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Catania - Syracuse - Ragusa - Agrigento - Palermo (Self Drive)
6 Customer Feedbacks
11 to 16+ Nigths from $1,420*
This sample price: priced within the past 7 days for arrival on 12/3/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
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6 Customer Feedbacks All of our Hotels were very nice - no complaints about any of them. Except - the voucher ... 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.
Our rental car vacation packages are some of our most popular because they allow you to take total control of your experience! Explore Italy! See Sicily and all its glory - from grit to glam. Begin in Catania (a youthful city with enviable food and culture), before heading off to Syracuse (where Ancient Greek ruins rise out of lush citrus orchards, and café tables spill out of the streets along the sparkling sea), next visit overlooked Ragusa (a sensible city with tangled alleyways, Baroque piazzas, and stone homes), then lovely Agrigento (with its medieval quarter and the nearby dazzling Valley of the Temples) before ending in popular Palermo (quintessential Sicily; vintage stores, fantastic food, opera, vineyards, and more overlooking the sparkling sea - be prepared to fall in love!). Spend as much time as you like in each destination and see the sights that interest you the most! This is a flexible vacation package. Select your number of nights in each city, desired hotels, rental car and activities.
This 11 night sample itinerary includes:
  • Rental car for 12 days
  • Hotel for 3 nights in Catania
  • Hotel for 2 nights in Syracuse
  • Hotel for 2 nights in Ragusa
  • Hotel for 2 nights in Agrigento
  • Hotel for 2 nights in Palermo
Price history for this itinerary (past 7 days):
From Chicago CHI (All Airports)(IL), US for 13 nights
1698.21 * incl.tax
From Houston HOU (Hobby) (TX), US for 11 nights
1714.57 * incl.tax
From New York City NYC (All Airports) (NY), US for 11 nights
1419.69 * incl.tax
From San Antonio SAT (TX), US for 11 nights
1852.42 * incl.tax
Related Itineraries:
Related Cities:
Palermo (Sicily) (12)     Catania (Sicily) (9)     Agrigento (Sicily) (6)     Syracuse (Sicily) (3)     Ragusa (Sicily) (2)    
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With Int'l Flight     Without Int'l Flight
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Destination
Arrival date
Stay
1. Catania (Sicily)
  72 hotels
2. Syracuse (Sicily)
   (80 hotels)
3. Ragusa (Sicily)
   (53 hotels)
4. Agrigento (Sicily)
   (47 hotels)
5. 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 Catania (Sicily)

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.



2 nights in Syracuse (Sicily)

Syracuse (Siracusa, in Italian), is part of the UNESCO World Heritage List, and was once considered one of the most impressive cities in the Greek World, competing for supremacy with Athens and even taking on the rising powers of Rome and Carthage. Located on the southeastern coast of the Italian island of Sicily, Syracuse is the capital of the province of Syracuse and offers a myriad of ancient attractions including the Greek Theatre, the Temple of Apollo, and the Castello Maniance.

Visit and explore the great Greek Theater, Latomia del Paradiso (Quarries) and the Ear of Dionysius, Santa Maria delle Colonne (Cathedral), San Giovanni Crypt and Catacombs, Latomia dei Cappuccini (Quarries), Santa Lucia, Temple of Apollo, Roman Amphitheater and Altar of Hiero II, Foro Italico and Fonte Arethusa, Eurialo Castle, and so much more.



2 nights in Ragusa (Sicily)

Ragusa is one of the best known of the baroque towns of South Eastern Sicily. Its intriguing history, grand cathedrals and palaces, and divine food and drink provide visitors with endless opportunities for excitement. It is divided into two communities - the old Ragusa Ibla and new Ragusa. Sitting on the hill is Ragusa Superiore, a busy workaday town with grid-pattern streets and all the characteristics of a modern provincial capital, while etched into the hillside further down is Ragusa Ibla (old town). This sloping area of narrow alleyways, grey stone houses and baroque palazzi on handsome squares is Ragusa's historic center and it's quite magnificent.

Visit and explore the Ragusa Ibla (Old Town): A UNESCO World Heritage Site; Marina di Ragusa: A Popular Coastal Spot; Cathedral of San Giovanni; San Giorgio; Chiesa di Santa Maria dell'Itria; Chiesa delle Santissime Anime del Purgatorio; Castello di Donnafugata; Temple Chiesa di San Giuseppe, Santa Maria delle Scale, Museo Archeologico Ibleo, 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 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
Catania (Sicily)
Day 1
Arrive to Catania (Sicily)
Overnight in Catania (Sicily)   72 hotels offered
Optional   77 Things to do
Day 2
Overnight in Catania (Sicily)   72 hotels offered
Optional   77 Things to do
Day 3
Overnight in Catania (Sicily)   72 hotels offered
Optional   77 Things to do
Day 4
Departing from Catania (Sicily)
Transportation to next city by: Rental Car
Syracuse (Sicily)
Day 4
Arrive to Syracuse (Sicily)
Overnight in Syracuse (Sicily)   80 hotels offered
Optional   30 Things to do
Day 5
Overnight in Syracuse (Sicily)   80 hotels offered
Optional   30 Things to do
Day 6
Departing from Syracuse (Sicily)
Transportation to next city by: Rental Car
Ragusa (Sicily)
Day 6
Arrive to Ragusa (Sicily)
Overnight in Ragusa (Sicily)   53 hotels offered
Optional   4 Things to do
Day 7
Overnight in Ragusa (Sicily)   53 hotels offered
Optional   4 Things to do
Day 8
Departing from Ragusa (Sicily)
Transportation to next city by: Rental Car
Agrigento (Sicily)
Day 8
Arrive to Agrigento (Sicily)
Overnight in Agrigento (Sicily)   47 hotels offered
Optional   4 Things to do
Day 9
Overnight in Agrigento (Sicily)   47 hotels offered
Optional   4 Things to do
Day 10
Departing from Agrigento (Sicily)
Transportation to next city by: Rental Car
Palermo (Sicily)
Day 10
Arrive to Palermo (Sicily)
Overnight in Palermo (Sicily)   118 hotels offered
Optional   89 Things to do
Day 11
Overnight in Palermo (Sicily)   118 hotels offered
Optional   89 Things to do
Day 12
Departing from Palermo (Sicily)
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Catania (Sicily) Hotels (72 total)
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Syracuse (Sicily) Hotels (80 total)
›
Ragusa (Sicily) Hotels (53 total)
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Agrigento (Sicily) Hotels (47 total)
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Palermo (Sicily) Hotels (118 total)
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Tours in Catania (Sicily) (77 total)
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Tours in Syracuse (Sicily) (30 total)
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Tours in Ragusa (Sicily) (4 total)
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Tours in Agrigento (Sicily) (4 total)
›
Tours in Palermo (Sicily) (89 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.
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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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Catania - Syracuse - Ragusa - Agrigento - Palermo (Self Drive)
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Catania (Sicily)
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.
Syracuse (Sicily)
Syracuse (Siracusa, in Italian), is part of the UNESCO World Heritage List, and was once considered one of the most impressive cities in the Greek World, competing for supremacy with Athens and even taking on the rising powers of Rome and Carthage. Located on the southeastern coast of the Italian island of Sicily, Syracuse is the capital of the province of Syracuse and offers a myriad of ancient attractions including the Greek Theatre, the Temple of Apollo, and the Castello Maniance.

Visit and explore the great Greek Theater, Latomia del Paradiso (Quarries) and the Ear of Dionysius, Santa Maria delle Colonne (Cathedral), San Giovanni Crypt and Catacombs, Latomia dei Cappuccini (Quarries), Santa Lucia, Temple of Apollo, Roman Amphitheater and Altar of Hiero II, Foro Italico and Fonte Arethusa, Eurialo Castle, and so much more.
Ragusa (Sicily)
Ragusa is one of the best known of the baroque towns of South Eastern Sicily. Its intriguing history, grand cathedrals and palaces, and divine food and drink provide visitors with endless opportunities for excitement. It is divided into two communities - the old Ragusa Ibla and new Ragusa. Sitting on the hill is Ragusa Superiore, a busy workaday town with grid-pattern streets and all the characteristics of a modern provincial capital, while etched into the hillside further down is Ragusa Ibla (old town). This sloping area of narrow alleyways, grey stone houses and baroque palazzi on handsome squares is Ragusa's historic center and it's quite magnificent.

Visit and explore the Ragusa Ibla (Old Town): A UNESCO World Heritage Site; Marina di Ragusa: A Popular Coastal Spot; Cathedral of San Giovanni; San Giorgio; Chiesa di Santa Maria dell'Itria; Chiesa delle Santissime Anime del Purgatorio; Castello di Donnafugata; Temple Chiesa di San Giuseppe, Santa Maria delle Scale, Museo Archeologico Ibleo, and so much more.
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.
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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