Italy

Rail to Road: Genoa - Cinque Terre - Florence - Chianti - Rome

4.7 out of 5 stars

4 Customer Feedbacks 4 Customer Feedbacks

11 Nights from $2,174*

* Sample price: priced within the past 7 days for a 6/25/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

Customize and Book

Add Outbound & Return Flights

Yes No

›

Leaving from location_on

Arrival date on your first city today

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

Guest: hotel

›

This 11 night sample itinerary price includes:

Flight into Genoa and out of Rome
Hotel for 2 nights in Genoa
Train from Genoa to La Spezia (Entry to Cinque Terre)
Hotel for 2 nights in La Spezia
Train from La Spezia to Florence
Hotel for 2 nights in Florence
Rental Car for 3 days
Hotel for 2 nights in Chianti
Hotel for 3 nights in Rome

Explore the beautifulItaly! Start in Genoa (ancient Renaissance buildings, famous museums and very good restaurants), then catch a train to;Cinque Terre (five miles of rocky coast with five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths); continue by train to Florence (Michelangelo's David, Botticelli's Birth of Venus, and Raphael's La Velata). After your visit, pick up your car and drive to the Chianti Wine Region (charming hill-covered region with picturesque landscape of small stone villages, sprawling vineyards and olive groves.) and finally drive to Rome (Italy's treasure with two millennia of artistic achievement).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

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.

Customer Reviews

4.7 out of 5 stars

Share your thoughts with other travelers

Write a Review

Share your thoughts with other travelers

Write a Review

Customer Reviews

You can now

Stagger

your payment!

Genoa

Nestled in the center of the Italian Riviera, Genoa, stretches for several miles from the hills to the coast. It lives up to its reputation as the cultural capital of Europe, a title won in 2004 due to its theaters, museums, restaurants, cafes, shopping centers, and Europe's largest aquarium. The historic center is said to be the largest medieval quarter in Europe, and features a wealth of churches, palaces, and museums. During the time of the Romans, it served as an important maritime center for the empire, and during the Renaissance, it was known as one of the richest cities of Renaissance Europe.

Visit and explore the Aquarium of Genoa, Piazza De Ferrari, Cattedrale di San Lorenzo, Royal Palace Museum, Via Garibaldi, Galata Museo del Mare, D'Albertis Castle 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.

Chianti Wine Region

Chianti, located in the heart of Tuscany between Florence, Siena and Arezzo, is a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves. With tall green cypress trees and woods bordered with yellow broom, its palette of colors combine to create a painting beautiful enough to rival those of the famous art museums nearby.

Discover and explore the amazing Siena, Castelnuovo Berardenga, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Poggibonsi, Monteriggioni and so much more.

Rome

Rome is undeniably stunning, from its rich ancient culture, delectable cuisine and coffees to its uniquely European experiences. This city is packed full of sights; with thousands of years of history layered upon itself - you'll find everything from Roman ruins to Renaissance art. It's also home to Vatican City, and sights galore.

Explore and discover the Roman Colosseum and the Arch of Constantine, discover the Vatican, the smallest independent state in the world; throw a coin in the Trevi Fountain, marvel at the Pantheon, sit on the Spanish Steps, wander the Piazzas, eat the best gelato, climb Palatine Hill, walk the Ancient Appian Way and so much more!

Destinations

Most Popular Packages

Manage Bookings

Additional Information

Recently Viewed

Who We Are

Destinations

My Booking

About Us

Rail to Road: Genoa - Cinque Terre - Florence - Chianti - Rome

Customize and Book

This 11 night sample itinerary price includes:

Italy

Customer Reviews

Customer Reviews

Stagger

Rail to Road: Genoa - Cinque Terre - Florence - Chianti - Rome