Italy

Florence - Southern Tuscany - Sorrento (Self Drive)

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10 Nights from $1,632*

* Sample price: priced within the past 7 days for a 11/11/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 10 night sample itinerary price includes:

Flight into Florence and out of Naples
Hotel for 3 nights in Florence
Rental Car for 8 days
Hotel for 3 nights in Southern Tuscany
Hotel for 3 nights in Sorrento
Hotel for 1 night in Naples
Driving Time
Florence - Southern Tuscany: 1 hr./ 1 hr. 20 mins. approx.
Southern Tuscany - Sorrento: 5 hrs. 30 mins. approx.
Sorrento - Naples: 1 hr. 10 mins. approx.

Visit two of Italy`s most charming regions with a Rental Car!. Start in Florence (capital of Italy’s Tuscany region, is home to 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) and after that, to Sorrento (with more than two-thirds the year spent drenched in sunshine) in the Neapolitan Riviera. Finish this trip, driving to Naples to drop off the car and to catch your flight back home.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Map-Florence-SouthernTuscanyandSorrento-SD

Italy

For centuries Italy has drawn foreign visitors - mostly for its architectural, artistic, and scenic splendors. Italy can truly be all things to all people. From the passion and excitement of noisy urban crowds to the quiet, rural idyll where the traditional life can be experienced, Italy's great cities are replete with rich attractions and culture alongside some of the most pristine beaches and spectacular mountains in the world.

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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.

Southern Tuscany

The hill towns and valleys south of Siena comprise what is 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 passes, isolated farm houses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from times long ago. 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.

Visit and discover Montepulciano, Pienza, Chianciano Terme, Terme di Petriolo, and Bagno Vignoni, the necropolis near Sovana, thermal spas, and vineyards that produce two of Italy's top red wines.

Sorrento (Amalfi Coast)

Sorrento is the best known town on the Neapolitan Riviera. It's situated in a stunning location on a long cliff overlooking the sea, and surrounded by lemon and olive groves. Sorrento offers charming cobblestone streets, alluring lungomare (seafront promenades), colorful and fragrant flowers, and a lively cultural scene. The old town still retains its Roman grid of narrow streets and its centro storico (historic center) is alive with cafes, clubs, and restaurants, which become an exciting atmosphere during the sweet nights of summer.

Visit and discover Marina Grande and Marina Piccola, Cloister of San Francesco, Bagni della Regina Giovanna, Cathedral and Bell Tower, Basilica of Sant'Antonino, Villa Comunale, Correale di Terranova Museum, Museo-Bottega della Tarsia Lignea (Wooden Marquetry Shop-Museum), and so much more.

Naples

Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the cacophony of sounds and images embodying the spirit of the Italian South.

Visit and discover the Ancient Ruins of Pompeii, Climb Mount Vesuvius, sail to the Island of Capri, explore the Nativity Markets, visit the National Archaeological Museum, the Secret Underground World and the San Gennaro Catacombs, visit the Ruins of Herculaneum, enjoy the Piazzas of the city, and so much more.

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Florence - Southern Tuscany - Sorrento (Self Drive)

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This 10 night sample itinerary price includes:

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Florence - Southern Tuscany - Sorrento (Self Drive)