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Rome - Naples - Taormina - Palermo by Train
36 Customer Feedbacks
9 to 13+ Nigths from $1,429*
This sample price: priced within the past 7 days for arrival on 8/13/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
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36 Customer Feedbacks Overall we had a great trip. Most of the tours were fabulous. I would have changed just a ... more
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!. This exclusive vacation package will deliver on each facet that has made Italy a go-to destination for many visitors; visiting Imperial Rome (the Eternal City, with its stunning architecture like the Colosseum and the 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
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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 Charlotte CLT (NC), US for 10 nights
1511.23 * incl.tax
From Chicago CHI (All Airports)(IL), US for 12 nights
2177.55 * incl.tax
From Columbia CAE (SC), US for 10 nights
1453.38 * incl.tax
From New York City NYC (All Airports) (NY), US for 9 nights
1387.94 * incl.tax
From Panama City ECP (NW Florida Beaches Intl)(FL), US for 9 nights
1259.26 * incl.tax
From Sacramento SMF (CA), US for 11 nights
1624.68 * incl.tax
From Seattle SEA (WA), US for 9 nights
1611.94 * incl.tax
Related Itineraries:
Related Cities:
Rome (398)     Naples (41)     Palermo (Sicily) (12)     Taormina (Sicily) (8)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Rome
  655 hotels
2. Naples
   (68 hotels)
3. Taormina (Sicily)
   (93 hotels)
4. Palermo (Sicily)
   (118 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
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!



2 nights in Naples

The proximity of the city of Naples (Napoli) to the Vesuvius gives its inhabitants a certain edge. Its reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists like it and some hate it outright. Nonetheless, the charm of Naples resides in its narrow streets with numerous ancient churches, street markets, cafes, bars and restaurants, all leading to a 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 candlelit narrow alleys with boutiques, cafes and restaurants on the pedestrianised Corso Umberto.

Visit and explore the great Piazza IX Aprile and San Giuseppe; Cattedrale di San Nicola; Via Circonvallazione, Latomia dei Cappuccini (Quarries); Isola Bella (Beautiful Island); Porta Catania and Palazzo Duca di Santo Stéfano; Palazzo Corvaia; Villa Comunale; Sant'Agostino, and so much more.



2 nights in Palermo (Sicily)

Known as a bridge between the East and West, thanks to its geographic location on the northwestern shore of Sicily, this Italian city is the island's center of tourism. Travelers will discover plenty of historic and cultural attractions in Palermo - 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 large variety of cuisine.

Discover The Cathedral, The Three Markets (Ballarò, Vucciria, Capo), Pizza at Pollicino, Mondello, Teatro Massimo, Castello Utveggio on the top of Mt. Pellegrino, Chiesa della Martorana - a Byzantine Church, Teatro Massimo (3rd largest theatre in Erope), Quattro Canti (represents the four primary districts) and Piazza Pretoria, and so much more.



Book This Package
Flexible Itinerary
Rome
Day 1
Arrive to Rome
Overnight in Rome   655 hotels offered
Optional   733 Things to do
Day 2
Overnight in Rome   655 hotels offered
Optional   733 Things to do
Day 3
Overnight in Rome   655 hotels offered
Optional   733 Things to do
Day 4
Departing from Rome
Transportation to next city by: Train - Rome to Naples
Naples
Day 4
Arrive to Naples
Overnight in Naples   68 hotels offered
Optional   412 Things to do
Day 5
Overnight in Naples   68 hotels offered
Optional   412 Things to do
Day 6
Departing from Naples
Transportation to next city by: Train - Naples to Taormina
Taormina (Sicily)
Day 6
Arrive to Taormina (Sicily)
Overnight in Taormina (Sicily)   93 hotels offered
Optional   82 Things to do
Day 7
Overnight in Taormina (Sicily)   93 hotels offered
Optional   82 Things to do
Day 8
Departing from Taormina (Sicily)
Transportation to next city by: Train - Taormina to Palermo
Palermo (Sicily)
Day 8
Arrive to Palermo (Sicily)
Overnight in Palermo (Sicily)   118 hotels offered
Optional   90 Things to do
Day 9
Overnight in Palermo (Sicily)   118 hotels offered
Optional   90 Things to do
Day 10
Departing from Palermo (Sicily)
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Rome Hotels (655 total)
›
Naples Hotels (68 total)
›
Taormina (Sicily) Hotels (93 total)
›
Palermo (Sicily) Hotels (118 total)
›


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Tours in Rome (733 total)
›
Tours in Naples (412 total)
›
Tours in Taormina (Sicily) (82 total)
›
Tours in Palermo (Sicily) (90 total)
›


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Package Map Picture
Italy

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.
This package
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Price Guidance

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.

Price history for this itinerary (past 7 days):

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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
The proximity of the city of Naples (Napoli) to the Vesuvius gives its inhabitants a certain edge. Its reputation as the most vibrant city in Italy can be a double-edged sword, explaining why some tourists like it and some hate it outright. Nonetheless, the charm of Naples resides in its narrow streets with numerous ancient churches, street markets, cafes, bars and restaurants, all leading to a 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 (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 candlelit narrow alleys with boutiques, cafes and restaurants on the pedestrianised Corso Umberto.

Visit and explore the great Piazza IX Aprile and San Giuseppe; Cattedrale di San Nicola; Via Circonvallazione, Latomia dei Cappuccini (Quarries); Isola Bella (Beautiful Island); Porta Catania and Palazzo Duca di Santo Stéfano; Palazzo Corvaia; Villa Comunale; Sant'Agostino, and so much more.
Palermo (Sicily)
Known as a bridge between the East and West, thanks to its geographic location on the northwestern shore of Sicily, this Italian city is the island's center of tourism. Travelers will discover plenty of historic and cultural attractions in Palermo - 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 large variety of cuisine.

Discover The Cathedral, The Three Markets (Ballarò, Vucciria, Capo), Pizza at Pollicino, Mondello, Teatro Massimo, Castello Utveggio on the top of Mt. Pellegrino, Chiesa della Martorana - a Byzantine Church, Teatro Massimo (3rd largest theatre in Erope), Quattro Canti (represents the four primary districts) and Piazza Pretoria, and so much more.

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