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Tuscany Day Trip from Florence to Siena, Monteriggioni and Pisa

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Follow the line of history, through the territory of Chianti in the cities that are the symbol of Tuscan art worldwide, and be seduced by the beauty and flavor of this land.


Be seduced by the eternal charm of the Tuscan art cities where the beauty of the monuments is linked with the rhythm of life that is still on a human scale and where every stone exudes centuries of history.

Through the typical Tuscan countryside hilly territory we reach Siena, splendid medieval city, universally known for its artistic treasures that has been recognized by the UNESCO as a "heritage of the humanity". Once in Siena, we will visit the famous Piazza del Campo, with its particular "shell" shape.

Here are the Palazzo Comunale (1298) flanked by the tall Torre del Mangia (1325) and where every year the famous "Palio" takes place.

You may use your free time to visit the splendid Cathedral, one of the highest artistic expressions of the Middle Ages, and admire the splendid buildings and suggestive churches along the narrow lively streets. From Siena, we will take a panoramic road and admire the vineyards and olive groves in the heart of the Chianti territory on our way to the ancient fortified hamlet of Monteriggioni, a small jewel built during the thirteenth century and embraced by its still intact walls.

Take a walk within the restricted perimeter of the surrounding walls with eleven towers and discover a beautiful corner of Tuscany suspended in the Middle Ages.

A short distance away, in a pleasant country estate surrounded by aromatic plants, you will be served a lunch of typical Chianti products and a guided tasting a selection of fine Chianti and Vernaccia wines, managed with passion and expertise by the friendly owner of the farm. After lunch we leave the farm and at a short distance away we find San Gimignano, another beautiful town, UNESCO world heritage, famous for the still intact medieval town planning with the numerous and beautiful towers hence the name "Manhattan of the Middle Ages". This town is also known for the "Vernaccia" wine, produced here.

A stroll in the town center means discovering true jewels of art, among which Piazza della Cisterna, the Dome, Palazzo del Podestà and the Church of Sant' Agostino.

Another departure, this time to reach the famous town of Pisa, one of the most known worldwide, that is waiting for us with the sparkling sight of Piazza dei Miracoli, another UNESCO world heritage, where the peerless masterpieces in marble rise in the green lawn.

The famous Leaning Tower, the magnificent Baptistery, the stunning Cathedral, and the Monumental Graveyard, maximum expressions of the Romanesque architecture of the twelfth and thirteenth centuries which house works of immense artistic value.


  • Wine tasting

  • Lunch

  • Transportation fee

  • English-speaking driver
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Tuscan Jewels Day Trip from Florence

Take a trip through history, through the Tuscan hills and the cities that are the symbol of Tuscan art all over the world. Lunch and wine tasting included.

Available: Mon, Wed and Sat
Pick-up: Available
Inclusions: Wine tasting / Lunch / Transportation fee / English-speaking driver
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  • Start

    Pick-up at Central Florence Hotels

  • 08:30

    Depart from Florence

  • Siena

    Driving through the typical hilly Tuscan countryside, you'll reach Siena, a splendid medieval city, universally known for its artistic treasure, identified by the UNESCO as a world heritage site, where you will visit the famous shell-shaped Piazza del Campo.

  • Monteriggioni

    Take a walk within the restricted perimeter of the the 13th century fortified hamlet of Monteriggioni, a small jewel, completely surrounded by its original fortifications. It has has stayed unchanged since the Middle Ages with its11 towers situated in a beautiful corner of Tuscany.

  • Chianti produce and Vernaccia wine tasting

    A short distance away, in a pleasant country estate, surrounded by aromatic plants, you will be served a lunch of typical Chianti products and offered a guided wine tasting session of a selection of fine Chianti and Vernaccia wines

  • San Gimignano

    After lunch you'll head to San Gimignano, another beautiful town and UNESCO world heritage site, famous for its perfectly preserved Medieval layout and streets, as well as stately towers which have given it the name of Manhattan of the Middle Ages.

  • See the Gems of Tuscany

    Stroll around the town-centre reveals absolute jewels, like Piazza della Cisterna, the exquisite 14th century frescoes beyond the double doors of the Collegiata, the Palazzo del Podestà and its museum and the Church of Sant'Agostino, with its Benozzo Gozzoli frescoes.

  • Pisa

    Lastly, head towards one of the most famous towns in the world- Pisa - location of another UNESCO world heritage site: Piazza dei Miracoli. See the famous Leaning Tower, the Baptistery, the Cathedral, and the Monumental Cemetery, supreme expressions of 12th &13th centruy Romanesque architecture.

  • End

    Return to Florence

Price & Options

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  • If less than 4 participants are booked, the activity may not operate.

Required Items to Bring & Attire
  • Walking shoes

Additional Note(s)
  • The driver-guide leads the tour providing general introductory information. He is not allowed to lead a guided visit inside a city centre, nor to provide historical and artistic information inside museums or churches

Booking Requirements (# of participants, vehicles, hours, etc.)
  • You can book a maximum of 8.

Frequently Asked Questions

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Cancellation Policy

  • Any cancellations made within 3 business days of your activity (after 19:00:00 local time) will be subject to a charge of 100% of the total amount.

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