Pisa and Florence Private Tour with Wine Tasting

4.9
(10 reviews)

9 hours (approximately)
Offered in: English and 5 more

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

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
Lunch
Extras (tickets, souvenirs)

Meeting and pickup

Meeting point
End point
This activity ends back at the meeting point.

Itinerary

Duration: 9 hours (approximately)
  • 1
    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 Admission ticket included
  • 2
    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 Admission ticket included
  • 3
    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 Admission ticket free
  • 4
    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 Admission ticket included
  • 5
    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.

    1 hour Admission ticket included
  • 6
    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 Admission ticket 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 hour Admission ticket free

Additional info

  • 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.
Supplied by Enzo Dellaria Private Tours and Transfers

Tags

Day Trips
Wine Tastings
Full-day Tours
Bus Tours
Private Sightseeing Tours
Cultural Tours
Ports of Call Tours
Wine Tours
Car Tours
Luxury Car Tours
Shore Excursions
Food & Drink
Spring Break
DSA non-compliant
Short term availability

Cancellation Policy

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

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Rating

4.9 Based on 10 10 reviews
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