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Florence - Southern Tuscany - Cinque Terre: Chauffeured Collection

7 to 10+ Nights from $2,075*
* Sample price: priced within the past 7 days for a 1/23/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 7 night sample itinerary includes:

  • Flight into and out of Florence
  • Hotel for 3 nights in Florence
  • Transfer from Hotel in Florence to Hotel in Siena via Monteriggioni and San Gimignano
  • Hotel for 1 night in Siena
  • Transfer from Hotel in Siena to Hotel in Cinque Terre Area via Lucca and Colle Val dElsa
  • Hotel for 2 nights in La Spezia
  • Transfer from Hotel in Cinque Terre Area to Hotel in Florence via Pisa and Montecatini Alto
  • Hotel for 1 night in Florence

Experience Southern Tuscany and Cinque Terre in depth. From Florence (the capital of Tuscany and birthplace of the Renaissance), travel through Southern Tuscany and visit Siena (famous for its cuisine, art, museums, medieval cityscape, and horse races in Piazza del Campo). After that, have a pleasant stay at La Spezia (a Ligurian seaside resort), very close to the marvelous Cinque Terre Area (a string of centuries-old seaside villages on the rugged Italian Riviera Coastline). Enjoy door-to-door service between these destinations and discover medieval cities (and a few UNESCO World Heritage Sites) including: Monteriggioni, San Gimignano, Lucca, Colle Val dElsa, Pisa, and Montecatini Alto.

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  • Florence

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  • Siena

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  • Cinque Terre Area

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  • Florence

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Italy

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Trip Summary

  • Florence
    Florence

    The 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
    Siena

    The beautiful town of Siena is the largest of the 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.

  • Cinque Terre Area
    Cinque Terre Area

    Cinque Terre means Five Lands (in Italian), and this popular area consists of five miles of rocky coast with five small villages (born in the 11th century as fortresses) that overlook the sea. In the midst of two capes, it features a unique landscape with twisting coastal footpaths offering breathtaking panoramic views, beautiful beaches with crystal clear waters, as well as old churches, sanctuaries and castles. La Spezia is the main hopping-off point to explore the Cinque Terre towns, which are most easily reached by train (the journey time to the first of the villages, Riomaggiore, is just eight minutes, and there are generally at least a couple of trains every hour).

    Visit and explore the stylish Cinque Terre's villages including Riomaggiore, Monterosso, Vernazza, Manarola and Corniglia, and so much more.

  • Florence
    Florence

    The 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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