If you’re planning to cruise through Italy and want to see some of Tuscany’s most iconic sights without the hassle of independent planning, this private day trip from Livorno might just be what you’re looking for. It promises a personalized experience, with a knowledgeable guide showing you the highlights of Pisa, Florence, and a scenic winery in Chianti—all in around nine hours.
What we love about this tour is the flexibility it offers—you’re not part of a big group, so your schedule can be tailored a bit, and the attention from your guide feels more genuine. Plus, the combination of architecture, art, and wine tasting makes for a well-rounded introduction to Tuscany. One thing to keep in mind is that the tour is quite packed, so if you prefer a more leisurely pace, it’s worth considering how much time you want in each spot.
This experience really suits travelers who want to maximize their day with a guided touch, especially those eager to tick off several must-see locations without worrying about logistics. It’s also ideal if you’re interested in tasting Tuscany’s famous wines in a beautiful setting. However, if you’re after a slow, in-depth exploration of each city or are traveling with young kids, this might feel a bit rushed.
Key Points

- Private, personalized tour offers more flexibility and attentive guiding.
- Visits to Pisa, Florence, and Chianti combine architecture, art, and wine tasting.
- Timing is tight but manageable—each stop is designed to maximize the experience without feeling rushed.
- Comfortable transport in an air-conditioned minivan makes the long day easier.
- Tour guides are highly praised for their knowledge and friendliness.
- Cost is $480 per person, which reflects a premium, personalized experience but offers good value considering the convenience and depth of touring.
An Honest Look at the Itinerary and Experience

When you first hear about a “full-day tour” that covers Pisa, Florence, and Chianti, it might sound ambitious. But with a well-organized plan, it’s entirely doable—and quite rewarding. This trip is designed to give you a taste of Tuscany’s diverse appeal in one manageable package.
Prefer personalized experiences? Here are other private options we've covered in Tuscany
The Journey Begins: Pickup and Transport
You’ll be picked up from the Livorno port, with transportation in a comfortable, air-conditioned minivan. This is a real perk, especially after a long cruise or travel day. It means no stress about navigating public transport or figuring out parking in busy city centers. Reviews rave about the driver and guide, often highlighting their friendliness and professionalism. As one traveler said, “The driver is very nice!” which sets a relaxing tone from the start.
Pisa: The Leaning Tower
Your first stop is Pisa, and here you’ll get a quick but memorable glimpse of the famous Leaning Tower. You’ll have about 20 minutes to admire the tower and the surrounding Piazza dei Miracoli. While the tower’s admission isn’t included—so you won’t go inside—just seeing its tilt and taking photos makes for a great start. Many reviews note that Pisa is a swift stop; it’s perfect if you’re short on time but still want that iconic photo.
Florence: The Cradle of the Renaissance
Next, the tour moves inland to Florence, roughly a 1-2 hour drive depending on traffic. Florence is where the guide really comes into play—showing you the city’s most famous spots, such as Piazza della Signoria, Duomo, Campanile di Giotto, and the Baptistery. Each of these stops lasts about 20 minutes, so you’ll get a quick overview rather than an exhaustive tour. But the emphasis is on quality over quantity; you’re often told, “Most travelers can participate,” implying it suits a wide range of visitors.
The highlight here is the view from Piazzale Michelangelo, which offers a sweeping vista of Florence’s rooftops and domes—an image many say stays with you long after the trip. The guide will point out landmarks, share snippets of history, and help you appreciate Florence’s artistry without the need for a full-blown museum visit.
Chianti: The Winery Experience
The afternoon wraps up with a visit to a local winery for a tasting. While the wine isn’t included in the base price—costing about 35 euros per person—you’ll get the chance to sample some of the region’s finest varietals, like Chianti. The reviews are glowing about this part; travelers find the vineyard breathtaking, and the owners charming. It’s a chance to step out of the cityscape and into the Tuscan countryside, soaking in views of rolling vineyards and learning about local wine-making traditions.
If wine interests you, we've examined these other wine experiences in Tuscany
- Wine Tasting & Tuscany Countryside, San Gimignano & Volterra
- Visit to the Cellar with Wine & Food Tasting over the Val d’Orcia
- Sorano and its wonders, The Vie Cave and wine cellars
- Pisa and Wine Tasting in Tuscany from Livorno
- 3-day private experience as a winemaker at a wine resort in Tuscany
- In a carriage among the vineyards, visit of the cellar, tasting of organic wines.
The Final Touch: Return and Drop-off
After wine tasting, the drive back to Livorno is smooth, and your guide will ensure you’re dropped off comfortably at the port. Many reviews mention how well-organized and friendly the whole experience was, with guides often going the extra mile—making reservations for lunch, helping with photos, or sharing local tips.
What Makes This Tour Stand Out?

While many shore excursions stick to group tours or buses, this private experience really shines through its attention to detail and personalized service. Several reviewers highlight guides like Luca, Stefan, and Amelia, noting how their extensive knowledge and genuine enthusiasm elevate the experience. One said, “Luca was an excellent, knowledgeable guide who made the tour very special,” which is exactly what you want from a guide.
The timing is also well-managed, allowing you to see the main sights without feeling overwhelmed. You get just enough time to snap photos, walk around, and soak in the atmosphere—without the rush of a large group or tight schedule.
The Value of the Price
At $480 per person, this tour is on the higher end but reflects the privacy, convenience, and expert guiding included. For travelers eager to tick off Pisa and Florence in a day without the hassle of self-organizing, it’s quite reasonable. The inclusion of port pickup and drop-off, plus the personalized guiding, makes it a luxurious approach to sightseeing.
However, keep in mind that extras like lunch and wine tasting are additional costs—so if you’re on a tight budget, you might want to plan accordingly. That said, many reviews mention the value of the experience, especially considering how much ground is covered and how well the day is curated.
Who Is This Tour Best For?

This trip suits travelers who want a comfortable, guided experience that combines sightseeing, culture, and wine in one day. It’s ideal if you enjoy a more private, tailored approach rather than large group tours. If you appreciate expert commentary, beautiful scenery, and well-planned stops, you’ll likely love this outing.
It’s also a good fit for those who have limited time in Tuscany but want to see its highlights without feeling rushed. If you’re traveling with a partner or a small group, the private aspect makes it feel special.
However, if you prefer slow-paced, in-depth exploration or have mobility issues, this tour might be a bit fast-paced.
Livorno Shore Excursion: Pisa, Florence and Chianti Wine Private Day Trip
“We (two couples) were in Europe for 5 days and then a 9 day cruise. This private day tour of Piza, Florence and Tuscany was our absolute favorite …”
FAQ

Is pickup from the port included?
Yes, the tour includes free pickup and drop-off directly at the Livorno port, making it very convenient.
How long is the total tour?
The entire experience lasts about 9 hours, allowing a full but manageable day of sightseeing.
Are the visits to Pisa and Florence guided?
Yes, you’ll have a private guide who will show you the main highlights and share insights, though some attractions like the Leaning Tower or Duomo are viewed from outside.
How much time is spent at each location?
Expect around 20 minutes at Pisa, 20 minutes at Piazza della Signoria, 20 minutes at Florence’s key sights, and about 15 minutes at Piazza dei Miracoli.
Is wine tasting included?
No, wine tasting costs an additional 35 euros per person, payable at the winery. The visit itself, however, is included in the itinerary.
Can the schedule be customized?
Since it’s a private tour, guides often adapt the schedule slightly to suit your interests—just check with your guide beforehand.
What about meals?
Lunch is not included, but guides often help with reservations or recommendations if asked.
Is this tour suitable for children?
Most travelers can participate, but keep in mind the tight schedule. Children should be accompanied by an adult, and some stops might be short for younger kids.
What’s the rating for this tour?
It’s rated a perfect 5.0 out of 5 based on 21 reviews, with many travelers praising the knowledgeable guides and scenic stops.
Who operates this tour?
Bellaitalia Tour runs this experience, ensuring a professional, well-organized day.
To sum it up, if you’re after a well-paced, private experience that hits the highlights of Tuscany’s cultural treasures and scenic vistas, this shore excursion is worth considering. The guides’ enthusiasm and local knowledge shine through in reviews, making it more than just a sightseeing trip — it’s a tailored taste of Tuscany you won’t forget. Just be ready for a busy, full day, and bring your camera and curiosity.
More Private Tours in Tuscany
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- Exclusive Private Shore Excursion from Livorno port to Florence and Pisa
- Private Tour from the Port of Livorno to Bolgheri
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