Jutting deep into the Mediterranean Sea, Italy is a vast country, offering a diverse range of landscapes, climates, cuisines, and customs. The alpine lakes of Lombardy and Veneto give way to the rolling hills of Tuscany and Umbria, and the rugged shores of Puglia and Calabria. From Italy’s captivating coastline to its idyllic countryside, the charming towns and vibrant cities of its distinct regions offer ancient ruins, world class art, iconic architecture, and delicious food and wine.
Combine some of the most magical cities in Italy!. Visit Rome (the Eternal City, with the Colosseum and the Roman Forum and delicious food) after that, travel to Florence (home to many masterpieces of Renaissance art and architecture) and next, the amazing 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) and finally, to the Italian Riviera (sapphire blue Mediterranean sea with medieval hilltop hamlets and panoramic vistas) and its charming cities like: Santa Marguerita Ligure and Genoa. Travel between these cities by very convenient train rides.
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
Included:
Flight into Rome and out of Genoa
Hotel for 3 nights in Rome
Train from Rome to Florence
Hotel for 2 nights in Florence
Train from Florence to La Spezia (Gateway to Cinque Terre)
Hotel for 2 nights in Cinque Terre Area
Train from La Spezia to Santa Marguerita Ligure
Hotel for 2 nights in Santa Marguerita Ligure
Train from Santa Marguerita to Genoa (Italian Riviera)
What better way to see picturesque Italy than by car?. From beautiful Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture) and then, pick up your car and drive along the beautiful Chianti Wine Region (famous for its wines). Continue this trip by a stay in Southern Umbria (with lush vegetation and large green spaces, unspoilt by man). Finally, drive to Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) to finish this marvelous trip!.
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
Explore the beautiful Italy! Start with a visit to romantic Venice (a city with rich history, beautiful bridges and gondola rides, atmospheric streets and carnival celebrations), then catch the train for a visit to beautiful Lake Garda, from there continue to artistic Florence and end with a visit to historic Rome (the Eternal City, and center of the Roman Empire that ruled the European Continent for several ages). Travel between cities by train.
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
A perfect introduction to Italy!. Start in Venice (sumptuous palaces and romantic waterways), and after that, pick up your Rental Car and drive along the Tuscany, visiting Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower) and Florence (home to many masterpieces of Renaissance Art and architecture) . After that, continue to Assisi (a hill town in central Italy’s Umbria region) and lastly, enjoy an unforgettable stay in Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food).
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
Cinque Terre means Five Lands, and this popular area offers five miles of rocky coast with small villages born in the 11th Century as fortresses overlooking the sea, in the midst of two capes with hundreds of miles of paths.
Adored by romantic poets, statesmen and royalty, the beautiful Italian lakes are stunning, with mountains that descend to meet the lakeshore and lakeside towns and sumptuous gardens spilling down the waters edge.
The soaring spires of rock, alpine meadows and picture-perfect turquoise lakes of the Dolomites, in the Italian Alps, are simply stunning. Designated a UNESCO World Heritage site, this is a beautiful mountainous region of South Tyrol in northern Italy.
Discover Italy with Tripmasters Signature Transfer Series packages, including private car transfers between your destinations with stops at charming towns, local attractions, UNESCO World Heritage Sites, and more!
Italy is a dream destination for many, but it can be daunting trying to decide what to do and how to 'fit everything in' to your trip. Whether you prefer culinary experiences, relaxing escapes, outdoor adventures, or vibrant cities full of culture, our 'Best of' packages have it all!
SUGGESTED ITINERARIES
Rome - Florence - Venice - Lake Como - Milan by Train
10 nights from
$2,098*
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Combine several of the most popular cities in Italy!. Visit Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food) after that, visit Florence (Italy’s Tuscany region, is home to Renaissance art and architecture) and then, Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges). Continue to Lake Como (natural beauty of its setting and for the handsome villas on its shores) and finally, enjoy Milan (fashion and high-tech capitals of the world; Duomo Cathedral and Vittorio Emanuele II shopping arcade). Transportation between cities are all by trains.
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
An unforgettable journey along Italy. Start in Florence (home to Renaissance art and architecture) and after that, take a train to Rome (the Eternal City, with its stunning architecture and delicious food). Continue south by transfer to visit Sorrento (overlooking the Bay of Naples, this coastal town is famous for its Limoncello liquor and good base for visiting the ancient sites of Pompeii and Herculaneum). From there connect these destinations with Ferries/hydrofoils, first to Capri (known for its magnificent rock formations and the beauty of the natural surroundings) and finally, to Naples (situated near Vesuvius, charming city with its narrow streets, ancient churches, street markets, bars and restaurants).
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
Included:
Flight into Florence and out of Naples
Hotel for 3 nights in Florence
Train from Florence to Rome
Hotel for 3 nights in Rome
Transfer from Hotel in Rome to Hotel in Sorrento via Herculaneum Archaeological Area
Want to experience `La Dolce Vita`in Italy?... Connect Venice (the romantic city set on canals) and then, Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art)
and after that, Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) by train rides. Continue with a flight to beautiful Sicily, where to visit by a transfer: Palermo (Sicily's Crown Jewel, it rewards inquisitive visitors with citrus-filled cloisters, stucco-laced chapels and vintage stores filled with the threads of faded aristocrats) and Catania (a city which exudes youthful vibrancy; great food, even better nightlife, and stunning views keep visitors returning year after year) await you!.
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
Included:
Flight into Venice and out of Catania
Hotel for 3 nights in Venice
Train from Venice to Florence
Hotel for 2 nights in Florence
Train from Florence to Rome
Hotel for 3 nights in Rome
Flight from Rome to Palermo
Hotel for 2 nights in Palermo
Transfer from Hotel in Palermo to Hotel in Catania via Enna
Discover the fascinating Europe visiting Italy with this package. Combine Bari (a major hub on mainland Southern Italy and well known as a port, university city, as well as the city of Saint Nicholas), Lecce (renowned for its beautiful historical structures such as the Basilica di Santa Croce, the Porta Napoli and the Duomo) and Rome (Italy's treasure with two millennia of artistic achievement). These destinations are connected by Trains.
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
Included:
Flight into Bari and out of Rome
Hotel for 3 nights in Bari
Train Bari - Lecce
Hotel for 3 nights in Lecce
Train Lecce - Rome
Hotel for 3 nights in Rome
Rail to Road: Charms of Italy (Venice - Florence - Rome - Sorrento)
8 nights from
$959*
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Take Italy into your own hands!. Start in Venice (sumptuous palaces and romantic waterways), after that, trains rides will take you to Florence (home to many masterpieces of Renaissance Art and architecture) and Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food). From here, catch your Rental Car drive southern to Sorrento (overlooking the Bay of Naples, with stunning vistas, famous for its Limoncello liquor and good base for visiting the ancient sites of Pompeii and Herculaneum), before drive to Naples to drop off the car and take your flight returning home.
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
Milan - Lake Como - Venice - Florence - Rome by Train
12 nights from
$2,498*
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Sample Italy by train with all its best spots!. Start with a visit to Milan (a fashion and shopping capital) then, proceed by train for visits to Lake Como (a favorite destination for celebrities; Italy`s most famous lake); Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and imperial Rome (stunning architecture like the Colosseum and the Roman Forum and delicious food).
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 and its charming Coast!. Enjoy a nice stay in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), after that, continue by train to Florence (Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to The Tuscany Coast (known for its endless sandy beaches and summer nightlife, with this cities as main destinations: Livorno, Forte dei Marmi, Marina di Pietrasanta, Lido di Camaiore, Viareggio and Torre del Lago). Drive back to Florence to drop off the car and finisht this trip with one last night stay.
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
Included:
Flight into Genoa and out of Rome
Hotel for 2 nights in Genoa
Train from Genoa to La Spezia (Entry to Cinque Terre)
Most famous cities in Italy with a unique vacation package in Europe!. Start with a visit to Milan (a fashion and shopping capital) and after that, continue by train to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges), Florence (home to many masterpieces of Renaissance art and architecture) and Imperial Rome (the Eternal City, with the Colosseum, the Roman Forum and delicious food).
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
Travel between these cities by very convenient train rides which allow you an opportunity to observe the lovely countryside in Italy!. From Rome (famous for the Colosseum, Roman Forum, Vatican, and delicious food) travel to Assisi (birthplace of Saint Francis and a UNESCO World Heritage Site) and after that, to Florence (home to many masterpieces of Renaissance Art and architecture). Finally, enjoy Venice (sumptuous palaces and romantic waterways).
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 and Essential Sicily (Palermo - Agrigento - Taormina - Catania) with Signature Transfers
11 nights from
$2,242*
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Italy`s boot and capital city!. Combine pleasant stays in Rome (the Eternal City) with the essential highlights of Sicily Island, including: Palermo (history, culture, architecture and outdoor street markets), the Greek influenced of Agrigento (with its Valley of the Temples), Taormina (with its famous Ancient Greek Theatre) and Catania (cultural, artistic, economical and political centre in Sicily, with imposing mountains and marine reserves). An intercity flight and a private door-to-door service with a stop to visit the UNESCO Heritage Site of Castello di Caccamo (Sicily's largest and best-preserved Norman castles).
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
Included:
Flight into Rome and out of Catania
Hotel for 3 nights in Rome
Flight from Rome to Palermo
Hotel for 2 nights in Palermo
Transfer from Hotel in Palermo to Hotel in Agrigento via Castello di Caccamo
Hotel for 2 nights in Agrigento
Transfer from Hotel in Agrigento to Hotel in Taormina
Hotel for 2 nights in Taormina
Transfer from Hotel in Taormina to Hotel in Catania
Rome - Northern Umbria - San Marino and Bologna (Self Drive)
10 nights from
$1,190*
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Visit Italy`s scenic capital cityand three of the stunning cities with a Rental Car!. Begin in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food). From there, pick up the Rental Car and drive along beautiful landscapes en route to Northern Umbria (green hilly terrain and the abundance of water in the region, which is rich in rivers and lakes). Continue to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics) and finish this trip in Bologna (a thriving university town and architectural gem, plus its legendary traditional cuisine).
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
Included:
Flight into Rome and out of Bologna
Hotel for 3 nights in Rome
Rental Car for 7 days
Hotel for 3 nights in Northern Umbria
Hotel for 2 nights in San Marino
Hotel for 2 nights in Bologna
Driving Time Rome - Northern Umbria: 2 hrs./2 hrs. 30 mins. approx. Northern Umbria - San Marino: 2 hrs. /2 hrs. 30 mins. approx. San Marino- Bologna: 2 hrs. approx.
Rome - Pisa - Florence - Verona - Venice by Train
10 nights from
$1,200*
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There are simply no better cities for an unforgettable vacation in Italy!. Connected by trains, visit: Rome (the Eternal City, with its stunning Colosseum, Roman Forum and delicious food) after that, Pisa (world-renowned Leaning Tower of Pisa and many other architectural wonders) and then, Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture). Continue to Verona (one of the most romantic cities in Italy, due Shakespeare's love story of Romeo and Juliet) and finish with a visit to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges).
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
Start with a visit to romantic Venice, then catch the train for a visit to beautiful Lake Maggiore, from there continue to artistic Florence and end with a visit to historic Rome an historic city and the capital of Italy.
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
Included:
Flight into Venice and out of Rome
Hotel for 3 nights in Venice
Train from Venice to Lake Maggiore
Hotel for 2 nights in Lake Lake Maggiore
Train from Lake Maggiore to Florence
Hotel for 3 nights in Florence
Train from Florence to Rome
Hotel for 3 nights in Rome
Rome - Spoleto - Perugia - Florence by Train
7 nights from
$887*
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Hidden treasures in cities in Italy!. From Rome (the Eternal City, with its Colosseum, Roman Forum and delicious food), travel to Spoleto (ancient city on the foothill of the Apennines, famous for its historical Festival dei Due Mondi) after that, to Perugia (Umbria`s capital, famous for its preserved historic centre, architecture and chocolate making factory) and finally, to Florence (capital of Italy’s Tuscany region, is home to Renaissance art and architecture), connected by train rides.
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
Combine several of the most popular cities in Italy! Rome (Italy`s treasure with two millennia of artistic achievement), Siena, Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower), Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) and Assisi with a rent a car.
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
The country boasts thousands of vineyards found in many of its regions which produce hundreds of famous varieties of wine, from the bold reds in the hills of Tuscany to crisp sparkling wines in the northern lakes region.
From haute cuisine to street vendors, Italy’s food is authentic and surprising - pizza and pasta are only the tip of the iceberg when it comes to the diverse array of unforgettable dishes to enjoy with family or friends.
Italy is home to more UNESCO World Heritage Sites than any other country in the world with 61 designated cultural and natural landmarks. From the Dolomites to the Amalfi Coast, discover ancient ruins, historic city centers, and beautiful natural landscapes.
Sunny days spent on lounge chairs, swimming in beautiful azure waters, and indulging in gelato – this description could define any Italian Seaside Resort trip. Italy is home to one of the biggest islands in the Mediterranean sea, Sicily.
There’s a lot to love about taking an Italy road trip, one of the most beautiful countries in the world that’s best seen from the road and away from the crowds. From north to south and coast to coast, driving in Italy takes you through breathtaking countryside views, incredible mountain scenery through charming small towns and picturesque seaside vistas.
<b>Rome</b> 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.
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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!
With sumptuous palaces and romantic waterways, <b>Venice </b> 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.
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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!
The city of <b>Florence</b> 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.
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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.
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