’t include entrance fees—leaving you flexibility on how to experience these marvels. As one reviewer noted, the time here is enough for a leisurely walk to admire the architecture and snap photos of the Leaning Tower, which is truly a sight that does not disappoint.
Stop 4: Piazzale Michelangelo – The Best Florence Viewpoint
Once in Florence, your driver will stop at this famed vantage point, offering breathtaking views of the city’s rooftops, domes, and bridges. The quick stop (about 20 minutes) is perfect for photos, a little souvenir shopping, or just soaking in Florence’s charm from above. Many reviews praise this spot for its “unbeatable views,” making it a highlight of the day.
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Stop 5: Piazza Santa Croce
This square is where you’ll find the impressive Basilica di Santa Croce, burial site of Michelangelo, Macchiavelli, Rossini, and Fermi. The 45-minute stop allows you to explore the church with some independent time to appreciate its art and history. Entrance fees aren’t included, but many travelers mention how meaningful it is to see the resting places of Italy’s most influential figures.
Stop 6: Piazza della Repubblica
A lively square perfect for a relaxed hour of wandering, shopping, or grabbing a bite. As some travelers pointed out, this is a great way to experience Florence’s everyday life, beyond the tourist hotspots. You might find street performers, local cafes, or boutique shops that make for a pleasant break.
Stop 7: Ponte Vecchio
No visit to Florence is complete without crossing this historic bridge. Your 20-minute stop is ideal for a quick walk along the shops and taking in the views of the Arno River. It’s a favorite among reviewers for its charm and history, and many appreciate how it’s a perfect photo backdrop.
Stop 8: Piazza della Signoria
This vibrant square houses the Palazzo Vecchio, a symbol of Florence’s political power. You’ll have about 20 minutes here to admire the outdoor sculptures and the lively atmosphere. Many noted that just seeing this square gave them a real sense of Florence’s artistic spirit.
Stop 9: Ponte alla Carraia – Gelato Stop
Refuel with what many call the best gelato in the world! A quick 15-minute stop, but one that leaves a lasting impression. Multiple reviews highlight how this sweet break topped off their day, making it a memorable treat.
Stop 10: Return to Livorno Port
The drive back lasts about an hour, giving you time to relax and reflect on the day. The convenience of a timed return to your cruise makes this a stress-free option.
What’s Included and What’s Not

The tour’s price of just over $1,100 for up to 8 people might seem steep at first glance, but it covers all taxes, port pickup and drop-off, private transportation, and the comfort of an air-conditioned vehicle. Being a private tour, you avoid the crowds and rigid schedules of larger groups, which many travelers find invaluable.
However, note that lunch isn’t included, so you’ll want to budget for this separately. The tour gives you the freedom to choose your own places to eat or shop, adding to the personalized feel. The Wi-Fi on board (available on most vehicles) is another perk, especially if you want to share your trip in real time or look up quick facts about sites.
Authentic Experiences and Real Traveler Insights

Many reviewers rave about the friendly and knowledgeable drivers, even though they clarify these are not licensed guides. As one noted, “Maurizio, and his staff were absolutely fantastico,” taking care of the group with genuine kindness. Others highlight how the timing and route were well planned, allowing them to see the major sights without feeling rushed.
A common theme is how this tour balances sightseeing with free time—you can explore independently, shop, or relax, which suits travelers who prefer some autonomy. The views from Piazzale Michelangelo and the inclusion of iconic landmarks like Ponte Vecchio resonate deeply with visitors, offering not just a photo but a memory of Florence’s timeless beauty.
Who This Tour Is Best For

This private tour is ideal for small groups or families seeking a relaxed, customizable day without the hassle of navigating on your own. It’s perfect if you value personalized service, scenic views, and authentic experiences over a strictly guided tour. Travelers who enjoy independent exploration but want the comfort of private transportation will find this a great fit.
It’s especially well-suited for those who want to see the main sights efficiently but still carve out time for shopping, photos, or a leisurely lunch. If you’re traveling with older relatives or children, the flexible pacing and comfortable vehicle can make the entire day more enjoyable.
The Sum Up

This Livorno to Pisa and Florence private tour offers a compelling mix of convenience, comfort, and authentic experiences. With exclusive private transportation, the ability to customize your itinerary, and visits to some of Italy’s most iconic sites, it provides excellent value for those wanting a tailored day without the crowds. The panoramic views, cultural highlights, and friendly service make it a memorable way to experience Tuscany’s magic.
While it may lack a full professional guide for inside museums, the drivers’ commentary and the flexibility to explore independently create a relaxed, enriching atmosphere. It’s perfect for travelers who want to enjoy Italy’s beauty at their own pace and have meaningful moments beyond the usual tourist rush.
If you’re looking for a manageable, personalized, and scenic day trip from Livorno, this tour offers a well-balanced taste of Pisa’s leaning tower and Florence’s artistic splendor. It’s an experience you’ll likely cherish long after your cruise has docked.
Frequently Asked Questions

How long is the total trip?
The entire tour lasts approximately 9 hours, including travel time, sightseeing, and breaks.
Is the price per person?
No, the $1,113.59 fee covers the entire group of up to 8 people, making it cost-effective for small groups or families.
What’s included in the tour?
All taxes, port pickup and drop-off, private transportation, and a comfortable air-conditioned vehicle are included. Wi-Fi is available on most vehicles.
Are guides available inside the sites?
No, drivers are not licensed guides and cannot enter museums or churches. They can provide commentaries from inside the vehicle.
Can I customize the itinerary?
Yes, the tour offers flexibility to adjust pacing and stop durations based on your interests.
Is lunch included?
No, lunch is not included, giving you freedom to choose where and when to eat.
What are the main highlights?
You’ll see Pisa’s Leaning Tower and Piazza dei Miracoli, Florence’s Piazzale Michelangelo, Santa Croce, Ponte Vecchio, and the Signoria square, plus a gelato stop.
How are the transportation arrangements?
You’ll travel in a private, air-conditioned vehicle with optional Wi-Fi, making the journey comfortable and relaxed.
Is this tour suitable for children or older travelers?
Yes, the flexible pacing and private setup make it suitable for families, older travelers, or anyone wanting a stress-free day.
What if I need to cancel?
You can cancel free of charge up to 24 hours in advance for a full refund.
This private tour from Livorno to Pisa and Florence offers a balanced, enjoyable way to see Tuscany’s highlights with the comfort and flexibility many travelers crave. It’s a great pick for those who want to make the most of their limited time ashore without sacrificing authenticity or personal attention.
More Shore Excursions in Florence
- La Spezia: Florence Shore Excursion with Academia Museum
- Pisa and Florence Private Shore Excursion from Livorno Port
- Full Day Florence Private Shore Excursion From La Spezia
- Shore Excursion From Florence to San Gimignano and Siena
- Pisa and Florence: Shore Excursion From La Spezia Cruise Port
- Full Day Florence Private Shore Excursion From Livorno Port
More Tours in Florence
- Special Chianti Afternoon Wine Tour from Florence
- Private Excursion to Siena, San Gimignano and Chianti Landscapes
- Guided Walking Tour of Florence with Food & Wine Tastings
- Pitti Palace and Boboli Garden Entrance Tickets with Audio Tour
- Bike Tour of Florence
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More Tour Reviews in Florence
- Special Chianti Afternoon Wine Tour from Florence
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Not for you? Here's more nearby things to do in Florence we have reviewed
- Pisa and Florence Shore Excursion from Livorno Port
- Florence: San Lorenzo Market Food and Wine Tour with Local Expert
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- Florence Handmade Pasta Lessons, No Limit Wine, Tiramisu
- Special Chianti Afternoon Wine Tour from Florence
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- Private Excursion to Siena, San Gimignano and Chianti Landscapes
- Guided Walking Tour of Florence with Food & Wine Tastings
- Pitti Palace and Boboli Garden Entrance Tickets with Audio Tour
- Bike Tour of Florence
- Heart of Chianti Classico – 2 Wineries Lunch included – Chianti Wine Tour
- Florence Market & Cooking Class: Small Group Experience
