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Milan - Cinque Terre - Florence - Elba Island - Rome
12 to 18+ Nigthsfrom $2,433*
This sample price: priced within the past 7 days for arrival on 10/10/2025, departure from Austin AUS (TX), US. Choose your own departure city, cabin type and dates.
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Visit Italy in style with a multi-city vacation package. Travel to sophisticated Milan (a fashion capital), then, take a train to beautiful La Spezia – Cinque Terre. Take a train again to Florence (Renaissance birthplace and Tuscany capital). After that, you`ll have to take a ferry through Piombino Port to explore Elba Island (an Italian island in the Tyrrhenian Sea’s Tuscan Archipelago National Park). And last but not least, visit Rome (the Eternal City, with the Colosseum and Roman Forum) with a ferry through Piombino Port on the way back.
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
This 12 night sample itinerary includes:
Flight into Milan and out of Rome
Hotel for 2 nights in Milan
Train from Milan to La Spezia ( Gateway to Cinque Terre)
Hotel for 2 nights La Spezia (Cinque Terre)
Train from La Spezia (Cinque Terre) to Florence
Hotel for 3 nights in Florence
Transfer from Hotel in Florence to Piombino Port
Ferry - Piombino to Elba Island - Portoferraio
Hotel for 2 nights in Elba Island
Ferry - Elba Island - Portoferraio to Piombino Port
Rome (401)Florence (230)Milan (74)Cinque Terre Area (16)Piombino (1)Elba Island (1)
Trip Summary
2 nights in Milan
Milan is Italy's window on Europe, its most sophisticated and high-tech metropolis. La Scala, its landmark, is one of Europe's most prestigious opera houses. Milan is one of Europe's top shopping cities, with an incredible concentration of sophisticated, high style boutiques - and that's only fitting because Milan is the dynamo of the Italian fashion industry. Dolce & Gabbana, Ferré, Krizia, Moschino, Prada, Armani, and Versace have all catapulted to international stardom from design studios based here. Inevitably, shopping is of almost religious significance.
Discover The Last Supper by Michelangelo, The Duomo, Pinacoteca di Brera, Quadrilatero d'Oro, Galleria Vittorio Emanuele II, Scala museum and theatre, Piazza Fontana, Arco della Pace, the churches of Santa Maria delle Grazie and San Lorenzo, Corso Venezia and Piazza San Babila, Sforzesco Castle and so much more.
2 nights in 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.
3 nights in 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.
2 nights in Elba Island
Elba Island is an amazing, historic place situated between the Tyrrhenian and Ligurian Seas, and is the largest island of the Tuscan Archipelago. It's a true natural paradise with crystal clear blue waters, numerous beaches, lush green landscapes, beautiful hills, and fantastic flora and fauna. Additionally, the warmth and friendliness of the locals makes it even more inviting. Elba, though, is best known for harboring French Emperor Napoleon during his exile in 1814.
Visit and explore Capoliveri, Portoferraio, Marina di Campo, Porto Azzurro, Procchio Beach, Torre del Martello, Napoleon's Exile and so much more.
3 nights in 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!
For centuries <b>Italy</b> 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.
The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected.
You can change details after selecting your travel date.
*Sample prices on display include ALL taxes & fuel surcharges... read more
close [x] * Sample prices displayed include international and domestic airline tickets as per itinerary and ALL airline-related taxes and fuel surcharges and are per person, based on double occupancy, and are dynamic in nature. Prices do not include insurance or delivery charges which are optional and customizable by the traveler. The airfare portion of the itinerary price is based on economy class, midweek departure. Prices do not include fees for carry on or checked baggage which can add additional fees per ticket on a roundtrip flight based on carrier charges. It also does not include any entrance fees or visa fees that may be charged at international airports. Some cities may charge local taxes that can only be collected by hotel at destination.
Prices were accurate at the time we posted them. Sample prices were for a specific travel date and specific departure airport, as indicated. Your prices will vary according to departure cities and travel dates. We do not control prices (airlines and hotel reservation systems do). Prices may change dynamically and at times significantly numerous times during any given day.
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Milan - Cinque Terre - Florence - Elba Island - Rome
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Milan
Milan is Italy's window on Europe, its most sophisticated and high-tech metropolis. La Scala, its landmark, is one of Europe's most prestigious opera houses. Milan is one of Europe's top shopping cities, with an incredible concentration of sophisticated, high style boutiques - and that's only fitting because Milan is the dynamo of the Italian fashion industry. Dolce & Gabbana, Ferré, Krizia, Moschino, Prada, Armani, and Versace have all catapulted to international stardom from design studios based here. Inevitably, shopping is of almost religious significance.
Discover The Last Supper by Michelangelo, The Duomo, Pinacoteca di Brera, Quadrilatero d'Oro, Galleria Vittorio Emanuele II, Scala museum and theatre, Piazza Fontana, Arco della Pace, the churches of Santa Maria delle Grazie and San Lorenzo, Corso Venezia and Piazza San Babila, Sforzesco Castle and so much more.
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.
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.
Elba Island is an amazing, historic place situated between the Tyrrhenian and Ligurian Seas, and is the largest island of the Tuscan Archipelago. It's a true natural paradise with crystal clear blue waters, numerous beaches, lush green landscapes, beautiful hills, and fantastic flora and fauna. Additionally, the warmth and friendliness of the locals makes it even more inviting. Elba, though, is best known for harboring French Emperor Napoleon during his exile in 1814.
Visit and explore Capoliveri, Portoferraio, Marina di Campo, Porto Azzurro, Procchio Beach, Torre del Martello, Napoleon's Exile and so much more.
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!
From Austin AUS (TX), US for 12 nights
