Pisa and Florence Private Tour with Wine Tasting

Highlights

Inclusions

Itinerary

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.

   10 minAdmission included

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.

   30 minAdmission included

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.

   15 min

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.

   10 minAdmission included

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.

   1 hAdmission included

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.

   15 minAdmission included

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

   1 h

Cancellation

All sales are final. No refund is available for cancellations.

Reviews

Ratings come from 11 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Know before you go

How it compares in Livorno

• Its from-price is 110% above the median of the 97 day trips we list in Livorno.
• Its length is typical for the group.
• By number of reviews it ranks 28 of 97.

About Livorno

Livorno is a working port on the Tuscan coast, with canals, a sea fortress, a chequered seafront terrace and the cacciucco fish stew.

Livorno became a major port when the Medici rulers of Florence built it up in the late sixteenth century, and they invited merchants of every faith and country, so the city mixes Greek, Jewish, Dutch and English heritage. The Fortezza Vecchia guards the old harbour, and the Monument of the Four Moors stands near the port. The Venezia Nuova quarter has canals crossed by small bridges.

Top-ranked sights in Livorno: Livorno Cruise Port (Livorno Terminal Crociere), Livorno Aquarium (Acquario di Livorno) , Mascagni Terrace (Terrazza Mascagni).

See all 343 experiences in Livorno