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Florence: Pisa, San Gimignano & Siena Day Trip with Lunch

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1/24

Duration12h

GroupUp to 50

LanguagesEN · ES

Mobile ticketAccepted

Three Medieval Towns & the Leaning Tower in One Day from Florence

You travel by coach from Florence through the Tuscan countryside, spending time at the Leaning Tower and cathedral complex in Pisa, eating a traditional lunch with wine in San Gimignano, and walking the medieval streets of Siena with a local guide. The tour includes transport, lunch with four wine pairings, and optional cathedral entry in Siena. You return to Florence in the evening.

12h

Step-by-step itinerary

Visit Pisa Field of Miracles
See Pisa Cathedral
View Leaning Tower of Pisa
Visit Pisa Baptistery
Drive through Tuscan countryside
Enjoy Tuscan lunch with wine in San Gimignano
Explore San Gimignano medieval village
Visit Piazza della Cisterna
Walk along San Gimignano walls
Drive to Siena through Chianti countryside
Take guided walking tour in Siena
Pass oldest bank in Siena
Visit Piazza del Campo
See Siena Cathedral (if option selected)

The Experience

You're driving out of Florence before most of the city wakes up, heading west toward Pisa on a modern coach with an air-conditioned cabin and a licensed guide who speaks English and Spanish. The Leaning Tower rises 56 meters above the Piazza dei Miracoli — that pale green field ringed by white marble buildings — and it leans at about 4 degrees, which is exactly as strange and real as every photograph you've seen. You walk around the cathedral, the baptistery with its columned arcades, and the Monumental Cemetery, each one sitting on that same impossible grass like they were placed there by someone who didn't believe in streets.

Then the coach rolls you through the Tuscan countryside, past hilltop hamlets and vineyards, and you stop in San Gimignano for lunch. The medieval village sits on a ridge with towers rising from it like a skyline — that's why they call it the Manhattan of the Middle Ages, and it's not wrong. You eat a traditional Tuscan meal with wine pairings of four different local wines, then walk through Piazza della Cisterna, the triangular medieval square at the heart of the town, and along the 13th-century walls that still ring the whole place. The stones are old enough that you stop thinking about how old they are and just walk.

Your last stop is Siena, reached by driving through the Chianti countryside. A local guide meets you there and takes you on foot through the medieval streets — narrow, uneven, turning in ways that don't follow any grid. You pass the Palazzo Pubblico and the Torre del Mangia, which stands 87 meters tall and was finished in 1348. You see the Piazza del Campo, the famous square where the Palio horse race has happened every year for 600 years. If you've chosen the cathedral option, you go inside the Duomo di Siena and see the Piccolomini Library, with its Renaissance frescoes by Pinturicchio, and the marble pavement that took centuries to complete. You also walk past Monte dei Paschi, the oldest bank in the world, still operating from its Renaissance palace on Piazza Salimbeni.

The coach brings you back to Florence in the evening. The whole day is about 10 hours, and you've moved through four centuries of Italian art and architecture without arranging transport, buying tickets separately, or timing any of it yourself. Bring comfortable shoes, your original ID, and clothes appropriate for visiting churches — the guide will have earphones for the Siena portion if you've selected that option.

What’s included

Your day includes coach transport from Florence in a modern air-conditioned bus, entry to the Piazza dei Miracoli in Pisa, a traditional Tuscan lunch with wine pairings of four different local wines in San Gimignano, a guided walking tour through Siena's medieval streets with a licensed multilingual guide, and earphones for the Siena portion.
Cathedral entry in Siena with the Piccolomini Library is optional.
Staff assistance is provided at the Florence meeting point.

Good to know

Moderate physical levelStroller friendlyInfant seats availablePublic transport nearby

Operated by CAF Tour and Travel - Gray Line Florence

Is this one for you?Book this if you want to see Pisa's Leaning Tower, two UNESCO medieval villages, and Siena's cathedral all in one day without renting a car or buying separate tickets — the fixed itinerary and included transport are what make four towns fit into a single departure from Florence.