Exclusive Florence - Southern Tuscany - Cinque Terre (Chauffeured Collection)
Flexible stays and dates.
* Sample price: priced within the past 7 days for a 3/21/2026 arrival, departing New York City NYC (All Airports) (NY), US.
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❮Exclusive Florence - Southern Tuscany - Cinque Terre (Chauffeured Collection)
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This 8 night sample itinerary includes:
- Flight into and out of Florence
- Private arrival transfer in Florence
- Hotel for 3 nights in Florence
- Private driver from Florence to Siena via Monteriggioni and San Gimignano
- Hotel for 2 nights in Siena
- Private driver from Siena to Cinque Terre via Lucca and Colle Val dElsa
- Hotel for 2 nights in La Spezia
- Private driver from La Spezia to Florence via Pisa and Montecatini Alto
- Private departure transfer from Florence Airport
- Live phone and chat support
Your private chauffeur navigates the sun-drenched Tuscan Countryside, seamlessly connecting the Renaissance splendor of Florence with the medieval majesty of Siena and the scenic Cinque Terre Villages in ultimate luxury and comfort! 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.
Essential Highlights and Recommended Experiences:
- Climb Brunelleschi's Dome for breathtaking Florence city views
- Visit the Uffizi Gallery, Michelangelo's David at the Accademia Gallery, and walk along the Ponte Vecchio Bridge
- Explore the shell-shaped Piazza del Campo, Torre del Mangia, and admire the striped Gothic architecture of the Duomo in Siena
- Walk the Via dell'Amore in La Spezia, Hike the Sentiero Azzurro (Blue Trail) connecting the five colorful villages or take a Ferry/Boat Trip along the coast for stunning views of the cliffside towns of the Ligurian Sea
- Sample authentic Tuscan cuisine, award-winning Chianti wines, the freshest seafood, and other delectable aperitivi
This premier vacation package features thoughtfully curated services and is fully flexible. You can customize it to suit your needs and preferences by adjusting the number of nights in each city and browsing our hand-picked selection of hotels, transportation options, activities, and experiences.
Trip Summary
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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
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 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
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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