If you’re planning a trip to Tuscany and considering a day trip from Livorno, this Florence and Pisa with Wine Experience might catch your eye. It’s designed to give you a well-rounded taste of some of Italy’s most iconic sights, paired with a relaxed wine tasting in the beautiful countryside. From what we’ve seen in reviews and tour descriptions, it’s a thoughtfully curated experience that aims to maximize your day, so you can soak up the culture, history, and flavors without the stress of planning every detail.
What we really like about this tour is how it combines major city highlights with a genuine wine experience in the Tuscan hills — all in a manageable 9-hour window. The inclusion of a private guide in Florence means you get tailored attention and insights that often make the difference between a good visit and a memorable one. Also, the fact that transfers and most logistics are handled for you makes it a hassle-free option, especially if you’re traveling with limited time or prefer not to worry about separate bookings.
One potential consideration is the cost — at around $842 per person, it’s not exactly budget travel. But when you factor in the guided tours, lunch, wine tastings, and private transportation, many would say it offers decent value for a comprehensive day. The only thing to keep in mind is that this is a private tour, so it’s best suited for travelers who want personalized service and a flexible schedule rather than a group tour with set timings.
If you’re keen on combining city sightseeing, countryside relaxation, and wine tasting, this experience seems like a solid pick. It’s especially good for those who appreciate historical sites and want some expert insight, plus a taste of authentic Tuscan wines. It’s less suited for travelers on a tight budget or those looking for a very quick stop-and-go visit — this tour is about savoring the experience.
Key Points

- All-inclusive planning means no worries about logistics or finding your way around.
- Private guide in Florence offers personalized insights and a more engaging experience.
- Wine tasting in Tuscany includes five different wines, meats, cheeses, and a light lunch, making it more than just a quick sip.
- Flexible itinerary balances city highlights with scenic countryside, tailored to a full yet manageable day.
- Comfortable transportation takes the hassle out of navigating between stops, saving time and energy.
- Highly praised guides and smooth organization are consistent highlights according to reviews.
A Closer Look at the Itinerary

Prefer personalized experiences? Here are other private options we've covered in Livorno
Stop 1: Piazzale Michelangelo
We love how the tour kicks off with a spectacular view of Florence from Piazzale Michelangelo. This spot is a favorite among photographers and travelers alike because of its panoramic vista of the city’s rooftops, domes, and bridges. It’s a perfect way to set the tone for the day, as you get to appreciate Florence from above before heading into its bustling historic center.
This stop is only about 15 minutes and is free — a quick but impactful start. You’ll get a chance to snap some photos, breathe in the city’s atmosphere, and get your bearings for what’s to come.
Stop 2: Florence Historic Center
Next, a 3-hour guided tour takes you through the heart of Florence. We’ve seen reviews praising guides like Nicola for being both knowledgeable and personable, making the city’s highlights come alive. Expect to see the Duomo, with its impressive dome designed by Brunelleschi, the lively Piazza della Signoria with its statues and open-air cafes, and the iconic Ponte Vecchio, the medieval bridge lined with shops.
This part of the tour is flexible enough to focus on what interests you most, and since it’s guided, you’ll learn about the history and stories behind each site, making the experience richer than just walking by.
Stop 3: Fattoria San Michele A Torri Societa Agricola
After working up an appetite, the tour shifts to the Tuscan countryside for a wine experience. You’ll visit a historic wine cellar where the process of making Chianti is explained — a real highlight if you’re into wine or just curious about how it’s made.
The tasting includes five wines: White Tuscan wine, Chianti Colli Fiorentini, Chianti Classico Riserva, a Super Tuscan, and Vin Santo dessert wine. Alongside these, you’ll enjoy an assortment of meats and cheeses, bruschetta drizzled with Extra Virgin olive oil, heirloom tomatoes, and boiled eggs from farm chickens.
The experience is designed to be both educational and relaxing. As some reviews mention, guides like Maria and Teresa make the day stress-free and enjoyable, with detailed planning and attentive service. Expect this part to last about two hours — a good amount of time to savor the food and wines without feeling rushed.
Stop 4: Piazza dei Miracoli in Pisa
Finally, the last stop is Pisa, where you’ll have about 30 minutes to admire the famous Leaning Tower and the square. It’s a quick stop, but enough to snap a few photos, admire the architecture, and appreciate how this iconic landmark fits into the larger Piazza dei Miracoli.
While the time here is limited, reviews suggest visitors appreciated the chance to see Pisa as part of this full-day experience, especially since transportation and logistics are covered.
If wine interests you, we've examined these other wine experiences in Livorno
- Bolgheri: Classic Wine Tasting with Winery Tour
- Wine Tour Experience at Agricola Tamburini
- Winery tours and tastings in Bolgheri with Wine Guide
- Private tour from Livorno port to Chianti Wine Region
- PRIVATE EXCURSION: Volterra & San Gimignano + wine tastings (from Livorno Port)
- Tuscany countryside from Livorno: Private Volterra, San Gimignano & Wine Tasting
What the Tour Includes and Why It Matters
This experience offers quite a lot for the price. The private guide in Florence means you get tailored insights, and the included transportation removes the stress of coordinating multiple bookings yourself. The lunch and wine tasting are standout features, especially with the opportunity to sample a diverse selection of wines and local delicacies in a scenic setting.
The pickup and drop-off at Livorno’s dock make this perfect for cruise travelers or those arriving by ship. The tour is designed to make the most of your day, so you avoid wasting time figuring out transportation or what to visit.
The Price and Value
At just over $842 per person, it’s on the higher end for a day trip. But considering that it’s a private experience with guided tours, transportation, a full lunch, and wine tasting, many would see it as a worthwhile investment — especially if you value comfort, personalized attention, and an expertly curated schedule.
Transport and Timing
The entire day lasts around 9 hours, including transit time between stops. The convenience of private transportation means you’ll be comfortably shuttled between Florence, the countryside, and Pisa, allowing for a relaxed pace. The timing seems well thought out, with enough time at each stop to enjoy without feeling rushed.
The Group Dynamic
Being a private tour, it’s just your group, which enhances the experience, especially when it comes to customizing what you want to focus on. Many reviews highlight how guides like Maria and Nicola make the day engaging, informative, and smooth.
Authentic Traveler Feedback

From the reviews, travelers consistently praise the knowledgeable guides and the stunning views. One reviewer said, “See Tuscany!! Made our vacation top notch,” highlighting how memorable the scenery and organization made their trip. Others appreciated the stress-free planning — with guides handling everything from pickup to scheduling, making sightseeing more enjoyable.
The wine tasting seems to be a particular highlight, with reviewers mentioning the variety of wines and the delicious pairing of meats, cheeses, and olive oil. Multiple travelers noted the guides’ friendliness and their ability to make the experience educational yet relaxed.
Final Thoughts: Is This Tour for You?
This Florence and Pisa with Wine Experience is best suited for travelers who want a comprehensive, one-day indulgence in Tuscany’s highlights. It’s ideal if you enjoy city sightseeing with an expert guide, combined with a scenic countryside wine tasting. If you appreciate good food, fine wines, and culturally rich sites, this tour covers all those bases.
It’s a great choice for those who prefer to leave the logistics to someone else and focus on enjoying the sights and flavors. Travelers who value flexibility and personalized service will especially benefit from the private nature of this tour.
However, if you’re watching your budget, or if you prefer to explore independently at your own pace, this might feel a bit expensive. Also, if you’re not a fan of guided tours or wine tasting, this experience might not be the best fit.
Overall, for those looking for a luxurious, well-organized day trip that combines major sights with local flavors, this tour offers a compelling package.
Florence and Pisa with Wine Experience Private Tour
“We had the best trip! 10 of us arrived in Rome greeted by Matteo,Nicola and Paolo. They guided us through every step of our trip from our cooking …”
FAQ
Is pickup included in the tour?
Yes, the tour includes pickup and drop-off at the Livorno dock, making it very convenient for cruise travelers.
How long does the entire tour last?
The full experience runs about 9 hours, including transportation, sightseeing, lunch, and wine tasting.
What sites will we see in Florence?
You’ll visit Piazzale Michelangelo for a panoramic view, then explore the Duomo, Piazza della Signoria, and Ponte Vecchio with a private guide.
What is included in the wine tasting?
You’ll taste five different wines, including Chianti varieties and Vin Santo, paired with meats, cheeses, bruschetta, and heirloom tomatoes.
Can children participate?
Yes, minors are welcome, with grape juice offered as a non-alcoholic alternative during the wine tasting.
Is this a private or group experience?
It’s a private tour, meaning only your group will participate, offering a personalized experience.
How much does it cost?
The price is about $842.16 per person, which includes all guides, transportation, lunch, and tastings.
What should I consider before booking?
Be prepared for a full day, and consider whether the cost aligns with your travel budget. It’s best suited for those who want comfort, guided insights, and a well-organized itinerary.
This tour offers a well-balanced mix of culture, history, and flavor, perfect for travelers craving a comprehensive taste of Tuscany without the hassle. If you’re looking to enjoy Florence, Pisa, and some of Italy’s best wines in one manageable day, this could be just the experience you need.
More Private Tours in Livorno
- Florence and Wine Tasting Private Tour from Livorno
- Private Tour Pisa, countryside with wine tasting
- Livorno Shore Excursion: Private Pisa and Florence by minivan Day Trip
- Shore Excursion from Livorno: Private Florence Tour with Michelangelo’s ‘David’
- Livorno: Private Photoshoot with Professional Photographer
- Private Florence Roundtrip Transportation from Livorno Port
More Tours in Livorno
- Florence and Wine Tasting Private Tour from Livorno
- Florence & Pisa Tower Shore Excursion from Livorno, Back On Time
- Livorno: Florence Optional Walking Tour and Accademia Entry
- Chianti Experience Shore Excursion from Livorno Port
- Florence & Pisa Tour by van from Lucca or Livorno port
- Winery Tour & Wine Tasting with Food near Livorno & Pisa
More Tour Reviews in Livorno
- Florence and Wine Tasting Private Tour from Livorno
- Florence & Pisa Tower Shore Excursion from Livorno, Back On Time
- Livorno: Florence Optional Walking Tour and Accademia Entry
- Chianti Experience Shore Excursion from Livorno Port
- An authentic Italian morning in Livorno
- Florence & Pisa Tour by van from Lucca or Livorno port
More Livorno experiences we've covered
- Florence & Pisa Tower Shore Excursion from Livorno, Back On Time
- Florence and Pisa with Wine Experience Private Tour
- Livorno: Florence Optional Walking Tour and Accademia Entry
- Chianti Experience Shore Excursion from Livorno Port
- An authentic Italian morning in Livorno
- Florence & Pisa Tour by van from Lucca or Livorno port
- Livorno Port to Cinque Terre and Pisa leaning Tower: Roundtrip
- Medieval Villages: San Gimignano & Volterra from Livorno port
- Winery Tour & Wine Tasting with Food near Livorno & Pisa
- Retrospettiva di Marchesale Wine Tasting and Tour in Bolgheri
- Full-Day Livorno Shore Excursion to Pisa and Florence
- Private Tour Pisa, countryside with wine tasting


