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Florence and Southern Tuscany (Self Drive)

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7 to 10+ Nights from $455*
* This sample price: priced within the past 7 days for check-in on 3/1/2025. Choose your own arrival dates.

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This 7 night sample itinerary includes:

  • Hotel for 3 nights in Florence
  • Rental Car for 5 days
  • Hotel for 3 nights in Southern Tuscany
  • Hotel for 1 night in Florence
  • Driving Time
    Florence - Southern Tuscany: 1 hr./ 1 hr. 20 mins. approx.
    Southern Tuscany - Florence: 1 hr. /1 hr. 20 mins. approx.

Enjoy the wonderful Italy and its Southern Tuscany Region!. Delight yourself in Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). From there, with a Rental Car, leap up to Southern Tuscany (boasting the most captivating countryside and vineyards that produce Tuscany's mightiest red wines in cities like: Montepulciano, San Gimignano, Pienza and Volterra). Drive back to Florence for one last night stay, before returning home. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Flexible Itinerary

  • Florence

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  • Southern Tuscany

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  • Florence

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Italy

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Trip Summary

  • Florence
    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.

  • Southern Tuscany
    Southern Tuscany

    The hill towns and valleys south of Siena comprise perhaps Tuscany's most captivating and picturesque region, much of the area is filled with the expansive and beautiful Val d'Orcia (most people's idealized picture of Tuscany). It is a land of medieval castles guarding narrow road passes, isolated farmhouses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from long times past. Most of the region has been landscaped over thousands of years, turning the low, rolling hills into farmlands and vineyards that produce Tuscany's mightiest red wines. Southern Tuscany's cities are textbook Italian hill towns. This is Etruscan country, where the necropolis near Sovana hints at a rich and somewhat mysterious pre-Roman civilization, where Roman settlements like Montalcino and Montepulciano grew into medieval cities and today produce two of Italy's top red wines, the powerhouse Brunello di Montalcino and the noble Vino Nobile di Montepulciano.

  • Florence
    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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