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Tuscan Highlights (Florence - Siena - San Gimignano - Self Drive)

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7 to 10+ Nights from $745*
* This sample price: priced within the past 7 days for arrival on 9/17/2024. Choose your own arrival dates.

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This 7 night sample itinerary includes:

  • Hotel for 2 nights in Florence
  • Rental Car for 6 days
  • Hotel for 2 nights in Siena
  • Hotel for 2 nights in San Gimignano
  • Hotel for 1 night in Florence
  • Driving Time
    Florence - Siena: 1 hr. 10 mins. approx.
    Siena - San Gimignano: 1 hr. approx.
    San Gimignano - Florence: 1 hr. 15 mins. approx.

A unique trip to Italy's Tuscany Region by car! . Discover Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and from there, with Rental Car, main cities in Tuscany, like Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year in Piazza del Campo) and San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses). Drive back to Florence to drop off the car and finisht this trip with one last night stay. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Florence

  • Siena

  • San Gimignano

  • Florence

Customer Reviews

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Trip Summary

  • Florence

    The Italian city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

    Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

  • Siena

    The beautiful town of Siena is the largest of hill towns that are scattered among Tuscany. The city is famous for its large square, Piazza Del Campo, winding medieval alleyways, and the Palio, a historic horse race that takes place twice during the summer months. Today, Siena continues to maintain a distinctively medieval atmosphere and is a great place to discover Tuscany at its medieval best, with numerous gothic palaces, pastry shops and unequaled altarpieces. Visit and discover the Cathedral of Santa Maria Assunta; Piazza del Campo; Palazzo Pubblico; Torre del Mangia; Biblioteca Piccolomini; Siena National Gallery; Church of San Domenico; Piazza Salimbeni; Porta Pispini; Siena Civic Museum and so much more.

  • San Gimignano

    San Gimignano is a small walled medieval hill town in the Tuscany, known as the `City of Beautiful Towers`, which has preserved its medieval appearance more completely than any other town in Tuscany. It stands on the site of a small Etruscan settlement dating to second BC. Its history begins around the Tenth Century. Truly a little gem, it has been declared a World Heritage Site by UNESCO. Walking through the Old City means plunging into the Middle Ages and getting a taste of what the city must have been like more than seven hundred years ago. Visit and explore the amazing Terme di Petriolo, Volterra, Colle Val d'Elsa, San Gimignano, Montaione, Pienza, Bagno Vignoni and so much more.

  • Florence

    The Italian city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

    Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

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