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This sample price: priced within the past 7 days for arrival on 9/15/2025, departure from Boston BOS (MA), 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.
Explore splendid italian Sicily, with its characteristic grit and glam then look no further than this essential package. You will visit 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), the Greek influenced Agrigento, must see Taormina (perched on the edge of a cliff overlooking the Ionian Sea with countless stores, cafes, piazzas, and breathtaking vistas), and end in the youthful, energetic Catania (a city which exudes youthful vibrancy; great food, even better nightlife, and stunning views keep visitors returning year after year). Private transfers connect these destinations. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
This 9 night sample itinerary includes:
Flight into Palermo and out of Catania
Hotel for 3 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
Hotel for 2 nights in Catania
Price history for this itinerary (past 7 days):
From Boston BOS (MA), US for 9 nights
1848.00 * incl.tax
From Chicago CHI (All Airports)(IL), US for 9 nights
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.
2 nights in Agrigento (Sicily)
Agrigento was built in the hilly countryside just off the southern coast of Sicily, on top of the ancient Greek colong town of Akragas. It is known for impressive Greek temples. Located just outside of the city, the Valley of the Temples (Parco Archeologico Valle dei Templi) is the site of the best-preserved Doric temples outside Greece. It's been a UNESCO World Heritage site since 1997. The Greek poet Pindar once called it `the most beautiful city of those inhabited by mortals.
Visit and explore The Valley of the Temples; The Cathedral; The Old Town; Scala Dei Turchi (Stairs of the Turks); The Regional Archaeological Museum; San Lorenzo; Monastero di Santo Spirito; Agigento`s beaches 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.
Catania is the second-largest city in Sicily and is located on the east coast of this Italian southern island. Considering its cultural importance, its position and weather, and its enchanting views of past and present alike, it is the perfect place to visit. Baroque architecture, Roman ruins, tasty cuisine, sizzling volcanoes and Sicilian spirit await you in Catania.
Stroll down the elegant street of Via Etnea; The Cathedral of Sant`Agata; Castello Ursino; Discover collections from the area at Museo Civico; Explore one of the biggest One of the biggest Benedictine monasteries in Europe, Monastero dei Benedettini, 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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Palermo - Agrigento - Taormina - Catania
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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.
Agrigento was built in the hilly countryside just off the southern coast of Sicily, on top of the ancient Greek colong town of Akragas. It is known for impressive Greek temples. Located just outside of the city, the Valley of the Temples (Parco Archeologico Valle dei Templi) is the site of the best-preserved Doric temples outside Greece. It's been a UNESCO World Heritage site since 1997. The Greek poet Pindar once called it `the most beautiful city of those inhabited by mortals.
Visit and explore The Valley of the Temples; The Cathedral; The Old Town; Scala Dei Turchi (Stairs of the Turks); The Regional Archaeological Museum; San Lorenzo; Monastero di Santo Spirito; Agigento`s beaches 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 candlelit narrow alleys with boutiques, cafes and restaurants on the pedestrianised Corso Umberto.
Catania is the second-largest city in Sicily and is located on the east coast of this Italian southern island. Considering its cultural importance, its position and weather, and its enchanting views of past and present alike, it is the perfect place to visit. Baroque architecture, Roman ruins, tasty cuisine, sizzling volcanoes and Sicilian spirit await you in Catania.
Stroll down the elegant street of Via Etnea; The Cathedral of Sant`Agata; Castello Ursino; Discover collections from the area at Museo Civico; Explore one of the biggest One of the biggest Benedictine monasteries in Europe, Monastero dei Benedettini, and so much more.