Pisa and Florence Private Tour with Wine Tasting
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Pisa and Florence Private Tour with Wine Tasting

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(10 reviews)
9h
All sales are final. No refund is available for cancellations.
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Mobile or paper ticket accepted

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.

Available options

Pisa and Florence Private Tour with Wine Tasting

What's included

Wine Tasting in a local winery in Tuscan Countryside
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

Detailed itinerary

1
Stop 1

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.

2
Stop 2

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.

3
Stop 3

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.

4
Stop 4

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.

5
Stop 5

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.

6
Stop 6

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.

7

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

What's not included

Lunch
Extras (tickets, souvenirs)

Available languages

Guide guide
EN IT ES
Written guide
EN IT ES

Reviews breakdown

Tripadvisor 4.9
10 reviews
5★
9
4★
1
3★
0
2★
0
1★
0

Important information

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.

Important notes

• The duration of transfers is approximate; the exact duration will depend on the time of day and traffic conditions
• Wine tasting: minimum drinking age is 18 years

About Livorno

Livorno, known as Leghorn in English, is a port city in Tuscany, Italy. It's famous for its Venetian-style canals, historic fortifications, and vibrant fish market. The city offers a mix of cultural heritage, beautiful architecture, and a lively maritime atmosphere.

Top Attractions

Venetian Fortifications

Built in the 16th century, these fortifications are a UNESCO World Heritage Site and a testament to Livorno's rich history.

Historical 2-3 hours Free

Mercato Centrale

A bustling market offering fresh produce, seafood, and local delicacies. It's a great place to experience the local culture and cuisine.

Market 1-2 hours Free to enter, prices vary

Livorno Aquarium

A small but fascinating aquarium featuring a variety of marine life from the Mediterranean Sea.

Nature 1-2 hours €10-€15

Must-Try Local Dishes

Cacciucco

A traditional fish stew made with a variety of seafood and tomatoes.

Dinner Contains fish and shellfish

Baccalà alla Livornese

Salted cod cooked with tomatoes, onions, and olives.

Dinner Contains fish

Popular Activities

Hiking in the nearby hills Sailing and boating Beach visits Spas and wellness centers Museum visits Historical tours Swimming Snorkeling

Best Time to Visit

June to August

This is the peak tourist season with warm weather and plenty of events. The sea is warm, making it ideal for beach activities.

22°C to 30°C 72°F to 86°F

Practical Information

Language

  • Official: Italian
  • Widely spoken: English
  • English: Moderately spoken

Currency

Euro (EUR)

Time Zone

GMT+1 (CET), GMT+2 (CEST during daylight saving time)

Electricity

230VV, 50HzHz

Safety Information

Overall Safety Rating: Generally safe

Livorno is generally safe for tourists, with low crime rates. However, as with any city, it's important to be aware of your surroundings and take basic precautions.

Important Precautions:
  • • Keep valuables secure
  • • Use licensed taxis
  • • Be cautious at night in less crowded areas

Getting there

By air
  • Pisa International Airport • 20 km
By train

Livorno Centrale

By bus

Livorno Piazza Grande, Livorno Stazione Centrale

Getting around

Public transport

Buses are the primary mode of public transport in Livorno. They are affordable and cover most of the city.

Taxis

Available • Apps: Free Now, ItTaxi

Rentals

Car, Bike, Scooter

Neighborhoods

La Venezia Ardenza

Day trips

Pisa
20 km • Half day

Home to the famous Leaning Tower, Pisa is a must-visit for its historic landmarks and beautiful architecture.

Florence
80 km • Full day

The capital of Tuscany, Florence is renowned for its art, architecture, and history.

Festivals

Regata delle Vecchie Barche • June Festa di San Pietro • July

Pro tips

  • Visit the Mercato Centrale early in the morning for the best selection of fresh produce and seafood
  • Explore the Venetian fortifications for a unique historical experience
  • Try the local specialties like Cacciucco and Baccalà alla Livornese
  • Take a day trip to Pisa or Florence for a dose of cultural richness
  • Enjoy the local wine and seafood at a waterfront restaurant
From $25 per person

Price varies by option

Booking requirements:
  • Min travelers: 1
  • Max travelers: 7
  • Adult required for booking
Secure booking
Free cancellation available

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