Sicily: Land of Myths, Maidens and Monsters

At the crossroads of culture, <a href="https://www.butterfield.com/destination/europe/italy/sicily">Sicily</a> has seen countless civilizations come and go over the centuries, from Greeks and Romans to Phoenicians and Arabs, the French and the Spanish, all leaving their mark on the island.In architecture, the arts and even gastronomy, these influences come together to create an aesthetic that is uniquely Sicilian.The largest and most diverse island in the Mediterranean, Sicily is also the place where many legends and myths were born. From monsters to maidens, we can look to the ancient Greeks and their mythology to see how this island has served as the backdrop to the classic stories of antiquity. It’s proof of just how important a role Sicily played in the ancient world.

<h3>Sicily: home of gods and heroes</h3>In the archaic Greek world, Sicily and the Aeolian Islands belonged in the realm of Myth. To the early Greeks, it was a place where gods and heroes lived, earthbound yet somehow otherworldly.<h3>Demeter and Persephone</h3>It was on the island of Sicily that Demeter and her daughter Persephone were picking flowers when the god Hades stole Persephone away to the depths of his underworld kingdom. From Sicily, Demeter, the goddess of corn and wheat, set out in search of her daughter and so, in mythology, the seasons were born. Persephone’s time in the underworld correlates to the fall and winter season, and her return symbolizes the advent of spring and fertile lands.<h3>Odysseus’ epic journey</h3>On his epic ten-year voyage home from the Trojan War, Odysseus came to Sicily and was kidnapped by Polyphemos the Cyclops, whom he blinded in order to escape.From the Cyclops’ lair, Odysseus circled around Sicily, safely passing through the clutches of Scylla, a man-eating monster that lived in a cliff-side cave across from the whirlpool of Charybdis (thought to be the straits of Messina).Odysseus went on to visit Aeolus, the god of the winds, who lived in a castle protected by a solid bronze wall on the island of Lipari, one of Sicily’s Aeolian Islands.

<h3>Daedalus and Icarus: too close to the sun</h3>When Daedalus and Icarus made their daring escape from Crete on wings made of wax (in the midst of the voyage, Icarus famously flew too close to the sun), Daedalus made it all the way to Sicily where he built a temple to Apollo.<h3>Hephaestos: the original ironworker</h3>The god Hephaestos, who represents blacksmiths, artisans, metallurgy and fire, was believed to have kept his forge upon the still-active volcanic island of Vulcano (this is where the word comes from). It was at this location where he was believed to have formed the arms that protected the gods and heroes of the Trojan War.

To the archaic Greeks, Sicily was a place of gods and monsters, wonderfully rich and fertile, yet fraught with danger. What truth lies behind the myths?The integral role Sicily and the Aeolian Islands play in the mythology of the ancient Greeks is a reflection of the actual importance played by the islands in the growing civilizations of the Mediterranean as early as the Neolithic period (sixth millennium B.C.) and up through the Bronze Age.&nbsp;Today, <a href="https://www.butterfield.com/places-to-go/europe/italy/sicily">Sicily</a> continues to extend a welcoming hand to visitors from far-off lands. Come experience the unique brand of hospitality for yourself on a small group <a href="https://www.butterfield.com/trip/small-group/sicily-walking-hiking">Walking &amp; Hiking</a> trip, or with a completely <a href="https://www.butterfield.com/trip/bespoke/sicily-bespoke">bespoke</a> itinerary.

Discover Sicily’s mythological past—from Greek gods and epic legends to the landscapes that inspired them, shaping the island’s culture, history, and identity.

Sicily: Land of Myths, Maidens & Monsters | History & Legend

Sicily

Sicily has long extended a welcoming hand to visitors throughout the ages. It is a cultural crossroads where Greeks and Romans, Phoenicians and Arabs, French and Spanish civilizations have all left their mark over the centuries—artistically, architecturally and gastronomically. Visit Baroque towns, indulge in the local gastronomy and experience pure indulgence for the senses.

From Mount Etna to sun-kissed shores, discover Italy’s island gem

Sicily & Aeolian Islands Multi-Active

Sicily Walking & Hiking

Cycle beneath Etna and walk baroque towns on small group or private bespoke trips through Sicily, with private almond orchard lunches and rare local access.

Sicily Bike & Walking Tours | Butterfield & Robinson

Unforgettable Experiences

Breathtaking Landscapes

Poetic Discovery

Sicily is Italy turned up to eleven—grittier, tastier, sunnier and somehow even more charming. Hike through ancient ruins, lunch by sparkling salt pans and toast under the stars with volcanic wine that tells a thousand-year story. With layered history, knockout landscapes and the warmest welcome in the Med, Sicily doesn’t just charm—it conquers.

Sicily’s charm seduces all who visit 

Bespoke travel lets you to take our inspirational cues and craft them into your personalized, private adventure. Collaborate one-on-one with an Experience Designer to put together your tailor-made trip.

Bike, hike and eat across Sicily on a tailor-made itinerary. Baroque Noto, ancient Taormina, Palermo's street markets and private access throughout.

Sicily Private Tours: Baroque Noto, Ancient Taormina & Palermo Street Food

Visit lively Baroque towns, walk seaside trails and finish high in the Mediterranean sky on the upper slopes of Mount Etna. Between our explorations of history, we'll reward our appetites with an incredible array of classic Sicilian cuisine, from farmhouse lunches to Michelin-starred dining.Please note the hotel lineup for 2024:Il San Corrado di Noto,&nbsp;Gagliardi Boutique Hotel, Villa Neri

Luxurious Stays

Cultural Immersion

Land of Striking Contrasts

Sicily’s been wooing visitors for millennia—and with seaside trails, baroque towns, and volcanic drama, it’s easy to see why. Walk from ancient ruins to almond farms, feast in a winemaker’s home, and live la dolce vita at the Belmond in Taormina. With Mount Etna as your backdrop, this is indulgence with just the right edge.

Pure indulgence for the senses

The itinerary below is a sample and is subject to slight changes in routes, accommodations and activities. Please download the itinerary for your selected departure for precise details.

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Experience Designers

Walk Taormina's ancient Greek theatre, hike Etna's volcanic trails and discover hidden coves on a custom Sicily itinerary. Privately guided and built for you.

Sicily Walking Tours: Taormina, Etna Trails & Hidden Coastal Coves

Volcanic Adventure

Local Connections

Islands to Icons

From the green peaks of the Nebrodi Mountains to the volcanic silhouettes of the Aeolian Islands, this journey follows Sicily's wildest edges. Hike to smoking craters, kayak beneath dramatic cliffs, cycle quiet coastal roads and cruise along Stromboli's fiery Sciara del Fuoco after dark. Along the way, lunches in local homes and wine tastings on Etna's volcanic slopes bring the island and its people to life, before a grand finale at Taormina's iconic Four Seasons San Domenico Palace.

Experience Designer

Hike volcanic craters, kayak and cycle the Aeolian Islands, then explore Mount Etna's vineyards on this multi-active Sicily journey.

Sicily: Land of Myths, Maidens and Monsters

Sicily

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