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Rome - Tuscany - The Veneto - Lake Como - Milan by Train
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13 to 19+ Nigthsfrom $1,800*
This sample price: priced within the past 7 days for arrival on 10/15/2025, departure from Houston HOU (Hobby) (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.
Sample Italy with this unique, customizable vacation package!. Begin in Rome (the eternal city). From there, the train will allow to admire the beautiful tuscany countryside and its main cities, like: Siena (medieval atmosphere, time has stood still in this quaint city), Pisa (famous for its Leaning Tower) and Florence (home to Renaissance art and architecture). Continue to Verona (famous as home to star-crossed lovers Romeo and Juliet) in The Veneto Region, and after that, to Venice (romance and magic flow through this canal city). Finally, visit Lake Como (Italy`s most famous lake and home to international celebrities) and Milan (a world fashion capital).
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
Rome (401)Venice (218)Pisa (20)Florence (230)Milan (74)Siena (29)Lake Como (16)Verona (12)
Trip Summary
2 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!
1 nights in 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.
1 nights in Pisa
Pisa is a legendary city and one of the most famous in this region of Italy. Although best known for the world famous Leaning Tower, there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. It is one of the smaller cities in Tuscany, but has historically been one of the most important and influential.
Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri, Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower and so much more.
2 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.
1 nights in Verona
The city of Verona rivals Venice in terms of mystique and romance. The allure of Romeo and Juliet draws visitors to Verona, making it the most visited city in the region after Venice. Aside from Shakespeare's tragic tale, Verona is a charming Renaissance city, with numerous medieval palazzi, churches, towers, and centuries old piazzas. Other sites of interest are the Roman amphitheatre (the third largest in Italy), Arco dei Gavi, and the Basilica of San Zeno.
Visit and explore the Verona Arena, Piazza delle Erbe, Castelvecchio Museum, Ponte Scaligero, Basilica di San Zeno Maggiore, Ponte Pietra, Basilica di Santa Anastasia, and so much more.
2 nights in Venice
With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or on TV, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice; and where you cannot walk, you go by water.
Explore Piazza San Marco, stroll across the Rialto Bridge, get lost in the endless canals, admire the Basilica Santa Maria della Salute, visit the San Giorgio dei Greci, walk around the Jewish Ghetto, learn about Venice's musical history, tour Venice's unique architecture at Campo Santa Maria Formosa, celebrate one of Venice's many festivals, go window shopping, and so much more!
2 nights in Lake Como
Situated less than an hour by train or car from Milan, Como is a remarkable destination, not only for being a backdrop for one of the Star Wars movies, but more importantly for its beauty. The dramatic scenery of the azure lake makes this little town a romantic destination rivaling Venice. All romance aside, Como is a serene place to escape from the madness of modern life, where visitors can savor every moment.
Visit and explore the amazing city of Bellagio, Como, Villa Serbelloni, Villa Carlotta, Villa d`Este, Villa del Balbianello, Menaggio, Varenna and so much more.
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.
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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Rome - Tuscany - The Veneto - Lake Como - Milan by Train
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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!
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.
Pisa is a legendary city and one of the most famous in this region of Italy. Although best known for the world famous Leaning Tower, there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. It is one of the smaller cities in Tuscany, but has historically been one of the most important and influential.
Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri, Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower 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.
The city of Verona rivals Venice in terms of mystique and romance. The allure of Romeo and Juliet draws visitors to Verona, making it the most visited city in the region after Venice. Aside from Shakespeare's tragic tale, Verona is a charming Renaissance city, with numerous medieval palazzi, churches, towers, and centuries old piazzas. Other sites of interest are the Roman amphitheatre (the third largest in Italy), Arco dei Gavi, and the Basilica of San Zeno.
Visit and explore the Verona Arena, Piazza delle Erbe, Castelvecchio Museum, Ponte Scaligero, Basilica di San Zeno Maggiore, Ponte Pietra, Basilica di Santa Anastasia, and so much more.
With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or on TV, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice; and where you cannot walk, you go by water.
Explore Piazza San Marco, stroll across the Rialto Bridge, get lost in the endless canals, admire the Basilica Santa Maria della Salute, visit the San Giorgio dei Greci, walk around the Jewish Ghetto, learn about Venice's musical history, tour Venice's unique architecture at Campo Santa Maria Formosa, celebrate one of Venice's many festivals, go window shopping, and so much more!
Situated less than an hour by train or car from Milan, Como is a remarkable destination, not only for being a backdrop for one of the Star Wars movies, but more importantly for its beauty. The dramatic scenery of the azure lake makes this little town a romantic destination rivaling Venice. All romance aside, Como is a serene place to escape from the madness of modern life, where visitors can savor every moment.
Visit and explore the amazing city of Bellagio, Como, Villa Serbelloni, Villa Carlotta, Villa d`Este, Villa del Balbianello, Menaggio, Varenna and so much more.
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.