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Pisa and Florence Private Tour with Wine Tasting

10 Reviews 4.90 out of 5 stars Based on 10 reviews collected by City Sky Diving and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Livorno, Italy
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from $1,240.06 per group (up to 7)

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Pisa and Florence Private Tour with Wine Tasting Image 1
Pisa and Florence Private Tour with Wine Tasting Image 2
Don't miss out!
On average, this is booked 14 (0) days in advance.
9 hours (approx.)
Mobile ticket
Offered in: English
and 2 more
Italian, Spanish

Overview

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

  • Alcoholic beverages Wine Tasting in a local winery in Tuscan Countryside
  • Round-trip private hop-on hop-off tour
  • Air conditioning
  • Lunch
  • Extras (tickets, souvenirs)
See 5 moreSee 5 more

Meeting Location

Meeting point

Piazzale dei Marmi
12, 57123 Livorno LI, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability.
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Safe & secure Easy breezy Hassle‑free

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.
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10 minutes Admission Ticket 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.
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30 minutes Admission Ticket 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.
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15 minutes Admission Ticket Free

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.
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10 minutes Admission Ticket 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.
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1 hour Admission Ticket 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.
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15 minutes Admission Ticket 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 ClassicoDiscover 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 pigsIncluded:- Private guided tour of wine & oil cellars - Tasting of 3 organic wines - Bread with EVO extra-virgin olive oil - Selection of artisanal cured meats
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1 hour Admission Ticket Free

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Additional Info

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Just let us know if you want to purchase any tickets to the most popular sites or book the best restaurant in Florence.

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Pisa and Florence Private Tour with Wine Tasting?

A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. Read more Apr 2025

Cancellation Policy

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Still have questions?

We're here to help.
Activity code: C-65803P2

Traveler Photos

Reviews

4.90
10 reviews

Average 4.90 out of 5 stars based on 10 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars
9
4 stars
1
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 14 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from City Sky Diving customers.

Filter by:

Q: What is the cancellation policy for the Pisa and Florence Private Tour with Wine Tasting?
A:
This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Alcoholic beverages. Wine Tasting in a local winery in Tuscan Countryside.
  • Round-trip private hop-on hop-off tour.
  • Air conditioning.
  • Luxury executive Mercedes car or minivan.
  • Live commentary on board.
  • Onboard WiFi.
  • Hotel/port pickup and drop-off.
  • Driver/guide.
The following is NOT included:
  • Lunch.
  • Extras (tickets, souvenirs).
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Pisa and Florence Private Tour with Wine Tasting is as follows:

  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Pisa and Florence Private Tour with Wine Tasting will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Alcoholic beveragesWine Tasting in a local winery in Tuscan Countryside
  • Round-trip private hop-on hop-off tour
  • Air conditioning
  • Luxury executive Mercedes car or minivan
  • Live commentary on board
  • Onboard WiFi
  • Hotel/port pickup and drop-off
  • Driver/guide
  • Lunch
  • Extras (tickets, souvenirs)

Additional Info

Activity name

  • Confirmation will be received within 48 hours of booking, subject to availability
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Just let us know if you want to purchase any tickets to the most popular sites or book the best restaurant in Florence.

Report Product Issue

Activity name