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This sample price: priced within the past 7 days for arrival on 9/10/2025, departure from New York City NYC (All Airports) (NY), 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.
Italy is a treasure trove of art, culture, religion, tradition, beauty and, of course, food!. Visit Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), famous Naples (home place of delicious and authentic PIZZA an excelente cuisine, known also for its natural beauties), enchanting Taormina (with its famous ancient Greek Theatre) and beautiful Palermo (noted for its history, culture, architecture and outdoor street markets). All of them 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
This 9 night sample itinerary includes:
Flight into Rome and out of Palermo
Hotel for 3 nights in Rome
Train from Rome to Naples
Hotel for 2 nights in Naples
Train from Naples to Taormina
Hotel for 2 nights in Taormina
Train from Taormina to Palermo
Hotel for 2 nights in Palermo
Price history for this itinerary (past 7 days):
From Albuquerque ABQ (NM), US for 9 nights
1111.44 * incl.tax
From Atlanta ATL (GA), US for 9 nights
1393.37 * incl.tax
From Fort Myers RSW (FL), US for 9 nights
1493.00 * incl.tax
From Greenville GSP (SC), US for 9 nights
1441.12 * incl.tax
From New York City NYC (All Airports) (NY), US for 9 nights
1170.20 * incl.tax
From Spokane GEG (WA), US for 14 nights
2568.25 * incl.tax
From Washington WAS (All Airports)(DC), US for 9 nights
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!
2 nights in Naples
Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the cacophony of sounds and images embodying the spirit of the Italian South.
Visit and discover the Ancient Ruins of Pompeii, Climb Mount Vesuvius, sail to the Island of Capri, explore the Nativity Markets, visit the National Archaeological Museum, the Secret Underground World and the San Gennaro Catacombs, visit the Ruins of Herculaneum, enjoy the Piazzas of the city, and so much more.
2 nights in Taormina (Sicily)
Taormina is perched on a series of high terraces overhung with tropical gardens overlooking a breath taking coastline and views of Mount Etna. It oozes elegance, style and glamour which has been created by a rich history full of romantic myths, legends and love stories. The town is full of beautiful flower draped villas and palazzos amongst narrow candlelit alleys with boutiques, cafes and restaurants on the pedestrianised Corso Umberto.
Known as a bridge between the East and West, thanks to its geographic location on the northwestern shore of Sicily, Palermo is the island's center of tourism. Travelers will discover plenty of historic and cultural attractions in the city as the result of a long and dramatic history of conquest.
Years of transitioning between Phoenician, Arab, Byzantine, and Roman rule can be seen today in a city full of souk-like bazaars, diverse architectural styles, and a delicious variety of cuisine.
Discover the Cathedral, the three markets (Ballarò, Vucciria, Capo), eat pizza at Pollicino, visit Mondello, Castello Utveggio on the top of Mt. Pellegrino, Chiesa della Martorana (a Byzantine Church), Teatro Massimo (3rd largest theatre in Europe), Quattro Canti (represents the four primary districts), Piazza Pretoria, 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 - Naples - Taormina - Palermo 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!
Naples reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists love it and others hate it outright. As far as Italian cliches go, Naples seems to encapsulate them all, from the home of pizza and gelato to mandolin playing musicians. Nonetheless, the charm of Naples resides in its narrow streets, ancient churches, street markets, cafes, bars and restaurants, all contributing to the cacophony of sounds and images embodying the spirit of the Italian South.
Visit and discover the Ancient Ruins of Pompeii, Climb Mount Vesuvius, sail to the Island of Capri, explore the Nativity Markets, visit the National Archaeological Museum, the Secret Underground World and the San Gennaro Catacombs, visit the Ruins of Herculaneum, enjoy the Piazzas of the city, and so much more.
Taormina is perched on a series of high terraces overhung with tropical gardens overlooking a breath taking coastline and views of Mount Etna. It oozes elegance, style and glamour which has been created by a rich history full of romantic myths, legends and love stories. The town is full of beautiful flower draped villas and palazzos amongst narrow candlelit alleys with boutiques, cafes and restaurants on the pedestrianised Corso Umberto.
Known as a bridge between the East and West, thanks to its geographic location on the northwestern shore of Sicily, Palermo is the island's center of tourism. Travelers will discover plenty of historic and cultural attractions in the city as the result of a long and dramatic history of conquest.
Years of transitioning between Phoenician, Arab, Byzantine, and Roman rule can be seen today in a city full of souk-like bazaars, diverse architectural styles, and a delicious variety of cuisine.
Discover the Cathedral, the three markets (Ballarò, Vucciria, Capo), eat pizza at Pollicino, visit Mondello, Castello Utveggio on the top of Mt. Pellegrino, Chiesa della Martorana (a Byzantine Church), Teatro Massimo (3rd largest theatre in Europe), Quattro Canti (represents the four primary districts), Piazza Pretoria, and so much more.