Pisa and Florence Private Tour with Wine Tasting
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Non-refundable booking. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 11 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pisa and Florence Private Tour with Wine Tasting worth booking?
Pisa and Florence Private Tour with Wine Tasting is a 9-hour experience in Livorno, Italy, from $1100 per person. It scores 52 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.9/5 rating across 11 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 52 / 100
- Rating
- 4.9/5 (11)
- Duration
- 9 hours
- From
- $1100 per person
Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic cities, rich in history, art, and tradition. Marvel at
What you get
- Alcoholic beverages
- Round-trip private hop-on hop-off tour
- Air conditioning
- Driver/guide
- Luxury executive Mercedes car or minivan
- Live commentary on board
About this experience
Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic cities, rich in history, art, and tradition. Marvel at the world-famous Leaning Tower, then stroll through Florence’s medieval streets as your local guide unveils the city’s Renaissance treasures and hidden gems. Learn captivating stories, legends, and cultural insights that bring Tuscany’s past to life. Capture unforgettable views of the rolling Chianti hills and indulge in the region’s authentic flavors. Savor a traditional Tuscan lunch, then head to a charming boutique winery for a private cellar tour. Discover the secrets behind premium Tuscan wines and enjoy a guided tasting of exquisite local reds. An unforgettable journey through art, history, landscapes, and taste—designed for those who want to experience Tuscany in all its richness.
What's included
Included
- Alcoholic beverages
- Round-trip private hop-on hop-off tour
- Air conditioning
- Driver/guide
- Luxury executive Mercedes car or minivan
- Live commentary on board
- Onboard WiFi
- Hotel/port pickup and drop-off
Not included
- Lunch
- Extras (tickets, souvenirs)
What you'll see and do
Piazza dei Cavalieri
Piazza dei Cavalieri (Knights’ Square) in Pisa is a refined Renaissance gem and the city’s historic political heart. Entry to the square is free, inviting guests to stroll among splendid façades by Vasari, including the Palazzo della Carovana—home to the elite Scuola Normale Superiore—and the striking Palazzo dell’Orologio. At the centre stands Pietro Francavilla’s commanding statue of Cosimo I de’ Medici, symbolising naval might, with an elegant shell-shaped fountain beneath. Nearby, the Church of Santo Stefano dei Cavalieri displays captured Ottoman banners and richly decorated interiors. Most buildings are not open to the public, but the open-air setting offers history, architecture, and tranquility. Ideal for a short stop: pause to admire the square.
10 minutes here · Admission included
Leaning Tower of Pisa
Piazza dei Miracoli, or the Square of Miracles, is the most iconic site in Pisa and a UNESCO World Heritage Site. Entry to the square itself is free, allowing visitors to walk among its stunning monuments: the Leaning Tower, the Cathedral, the Baptistery, and the Monumental Cemetery. Please note that tickets (not included) are required to climb the Leaning Tower or to enter the Cathedral and Baptistery. Take your time to admire the architecture, snap the famous photo "holding up" the tower with your hands, and enjoy a coffee at one of the nearby cafés with a direct view of this world-famous landmark. A perfect stop to relax, take photos, and soak in centuries of history.
30 minutes here · Admission included
Piazzale Michelangelo
Piazzale Michelangelo offers the most breathtaking panoramic view of Florence. Located on a hill just outside the city center, it’s the perfect spot to admire the skyline—from the red dome of the Duomo to the towers of Palazzo Vecchio and the flowing Arno River. A replica of Michelangelo’s David stands proudly in the center of the square. Whether you arrive by car or take a scenic walk up, this viewpoint is a must-see. Take a break, sip an espresso or a cappuccino at the local café, and soak in the beauty of Florence from above—it’s an unforgettable moment.
15 minutes here
Piazza Del Duomo
Florence’s Duomo, or Cathedral of Santa Maria del Fiore, is the city's most iconic landmark. The Piazza del Duomo is free to access and offers stunning views of the cathedral’s majestic façade, Brunelleschi’s red-tiled dome, Giotto’s Bell Tower, and the Baptistery of San Giovanni. While entry to the square is free, tickets (mot included) are required to visit the interior of the cathedral, climb the dome or bell tower, and enter the baptistery. Inside the cathedral, admire grand frescoes by Vasari and intricate stained glass windows. This area is the heart of Florence and a must-see for anyone exploring Renaissance art and architecture.
10 minutes here · Admission included
Piazza della Signoria
Piazza della Signoria is the political heart of Florence and one of Italy’s most iconic squares. Dominated by the majestic Palazzo Vecchio, this open-air museum showcases centuries of art and history. Admire the replica of Michelangelo’s David, Neptune’s Fountain, and the equestrian statue of Cosimo I. Don’t miss the Loggia dei Lanzi, where masterpieces like Perseus with the Head of Medusa and The Rape of the Sabine Women are displayed. The square is surrounded by historical buildings and elegant cafés, making it the perfect place to soak in the atmosphere of Renaissance Florence. A must-see for first-time visitors and art lovers alike.
60 minutes here · Admission included
Ponte Vecchio
The Ponte Vecchio is Florence’s most famous bridge and a true icon of the city. Built in the 14th century, it crosses the Arno River at its narrowest point. What makes this bridge unique is its row of centuries-old shops—originally butcheries, now high-end jewelers and goldsmiths. As you walk across, enjoy stunning views of the river and the city’s skyline. Look up to spot the Vasari Corridor, an elevated passageway once used by the Medici family. The Ponte Vecchio is not just a crossing—it’s a blend of history, craftsmanship, and breathtaking beauty that captures the essence of Florence.
15 minutes here · Admission included
San Michele a Torri
Experience Authentic Tuscany: Wine Tasting at Fattoria San Michele a Torri Just 15 km from Florence, in the heart of Chianti and Chianti Classico Discover the true flavors of Tuscany at the historic Fattoria San Michele a Torri, known for its certified organic wines and award-winning Laudemio EVO oil. Nestled in the scenic Chianti hills, this private experience includes a guided tour of the centuries-old wine cellar and traditional olive oil orciaia. You’ll then enjoy a tasting of three premium organic wines—including Chianti Classico and Chianti Colli Fiorentini—paired with: Homemade bread from estate-grown grains Laudemio extra virgin olive oil A generous platter of Cinta Senese cured meats from free-range pigs Included: - Private guided tour of wine & oil cellars - Tasting of 3 organic wines - Bread with EVO extra-virgin olive oil - Selection of artisanal cured meats
60 minutes here
Where it starts and ends
Meeting point
Livorno
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Enzo Dellaria Private Tours and Transfers
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
- Just let us know if you want to purchase any tickets to the most popular sites or book the best restaurant in Florence.
Photos
Good to know
- Duration
- 9 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 4
- Verdict
- Worth a Look
Why this scores 52
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pisa and Florence Private Tour with Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Livorno.
How much does Pisa and Florence Private Tour with Wine Tasting cost?
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Prices start at $1100 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Livorno usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pisa and Florence Private Tour with Wine Tasting take?
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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Livorno is not rushed.
Is Pisa and Florence Private Tour with Wine Tasting worth it?
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It holds an Outty Ranking of 52 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.9/5 across 11 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Livorno, and how flexible the cancellation terms are.
Can I cancel or reschedule Pisa and Florence Private Tour with Wine Tasting?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Pisa and Florence Private Tour with Wine Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pisa and Florence Private Tour with Wine Tasting?
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Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Livorno can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Livorno and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does Pisa and Florence Private Tour with Wine Tasting start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Livorno within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Livorno?
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On Outty we rank every Livorno experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Full day shore excursion to Florence and Pisa from Livorno with tasting, Full day Shore Excursion to Florence from Livorno with tasting, Bolgheri: Classic Wine Tasting with Winery Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Livorno?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Livorno?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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