Holidays in Sicily

Where Europe meets Africa, Sicily has always had an on-the-brink feeling. Italy's most southern province, Sicilians are Latin by adoption only. Named tricarnia in antiquity due to its triangular shape, Sicily's three corners have striking contrasts. The Ancient Greeks settled in the east. This coastline is scattered with Greek artefacts from the ancient city of Siracusa (the New York of the Hellenic world), Agrigento's marvellous Valley of the Temples to Taormina's dramatic cliff-top theatre. Home to Europe's largest volcano, Mt Etna, this is a land of fertile terraces, bougainvillaea-decked squares and rocky volcanic shores.

The west is a former Arab kingdom, Palermo's Conca d'Oro (a ring of citrus groves) is an Arabian import. Many towns with their white-washed low walled square houses, such as Marettimo, would not look out of place in North Africa. The countryside is gentler here, than on Etna's flanks, characterised by sloping vine-terraced hills giving way to shingle coves and sandy bays lapped by sapphire waters. The South has always been the preserve of the Spanish - Ragusa, Noto and Ispica were all rebuilt according to Spanish Baroque in the C17 after an earthquake. Today their cathedrals could grace any Andalucian square. These gracious towns perch above dramatic limestone gorges, lined with oleander and carob trees. On the coast, you'll find miles of unspoilt, wide sandy beaches.

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Secrets of Sicily Walking

Walking in the Zingaro Nature Reserve

From $1565 per person

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This triple centre holiday explores the unspoilt north western tip of Sicily and the nearby Egadi islands. It's a relatively undiscovered region where highlights include pristine sandy beaches, coral-lined grottoes, ancient hill villages and marvellously preserved nature reserves.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 3 evening meals
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

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Secrets of Sicily Cycling

Scopello coast, Sicily

From $1765 per person

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This 7-night cycling route explores Sicily's unspoilt western coast, a sun-drenched landscape of golden bays, azure waters, swaying vines and tiny farming hamlets unchanged over the years. Lots of historic interest too: mediaeval Erice, ancient Segesta and sea-facing Marsala.

Departures:
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  • 7 nights, hotel-to-hotel
  • All continental breakfasts and 6 evening meals included
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.
  • Option to hire electric bikes.

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Islands of Sicily Walk

Taormina's Greek theatre

From $2090 per person

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Undoubtedly one of the most spectacular, varied and unique walks in our portfolio, taking in the beautiful Aeolian Islands as well as the immense and impressive Mount Etna - the largest active volcano in Europe!

Departures:
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  • 9 nights, hotel-to-hotel
  • All continental breakfasts
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Perfect for couples.
  • Follow stunning coastal routes.
  • Delightful island holidays.

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A Taste of Sicily Cycling

Ragusa Ibla

From $2790 per person

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This ten-night, self-guided cycling holiday provides a wonderful introduction to Sicily’s south east, a part of the island renowned for its beautiful, unspoilt coastline, spectacular Baroque architecture and sumptuous regional cuisine.

Departures:
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  • 10 nights, hotel-to-hotel
  • All continental breakfasts and 6 evening meals
  • Holidays with gastronomic meals.
  • Holidays with wine-tasting opportunities.
  • Varied routes for nature lovers and botanists.
  • Destinations with bird watching opportunities.
  • Discover stunning historic sites en-route.
  • Lots of swimming opportunities.
  • Great vegetarian meal options.
  • Eco-friendly holidays.
  • Follow stunning coastal routes.
  • Delightful island holidays.

View holiday

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Based on 97 customer reviews, the average satisfaction rating for Holidays in Sicily is
****.

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Headwater's Holidays in Sicily 4.2912371134021 97
  • ATOL Protected (No. 9957)
  • IATA Registered
  • ABTA Member (No. W1593)
  • Relaxed activity holidays since 1985

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