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Florence and Radda in Chianti (Self Drive)

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7 to 10+ Nights from $527*
* This sample price: priced within the past 7 days for check-in on 3/5/2025. 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 Radda in Chianti
  • Hotel for 1 night in Florence
  • Driving Time
    Florence - Radda in Chianti : 1 hr. 10 mins. approx.
    Radda in Chianti - Florence: 1 hr. 10 mins. approx.

Charming trip to central Tuscany from Italy!. Visit the magnificent city of Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and after that, rent a car and spend a few days at your leisure in Radda in Chianti (a comune in the Province of Siena in the Italian Tuscany, a beautiful medieval town enclosed in large defensive walls). 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

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  • Radda in Chianti

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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.

  • Radda in Chianti
    Radda in Chianti

    Located up on a hill, covered with woods and extensive vineyards between the valleys of Arbia and Pesa, Radda in Chianti is a beautiful medieval town enclosed in large defensive walls. It has ancient origins, inhabited since the 9th century and was already mentioned in a document from 1002. After being fortified in 1400 it was, from 1415 onwards, head of the League of Chianti, and it preserves the remains of its ancient walls. The town maintains its medieval look characterized by narrow streets meeting in the main square where you'll find the Church of San Niccolo, of 14th century origin and the Palazzo Pretorio, built about 1415. Discover and explore the Castelo di Volpaia Winery, Fattoria di Montemaggio, Brancaia Winery, Castello di Radda, Cantina Castelvecchi in Chianti and so much more.

  • 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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