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Palermo - Trapani - Agrigento - Ragusa - Catania (Self Drive)

11 to 16+ Nights from $1,502*
* This sample price: priced within the past 7 days for arrival on 11/4/2024, departure from Chicago CHI (All Airports)(IL), US. Choose your own departure city and dates.

This 11 night sample itinerary includes:

  • Flight into Palermo and out of Catania
  • Rental Car for 12 days
  • Hotel for 3 nights in Palermo
  • Hotel for 2 nights in Trapani
  • Hotel for 2 nights in Agrigento
  • Hotel for 2 nights in Ragusa
  • Hotel for 2 nights in Catania

The Italian sweet life awaits you in picturesque Sicily, the old-world, idyllic island. This flexible vacation package begins in Palermo (notorious for its grit and glam, where you will uncover forgotten treasures in its museums and marvel at the sparkling sea); next is Trapani (a smaller province with marvelous coasts that alternate steep cliffs and endless beaches), Agrigento (a sensible working class city, with tangled alleys and the spectacular Valley of Temples nearby to discover), continue to Ragusa (perched high above the sea, with Baroque quarters and typical stone houses) and finally Catania (a youthful, energetic city with gritty nightlife, typical Sicilian food, Baroque piazzas and marvelous views). This is a flexible vacation package. Select your number of nights in each city, desired hotel, rental car and activities.

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Flexible Itinerary

  • Palermo (Sicily)

  • Trapani (Sicily)

  • Agrigento (Sicily)

  • Ragusa (Sicily)

  • Catania (Sicily)

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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.

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Palermo (Sicily)
Trapani (Sicily)
Agrigento (Sicily)
Ragusa (Sicily)
Catania (Sicily)
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Trip Summary

  • 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.

  • Trapani (Sicily)

    Trapani juts out into the sea from Sicily`s west, between the Tyrrhenian Sea and the Canal of Sicily. This enchanting land is composed of marvelous coasts that alternate with steep cliffs and endless beaches. The archaeological remains and the small villages where the authentic traditions are still part of daily life make the Province a very attractive destination. Visit and exlpore the Baroque Old Town; The Harbor south of the peninsula; The Beautiful Beaches; Enjoy the good restaurants all over the center; Visit the neighboring Medieval Village of Erice; Egadi Islands, three pearls wedged into the Mediterranean’s blue waters (Favignana, Levanzo and Maréttimo); Trapani and Paceco salt pans; Segesta Temple and Theater; Mount Cofano Nature Reserve, 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.

  • 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.

  • 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.

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