Italy · City Tours

PRIVATE Full-Day Tour of Pisa, San Gimignano and Siena from Florence

10 Hours Round trip from Pickup service provided in Florence. Easy pace

The journey

Trip highlights
  • 01 Private full-day tour from Florence to Pisa, San Gimignano, and Siena
  • 02 See the Leaning Tower of Pisa in Piazza dei Miracoli
  • 03 Explore San Gimignano’s medieval towers and historic squares
  • 04 Visit Siena’s Piazza del Campo and admire the Siena Cathedral
  • 05 Travel through the Tuscan countryside in a private air-conditioned minivan
  • 06 Hotel pickup and drop-off in Florence city center
  • 07 English-speaking licensed driver with local tips and recommendations

Discover three of Tuscany’s most iconic destinations in one private full-day journey from Florence. Travel through the Tuscan countryside in a private air-conditioned minivan as you visit Pisa, San Gimignano, and Siena, with time to admire world-famous landmarks, medieval streets, and UNESCO-listed heritage.

See the Leaning Tower in Piazza dei Miracoli, explore the hilltop beauty of San Gimignano with its famous towers and historic squares, and experience Siena’s remarkable Gothic architecture, including Piazza del Campo and the Siena Cathedral. With private transport, hotel pickup in Florence, and an English-speaking licensed driver, this experience offers a comfortable and flexible way to enjoy a classic Tuscan day out.

Moments later, you’ll arrive at the breathtaking Leaning Tower of Pisa, standing proudly in the magnificent Piazza dei Miracoli.

From the itinerary

At a glance

What this trip includes

Duration 10 Hours
Tour type Private
Activity level Easy
Accommodation Included
Transport Included
Wheelchair access No
Cities Florence, Pisa, Siena, San Gimignano
Languages English, Italian

Day by day

The itinerary

1
Day 01

Pisa

Enjoy a comfortable one-hour drive to Pisa, passing through the city’s historic districts before reaching its most iconic landmark. Along the way, you’ll glimpse the historic suburbs and pass through Piazza dei Cavalleggeri, home to the ancient 13th-century Spedale Anonimo. Moments later, you’ll arrive at the breathtaking Leaning Tower of Pisa, standing proudly in the magnificent Piazza dei Miracoli.

Piazza dei Miracoli, Pisa

Piazza dei Miracoli have always been an essential stop on any journey through Tuscany. Despite the crowds of visitors from all over the world—many trying the classic photo pose of “holding up” the Leaning Tower—the square retains a timeless, evocative, and powerful beauty that never fails to impress. The harmony of its monuments and the iconic silhouette of the tower create an atmosphere that is truly unforgettable.

San Gimignano – The Manhattan of the Middle Ages

Welcome to the stunning hilltop town of San Gimignano, one of Tuscany’s most beloved destinations and a true gem of medieval architecture. Remarkably preserved since the 1300s, the town appears almost unchanged from the Middle Ages. Its famous stone towers, still dominating the skyline, have earned San Gimignano the nickname “The Manhattan of the Middle Ages.”

While exploring its charming streets and historic squares, don’t miss a stop at the renowned Gelateria Dondoli, internationally awarded for producing some of the world’s best gelato.

Piazza della Cisterna, San Gimignano

Piazza della Cisterna, dating back to the 13th century, lies at the very heart of San Gimignano, at the crossroads of the town’s two main medieval streets. While Cathedral Square served both religious and political purposes—home to the Collegiate Church and the Podestà’s palaces—Piazza della Cisterna was historically the town’s lively center for markets, festivals, and medieval tournaments. Today, it remains one of the most atmospheric squares in Tuscany, where history and daily life seamlessly blend.

Piazza del Duomo, San Gimignano

Collegiate Basilica of Santa Maria Assunta (San Gimignano Cathedral)
The Collegiate Basilica of Santa Maria Assunta, also known as the Duomo of San Gimignano, is one of the town’s most remarkable monuments and its main place of Catholic worship. Located in Piazza del Duomo, it stands at the top of a wide staircase, overlooking the western side of the square. Probably founded in 1056 and solemnly consecrated in 1148, the church represents a magnificent example of medieval architecture and is a must-see highlight during any visit to San Gimignano.

Siena – A Masterpiece of Medieval Architecture

Siena is renowned throughout Italy for the exceptional quality of its medieval architecture. Upon arrival, discover its most iconic landmarks, including the famous shell-shaped Piazza del Campo and the magnificent Siena Cathedral, a true architectural masterpiece. Wander through the city’s historic streets, lined with local shops and artisan boutiques, where you can sample traditional Tuscan specialties or pick up unique souvenirs to remember your visit.

Siena Cathedral (Santa Maria Assunta)

The Cathedral of Santa Maria Assunta, seat of the Bishop of Siena, is the city’s principal place of Catholic worship and one of the most extraordinary churches in Italy. Located in the heart of the city in Piazza del Duomo, this stunning example of Italian Gothic architecture captivates visitors with its grandeur, rich decoration, and artistic significance, making it an unmissable highlight of any visit to Siena.

Piazza del Campo (known locally as Il Campo)

Piazza del Campo is the main square of Siena and one of the most iconic piazzas in Italy. Its distinctive shell-shaped design gives it a unique architectural harmony, admired around the world for its beauty and perfect proportions. This historic square is also famous for hosting the legendary Palio di Siena, the traditional horse race held twice a year, which transforms the piazza into the vibrant heart of the city.

The route

Where you'll travel

Tour route map
Round trip from Pickup service provided in Florence. 4 cities · 10 Hours

The fine print

Trip details

What's Included

  • Pick-up and drop-off at your selected hotel or location in Florence city center
  • Travel in a comfortable, air-conditioned minivan 🚐 and enjoy the scenery of
  • Tuscany at your own pace
  • English-speaking, licensed driver to guide you through your day with local tips and recommendations
  • Unlimited cold mineral water 💧 to stay refreshed throughout your journey
  • On-board Wi-Fi 📶 to share your Tuscan memories in real time

What's Not Included

  • Lunch at the organic winery is not included – you can enjoy a delicious meal on site for approximately €60–€70 per person, payable locally
  • Private city guide (authorized with official license)

Know before you go

  • STROLLER OR PRAM ACCESSIBLE
  • PUBLIC TRANSPORTATION NEARBY
  • INFANT SEATS AVAILABLE
  • Not wheelchair accessible ❌
  • Not suitable for pets 🐾
  • Infants must not sit on laps
  • Suggested departure: 8:30 AM / 9:00 AM ⏰
  • Pick-up directly at your hotel or chosen address in downtown Florence at the exact start time of the tour
  • Pick-up time can be adjusted up to 24 hours in advance upon request
  • Private tour for a maximum of 6 travelers
  • In case of rain, umbrellas will be provided ☔
  • Optional Full Lunch at the Organic Winery 🍷
  • Full Lunch at the organic winery: approximately €60–€70 per person, payable on site
  • Perfect for wine lovers looking to enjoy an authentic Tuscan experience
  • ⚠️ Please note: choosing the optional lunch will reduce the time available for visiting the medieval villages, as part of the day will be spent at the winery
  • Additional information
  • Our drivers are expert guides with deep knowledge of Tuscany, happy to share local stories, curiosities, and recommendations
  • ⚠️ Please reconfirm your tour the day before

Logistics

Meeting & route

Meeting point
Pickup service provided in Florence.
Tour start
Pickup service provided in Florence.
Tour ends at the same location as the start point.
End of the journey

Your 10 hours finish where they began, in Pickup service provided in Florence..

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