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Florence

Private Tour to Siena & San Gimignano

Siena, Monteriggioni and San Gimignano in a day, with the car and the pace to yourself

Sightseeing, Local Culture

Why We Love it

Monteriggioni is the reason to take the car — a 13th-century fortress village, tiny and still whole inside its walls, sitting between Siena and San Gimignano.

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The Experience 

Eight hours from your hotel lobby in Florence with a private car and English-speaking driver: an hour south through the countryside to Siena, then west to San Gimignano, with Monteriggioni in between.


Siena is built from the brown brick that gave the color its name. Narrow streets, medieval towers, the cathedral, the tall thin Torre del Mangia, and the shell-shaped Piazza del Campo that the rest of the city slopes toward. It is also the birthplace of Saint Catherine. Your time here is your own.


Then the road west, past vineyards and olive trees and old stone buildings, with a stop at Monteriggioni — a 13th-century fortress village, tiny, still inside its walls, olive groves on every side. San Gimignano comes last: 13 surviving towers over the Elsa Valley, an 11th-century town that grew rich on the Via Francigena, the pilgrim road to Rome, and is UNESCO-listed for it. There's the Collegiata and its frescoes, the Palazzo del Popolo, the Museum of Holy Relics, and the Museum of Torture if that's your thing. Mostly you walk the main street: ceramics, leather, linens, and wine bars pouring the local Vernaccia with something to eat alongside.


My pick for travelers who want the Tuscan hill towns without a coach timetable, and for anyone who would rather spend a free hour in a Siena café than be marched past it.

From $194 per person

8 Hours

Private

Departs 9:00 am

Highlights

What's Included

  • Private vehicle

  • English-speaking driver

  • Free time to explore Siena at your own pace

  • Free time to explore San Gimignano at your own pace

What's Not Included

  • Food and drinks

  • Gratuities

  • Licensed guide, unless purchased at checkout

Need to Know

  • Eight hours, departing 9:00 am.

  • Private tour — the car and driver are yours, priced by party size for up to eight people.

  • Your driver meets you in your hotel lobby in Florence. If you need anything on the day, Prestige Rent is on WhatsApp at +39 333 999 5929.

  • Italian regulations protecting licensed guides mean your driver can give commentary only inside the vehicle. If you want someone walking the sites with you, add the licensed Siena guide when you book.

  • Food and drinks are at your own expense.

  • Wear comfortable walking shoes.

  • Free cancellation up to 7 days before.

Pricing Details 

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Need to know 

Eight hours from your hotel lobby in Florence with a private car and English-speaking driver: an hour south through the countryside to Siena, then west to San Gimignano, with Monteriggioni in between.


Siena is built from the brown brick that gave the color its name. Narrow streets, medieval towers, the cathedral, the tall thin Torre del Mangia, and the shell-shaped Piazza del Campo that the rest of the city slopes toward. It is also the birthplace of Saint Catherine. Your time here is your own.


Then the road west, past vineyards and olive trees and old stone buildings, with a stop at Monteriggioni — a 13th-century fortress village, tiny, still inside its walls, olive groves on every side. San Gimignano comes last: 13 surviving towers over the Elsa Valley, an 11th-century town that grew rich on the Via Francigena, the pilgrim road to Rome, and is UNESCO-listed for it. There's the Collegiata and its frescoes, the Palazzo del Popolo, the Museum of Holy Relics, and the Museum of Torture if that's your thing. Mostly you walk the main street: ceramics, leather, linens, and wine bars pouring the local Vernaccia with something to eat alongside.


My pick for travelers who want the Tuscan hill towns without a coach timetable, and for anyone who would rather spend a free hour in a Siena café than be marched past it.

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