Curated Hotels & Services
7 nights from $1,227*
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You'll find millennia of history and heritage in the Italian capital and its most famous cities! Let Tripmasters make your Italian holiday easy, visiting Rome (the Eternal City, with its stunning architecture and rich religious history), Florence (an artists haven with a surprisingly political past), and Venice (the romantic city set on canals); all contribute to the fascinating and diverse Italian traditions.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
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7 nights from $1,128*
Explore some of the awe-inspiring wonders of Italy!. Enjoy a stay in Rome (the Eternal City), visiting its most famous landmark: the Colosseum; then discover the secrets of the Renaissance with a local guide who brings the heart of Florence to life, and finally for a coastal retreat, visit La Spezia (the port city and the gateway to the UNESCO World Heritage Cinque Terre Villages). The train stops in La Spezia, but if you choose a hotel in one of the Cinque Terre Villages, you will need to buy a Cinque Terre pass at the train station and continue your journey.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Includes:
7 nights from $1,128*
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8 nights from $2,274*
Discover thousands of years of history and breathtaking coastal beauty across Italy's most iconic destinations! Let us make your Italian holiday effortless, visiting Venice (the romantic floating city) and Florence (an artist's haven), explored via guided city tours, after that you will visit Rome (the Eternal City, including an immersive Colosseum tour), and last but not least, the unique Sorrento (a clifftop paradise offering a Capri Island cruise). Revel in the fascinating and diverse Italian traditions, and enjoy seamless travel between destinations.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Includes:
8 nights from $2,274*
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11 nights from $1,659*
The Ultimate Grand Tour: Rome, Florence, Venice, and the Northern Lakes! Discover ancient Rome (the Eternal City) and its famous Colosseum, Florence (home of artistic Italy’s Renaissance) and Venice (set on gorgeous canals) before heading to the shimmering shores of Lake Como (known for the natural beauty of its setting and the handsome villas that line its shores), culminating in a special encounter with Da Vinci’s Masterpiece Last Supper in Milan (one of the fashion and high-tech capitals of the world).
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
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11 nights from $1,659*
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6 nights from $2,044*
Find the soul of Italy in the warm glow of the Tyrrhenian sun! Walking down the streets of Naples (a vibrant, edgy city that defines La Dolce Vita, for which Italy is famous) you find markets and main atractions; but even better, you will enjoy unforgettable views over the sea cruising along the scenic Amalfi Coast (stunning cliffs, beaches and colorful villages with steep and narrow streets) and to Capri Island from Sorrento (a lively coastal town famous for its Limoncello liquor and a good base for visiting the ancient sites of Pompeii and Herculaneum). Your Chauffeured Collection Transfers ensure effortless exploration, with stops to discover: the Roman frescoes of Villa de Poppaea and Ravello, the Stabia Archeolofical Site and the beauty of Positano (dramatic vertical landscape, colorful houses cascading down to the sea).
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Find the soul of Italy in the warm glow of the Tyrrhenian sun! Walking down the streets of Naples (a vibrant, edgy city that defines La Dolce Vita, for which Italy is famous) you find markets and main atractions; but even better, you will enjoy unforgettable views over the sea cruising along the scenic Amalfi Coast (stunning cliffs, beaches and colorful villages with steep and narrow streets) and to Capri Island from Sorrento (a lively coastal town famous for its Limoncello liquor and a good base for visiting the ancient sites of Pompeii and Herculaneum). Your Chauffeured Collection Transfers ensure effortless exploration, with stops to discover: the Roman frescoes of Villa de Poppaea and Ravello, the Stabia Archeolofical Site and the beauty of Positano (dramatic vertical landscape, colorful houses cascading down to the sea).
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Includes:
6 nights from $2,044*
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9 nights from $2,379*
Our most popular combination in Italy just got better!. With this flexible vacation package you will visit Rome itself (from the majestic Colosseum to the breathtaking Sistine Chapel in the Vatican), Florence (famed for its museums like Uffizzi and Accademia, the Palatine Gallery and Pitti Palace) and Venice (with its rich history, St Mark`s Basilica and The Doge Palace, beautiful bridges, gondola rides and carnival celebrations) and enjoy visiting their major sites, sample incredible food, and see inspiring art from centuries of celebrated artists!. These are just highlights of what makes each of these cities famous, so be sure to come back to enjoy even more in depth!..
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Our most popular combination in Italy just got better!. With this flexible vacation package you will visit Rome itself (from the majestic Colosseum to the breathtaking Sistine Chapel in the Vatican), Florence (famed for its museums like Uffizzi and Accademia, the Palatine Gallery and Pitti Palace) and Venice (with its rich history, St Mark`s Basilica and The Doge Palace, beautiful bridges, gondola rides and carnival celebrations) and enjoy visiting their major sites, sample incredible food, and see inspiring art from centuries of celebrated artists!. These are just highlights of what makes each of these cities famous, so be sure to come back to enjoy even more in depth!..
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Includes:
9 nights from $2,379*
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9 nights from $2,427*
Dive into Sicily’s ancient ruins and scenic shores in Italy. Uncover history, culture, architecture, and outdoor street markets with a passionate local guide in Palermo. Continue this trip in Agrigento (home to the Valley of the Temples with the best preserved Greek ruins outside Greece), up next is Syracuse (a former stronghold of the Greek empire; full of medieval and Baroque buildings). Enjoy door-to-door service with UNESCO stops at the Norman Castello di Caccamo, the world-famous mosaics of Piazza Armerina, and the ancient Necropolis of Pantalica before reaching Taormina (overlooking the Ionian Sea, with countless stores, cafes, piazzas, and breathtaking vistas), where you will take a day trip to mighty Mount Etna (renowned for its exceptional level of volcanic activity).
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Dive into Sicily’s ancient ruins and scenic shores in Italy. Uncover history, culture, architecture, and outdoor street markets with a passionate local guide in Palermo. Continue this trip in Agrigento (home to the Valley of the Temples with the best preserved Greek ruins outside Greece), up next is Syracuse (a former stronghold of the Greek empire; full of medieval and Baroque buildings). Enjoy door-to-door service with UNESCO stops at the Norman Castello di Caccamo, the world-famous mosaics of Piazza Armerina, and the ancient Necropolis of Pantalica before reaching Taormina (overlooking the Ionian Sea, with countless stores, cafes, piazzas, and breathtaking vistas), where you will take a day trip to mighty Mount Etna (renowned for its exceptional level of volcanic activity).
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Includes:
9 nights from $2,427*
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9 nights from $1,189*
Experience Italy by train!. Travel to Rome (famous for the Colosseum, Roman Forum, Vatican and delicious food), after that, 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), next is Florence (home to many masterpieces of Renaissance Art and architecture) and finally, Venice (set on gorgeous canals, intimate Gondola rides and under sculpted bridges). Travel between these cities by very convenient train rides which allow you an opportunity to observe the lovely countryside.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Experience Italy by train!. Travel to Rome (famous for the Colosseum, Roman Forum, Vatican and delicious food), after that, 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), next is Florence (home to many masterpieces of Renaissance Art and architecture) and finally, Venice (set on gorgeous canals, intimate Gondola rides and under sculpted bridges). Travel between these cities by very convenient train rides which allow you an opportunity to observe the lovely countryside.
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Includes:
Find a package. We have many more!
From the Roman Empire to the Renaissance, Italy is famous for its huge contributions to the worlds of art, architecture, fashion, opera, literature, design, and film – the list goes on, and we haven`t even mentioned the food yet. The country has more UNESCO World Heritage cultural sites than any other country in the world.
Artistic masterpieces, medieval hill towns, majestic mountains, Mediterranean beaches, bustling markets and mouth-watering cuisine - Italy really is a country that has it all, and that's why it is one of the most-traveled destinations in Europe.
There are so many highlights in this gorgeous country - from the canals of Venice to the museums of Florence and the surrounding countryside of Tuscany and its Hill Towns
to the cobblestone streets of Rome to the cliffs of Positano… and beyond.
Rome is one of the most iconic and most traveled cities in Europe and you could spend days getting lost in this amazing destination. The most picturesque spots in Italy might just be Cinque Terre and all the stops along the Amalfi Coast. Positano is the gem of the Amalfi Coast and is arguably the most beautiful and most charming town in the whole of Italy.
Like all popular European destinations, Italy sees visitors throughout the year - rain, snow or shine. And all of these are a possibility depending on when you visit Italy. Every season in this country has its charm, as well as its drawbacks, so when to go depends on your travel type and what activities you are interested in.
Generally speaking, the best times to visit are during the `shoulder seasons` which is spring (April to June) or fall (September and October) when there are fewer tourists, lower prices, and moderate temperatures. The summer months bring an influx of tourists and increases in hotel rates, and higher temperatures. The winter months are often grey, wet, and cold in the north but temperate south of Rome. Here is an overview of Italy in all four seasons that will help you decide what`s the best time of year for you to visit. For more information, check out: Best Time to Visit Italy
We recommend 7-12 days based on what you want to see and do. We offer flexible vacation packages so you can select your number of nights in each city, desired hotel and activities. We suggest a minimum of 3 nights in larger cities.
Whatever your pleasure, transportation in Italy is modern, easy to navigate and fits a variety of budget ranges.
By Car:
If it's the open road you're after, renting a car is the best way to travel in Italy. All the typical car rental companies are available at the major airports. Specify automatic or manual transmission, as car transportation in Italy (and Europe, for that matter) is usually manual. On the small, winding country roads, manners usually win out, and major highways span the country to help ease access to the major cities. For more information on getting around by car, check out: Driving in Italy
By Train:
Train travel in Italy is an excellent way to take the stress out of planning routes. Though you can't get to the smallest towns by train, the medium-sized and, of course, the major stops are on train routes.
The currency of Italy is the Euro. US dollars are not accepted. Please be sure to have the correct currency on hand or be prepared to exchange your dollars for euros upon arrival. Currency exchange desks can be found at the airport and many locations throughout the city. For more detailed information, consult our guide by clicking here Tipping in Italy.
English may be spoken at your hotel and in the tourist areas, but not everywhere. We suggest you get a good English-Italian guidebook and familiarize yourself with common phrases such as hello, goodbye, excuse me and numbers 1-10.
One of the biggest advantages of using Tripmasters to book your Italy vacation package is choice. You can easily customize multi-city travel itineraries, choosing from a wide selection of curated hotels, activities, and transportation options. Our Italy vacation packages are perfect for travelers who love independence, but appreciate expert planning behind the scenes.
Absolutely! Please visit our Luxury Vacations page to discover our bespoke private guided luxury vacations to Italy as well as Tripmasters own customization platform where you will find high-end hotels, exclusive activities, VIP experiences, and private chauffeured transfer services expertly curated for the discerning luxury traveler.
Experience Rome - Florence - Venice (7 nights)
Customizable Italy vacation packages featuring multi-city itineraries. Book best Rome - Florence - Venice by Train. Custom multi-city, multi-country Italy vacations.
Includes:
Flight into Rome and out of Venice,
Hotel for 3 nights in Rome,
Train from Rome to Florence,
Hotel for 2 nights in Florence,
Train from Florence to Venice,
Hotel for 2 nights in Venice
Curated Experiences Based on Availability: ,
Rome Colosseum Tour,
Guided city tours of Florence and Venice, visiting iconic sites and popular neighborhoods
Your price will only include confirmed activities; some tours may collect for entrance fees or attraction tickets on site.
Easily upgrade your vacation to a Luxury Private Guided experience, featuring upgraded hotels, curated private activities, and more, or try our flexible Essential Series package with hotels, transportation and optional activities that you can customize!
Yes, you can combine with: San Marino | Malta
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