A First Timer’s Guide to Sicily (That Doesn’t Feel Overwhelming)

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Advisor - Amneris Dominguez
Curated By

Amneris Dominguez

  • Sicily

  • Italy

  • Arts & Culture

  • Food & Wine

  • Slow Travel

  • Multi-City

Advisor - A First Timer’s Guide to Sicily (That Doesn’t Feel Overwhelming)
Curator’s statement

Sicily is one of those destinations that can feel intimidating at first, but once you understand its rhythm, it becomes deeply rewarding. What makes Sicily special is how naturally food, history, and daily life blend together. I love Sicily because it invites you to slow down, stay curious, and experience Italy in a way that feels raw, generous, and unforgettable.

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Where to stay in Sicily

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Things to do in Sicily

Me in Mount Etna

Explore Taormina and the Eastern Coast

Taormina is one of the easiest places for first-timers to fall in love with Sicily. The ancient Greek theatre offers sweeping views of Mount Etna and the sea, while the town itself is walkable, charming, and full of great dining and shopping.

Visit Mount Etna

Europe’s most active volcano is surprisingly accessible and endlessly fascinating. Whether you visit by guided 4x4 excursion or explore the surrounding lava fields, Etna gives you a powerful sense of Sicily’s raw natural energy.

Wander Ortigia Island in Siracusa

Ortigia feels timeless. Narrow streets, sunlit piazzas, and seaside promenades make it ideal for slow wandering. Evenings here are especially peaceful, with golden light and a relaxed local rhythm.

Step back in time in Agrigento

The Valley of the Temples is one of the best-preserved Greek archaeological sites outside of Greece. Visiting at sunset adds a sense of drama and scale that makes the history feel alive.

Discover Baroque towns like Noto and Modica

These southeastern towns are known for their honey-colored stone, ornate balconies, and elegant streets. Modica is also famous for its unique chocolate tradition, which traces back to Spanish and Aztec influences.

Enjoy a coastal day in Cefalù

Cefalù combines a historic Norman cathedral with a golden beach and relaxed seaside atmosphere. It is a great stop for travelers who want culture and downtime in the same place.

Places to eat & drink in Sicily

  • Vineria Modì, Taormina: A cozy, refined spot tucked into the historic center, perfect for a relaxed evening of Sicilian cuisine paired with excellent local wines. Thoughtful dishes, warm service, and a great introduction to the island’s flavors.

  • Osteria dei Vespri, Palermo: An elegant but approachable restaurant that showcases refined Sicilian cooking rooted in tradition. Ideal for a special night out.

  • Antica Focacceria San Francesco, Palermo: A classic stop for Sicilian street food in a historic setting. Perfect for first-timers eager to try arancini, panelle, and other local favorites.

  • Pasticceria Savia, Catania: Beloved for arancini and pastries, and a great place to experience everyday Sicilian food culture.

  • Pasticceria Cappello, Palermo: One of the best places in Sicily to try a proper cannolo. Crisp shell, creamy ricotta, and just the right balance of sweetness. This is the kind of cannoli people dream about long after they leave Sicily.

  • Local wine bars on Mount Etna’s slopes: Small enotecas near Etna are ideal for tasting Etna Rosso and Etna Bianco wines while learning how volcanic soil shapes flavor.

Need to know

A simple Sicily route for first-timers

For a first visit, Sicily is best enjoyed with a few well-chosen bases rather than constant moving. This rhythm allows you to experience the island without feeling rushed.

I love this flow.

Taormina | 4 nights

Start on the eastern coast, where Sicily feels instantly approachable. Taormina is an ideal first stop with its walkable historic center, sea views, and proximity to Mount Etna. From here, plan a day trip to Mount Etna to explore the volcanic landscape, and another day trip to Siracusa and Noto to experience Ortigia’s old town and Sicily’s stunning Baroque architecture.

Cefalù | 2–3 nights

Next, head north to the coast for a slower pace. Cefalù blends culture and beach time beautifully. Spend mornings wandering the medieval streets and afternoons by the sea. This is a perfect place to pause, recharge, and enjoy Sicily’s softer side.

Palermo | 3 nights

Finish in Palermo, where Sicily’s layers truly come together. History, markets, street food, and grand architecture all coexist here. From Palermo, add a day exploring local wineries in western Sicily, tasting volcanic and coastal-influenced wines that showcase just how diverse Sicilian wine can be.

This itinerary offers a wonderful balance of history, food, wine, nature, and downtime, and it gives first timers a true sense of Sicily’s personality without trying to do too much.

Advisor - Amneris Dominguez

Travel Advisor

Amneris Dominguez

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For more inspiration and insider recommendations, visit our Sicily page.