Exclusive Florence - Southern Tuscany - Cinque Terre (Chauffeured Collection)
Flexible stays and dates.
* Sample price: priced within the past 7 days for a 1/26/2027 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 price includes:
- Flight into and out of Florence
- Private arrival and departure transfers in Florence
- 4-Star or better hotels for 4 nights in Florence and 2 nights each in Siena and La Spezia (Cinque Terre Area)
- Private driver from Florence to Siena via Monteriggioni and San Gimignano
- Private driver from Siena to Cinque Terre via Lucca and Colle Val dElsa
- Private driver from La Spezia to Florence via Pisa and Montecatini Alto
- 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 Cinque Terre's villages including Riomaggiore, Monterosso, Vernazza, Manarola and Corniglia. -
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.
Customer Reviews
Vacation Package FAQs for
Exclusive Florence - Southern Tuscany - Cinque Terre (Chauffeured Collection)
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What is included in the Exclusive Florence, Southern Tuscany & Cinque Terre Chauffeured Collection?
The 8-night sample itinerary includes round-trip international flights into and out of Florence, private arrival and departure transfers in Florence, 4-star-or-better hotels for 4 nights in Florence and two nights each in Siena and the Cinque Terre area. It also includes private chauffeured transportation between the destinations, with sightseeing stops in Monteriggioni, San Gimignano, Lucca, Colle Val d'Elsa, Pisa, and Montecatini Alto, plus live phone and chat support.
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What cities and destinations are included in this Italy luxury package?
The sample itinerary combines Florence, Siena, La Spezia and the Cinque Terre area, providing a mix of Renaissance art and culture, medieval Tuscany, and Italy's spectacular Ligurian coastline. Travelers can explore Florence's museums, palaces and historic landmarks, Siena's Piazza del Campo and Gothic architecture, and the five colorful villages of the Cinque Terre.
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Does the package include transportation between cities?
Yes. The package includes private chauffeured transportation between the major destinations. This service replaces commonly used alternative methods such as trains or rental cars. The package also includes private arrival and departure transfers in Florence helping simplify the airport transportation portions of the trip.
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What does the private chauffeured service include?
The package includes private door-to-door chauffeur service between the major destinations with stops at historic Tuscan towns and UNESCO World Heritage Sites along the way. The private driver takes travelers from Florence to Siena via Monteriggioni and San Gimignano; from Siena to the Cinque Terre area via Lucca and Colle Val d'Elsa; and from La Spezia back to Florence via Pisa and Montecatini Alto, turning transfers into immersive travel experiences rather than simple point‑to‑point rides.
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What can I see and do in Florence, Siena and the Cinque Terre?
Tripmasters highlights a range of recommended experiences. In Florence, travelers can visit the Uffizi Gallery, Accademia Gallery and Michelangelo's David, Ponte Vecchio and the Duomo complex, with climbing Brunelleschi's Dome among the recommended experiences. In Siena, highlights include Piazza del Campo, Torre del Mangia and the Duomo. In the Cinque Terre area, travelers can explore the five villages, hike portions of the Blue Trail, walk the Via dell'Amore, or take a ferry or boat trip along the coast.
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Can I add activities and experiences to the itinerary?
Yes. The package is designed to be customized with additional activities and experiences. Tripmasters specifically highlights opportunities to explore Florence's Renaissance treasures, Siena's historic center and the Cinque Terre villages, as well as experiences centered on Tuscan cuisine, Chianti wines, seafood and local aperitivi. Travelers can browse available options when customizing their vacation.
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Can I choose different hotels or upgrade my accommodations?
Yes. Although this is a Curated Luxury package, it is fully flexible and can be customized to suit your travel style. The sample itinerary includes 4-star or better hotels, but travelers can browse Tripmasters curated hotel selections and customize their accommodations according to their preferences. The number of nights in each destination can also be adjusted as part of the customization process.
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Can I change the travel dates or make the trip longer?
Yes. The package offers flexible stays and dates, so travelers are not restricted to the exact 8-night sample itinerary. The customization process allows travelers to change the number of nights in the destinations and select different combinations of hotels, transportation, activities and experiences. Tripmasters recommends at least three nights in Florence, two nights in Siena and two nights in the Cinque Terre area in its destination information, but the itinerary itself can be customized.
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Does Tripmasters provide support during the trip?
Yes. Live phone and chat support is included with the package. Tripmasters experienced travel professionals provide itinerary guidance and help with travel logistics and support before and during your vacation, so you can focus on enjoying your trip.
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