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Sicily Vacation Packages

Discover this beguiling Italian island, a rich center of Mediterranean culture and home to some of Europe’s most enchanting vistas.

At some point during its history, Sicily has been occupied by almost every major Mediterranean civilization. The area continues to serve as an important crossroad between Africa and Europe. This largest of Italy’s islands has landscape with a mesmerizing combination of crystal clear seas, rumbling volcanoes, lush vegetation and ancient ruins. Dive, swim, hike and climb across Sicily and its offshore islands. Sample the region’s unique and delicious cuisine as you travel from town to town.

Sicily’s capital, Palermo, is an intriguing mix of architectural styles and cultures. The city has been ruled by Phoenicians, Romans, Arabs and Normans, each of which has left its mark on the city. Today, Palermo’s streets are filled with a pleasing jumble of Roman, Byzantine and Arab-Norman architecture. Walk through the infamously chaotic streets, enjoying the bustling atmosphere of its outdoor markets and public squares. 

Taormina is one of Sicily’s most enchanting towns. From its magnificent mountainside setting, the town offers stunning views of the Ionian Sea and the peak of Mount Etna. Wander down the busy main street lined with upscale shops or explore Teatro Greco, a gorgeous Greek theater constructed in the 3rd century B.C. Discover lovely medieval churches throughout the town and trek along the hiking paths extending into the surrounding hillsides.

Venture to the UNESCO-protected Aeolian Islands, located off Sicily’s northeastern coast. This archipelago of seven islands draws outdoor enthusiasts, offering opportunities to hike active volcanoes, swim in deep blue waters and snorkel over underwater fumaroles. Relax on the black-sand beaches of the small island of Vulcano, join well-heeled visitors spending their summers on Panarea or escape the crowds on remote Alicudi.

Sicily is served by three main airports: Palermo, Catania and Trapani. You’ll have no trouble reaching the region’s cities and coastal resorts by bus and train, but a car or motorbike is generally necessary if you want to explore more remote areas.

Top Hotel Deals

See all 11,465 properties in Sicily
Hotel Ariston & Palazzo Santa Caterina SG$86
Hotel Ariston & Palazzo Santa Caterina

Hotel Ariston & Palazzo Santa Caterina

Via Bagnoli Croce, Taormina, ME
    of 5, from 424 reviews
    4.0 out of 5.0

    Situated in the historical district, this hotel is within a 15-minute walk of Parco Duca di Cesaro, Corso Umberto and Taormina Cable Car. Greek Theatre and Isola Bella are also within 3 miles (5 km).

    Astoria Palace Hotel SG$54
    Astoria Palace Hotel

    Astoria Palace Hotel

    Via Montepellegrino 62, Palermo, PA
      of 5, from 855 reviews
      4.0 out of 5.0

      Located in the heart of Palermo, this hotel is within 1 mile (2 km) of Villa Zito, Palermo Harbour and Via Roma. Politeama Garibaldi Theater and Teatro Massimo are also within 2 miles (3 km). Giachery Station is 5 minutes by foot and Fiera Station is 9 minutes.

      Catania International Airport Hotel SG$112
      Catania International Airport Hotel

      Catania International Airport Hotel

      Via San Giuseppe La Rena, 94, Catania, CT
        of 5, from 843 reviews
        4.0 out of 5.0

        Located in San Giorgio-Librino-San Giuseppe la Rena-Zia Lisa-Villaggio Sant'Agata, this hotel is within 3 miles (5 km) of Catania Harbour, Catania Beach and Catania Cathedral. Via Etna is 2.1 mi (3.3 km) away. Catania Acquicella Station is 26 minutes by foot.

        Hotel Villa Paradiso SG$117
        Hotel Villa Paradiso

        Hotel Villa Paradiso

        Via Roma 2, Taormina, ME
          of 5, from 602 reviews
          4.0 out of 5.0

          Located in the centre of Taormina, this family-friendly hotel is within a 10-minute walk of Corso Umberto, Greek Theatre and Taormina Cable Car. Piazza del Duomo and Isola Bella are also within 3 mi (5 km).