Daily breakfast included.

Sicily’s typically southern Italian cuisine is interspersed with many more exotic dishes reflecting the island’s jumbled cultural past. Italian dishes like pasta alla norma (made with tomatoes, aubergine and grated ricotta) are often found on menus along with couscous (a north African speciality), or even pasta con le sarde (a pasta dish dating back to Phoenician times made from sardines, raisins, pine nuts, fennel, saffron, parsley and capers).

The Arabs introduced citrus groves to the island and a popular drink today is granita made with crushed ice and lemon. This was traditionally drunk with sweet bread dipped in it as a lunchtime snack by Sicilian peasants.

Fish is of course also abundant. Local specialities include pesce spada alla ghiotta (swordfish cooked with tomatoes, capers, onion, celery and potatoes) or tonno fresco alla brace (grilled fresh tuna).

Sicily is famed for its desserts. Why not try cannolo, a crunchy pastry tube filled with ricotta cheese and studded with candied fruits, pistachio and chocolate? Or cassata, the Arab influenced cake made with ricotta cheese, candied fruit and chocolate pieces.

Sicily is not traditionally famous for its wines, so it is surprising to learn that the island boasts one of the largest wine producing areas in the whole of Italy. Look out for the Etna DOC label and Corvo di Salaparuta. One of Sicily’s most popular wines is Alcamo Bianco – a soft white which goes well with fish dishes.

On day 3, a short vehicle transfer leads to the flanks of Monte Inici where you join a winding uphill path through holm oak, eucalyptus and dwarf palms. With luck, spot buzzard and peregrine overhead while vistas widen over Scopello and the Zingaro coastline. A final steady push rewards you with sweeping views of the Gulf of Castellammare.

The route descends into Castellammare del Golfo, a harbor town shaped by Arab, Norman and Aragonese eras. Explore lanes around the Aragonese castle and the fishing quay, where colorful gozzi boats bob against the quay wall. This is a day for soaring sea views, geology-rich ridges and a taste of small-town Sicily before you return to relax by the water.

On day 4, transfer inland to Segesta to walk beneath the Doric temple, a monumental survivor of the Elymian people, and visit the hillside theatre poised above rolling countryside. Continue to Erice, a medieval aerie of winding marble streets, ancient gates and the Norman-era Castello di Venere peering over the sea.

Erice’s cool stone squares, churches and pastry traditions speak to centuries of conquest and devotion. From its bastions, pause for photos and reflection of Trapani’s crescent harbor, salt pans and the Egadi Islands scattered offshore. By afternoon you descend to Baroque Trapani, where elegant palazzi and seaside promenades set the scene for the second half of your journey.

On day 5, board the hydrofoil to Levanzo, the smallest of the Egadi Islands, and follow a coastal path bright with lilac scabious past stone farmhouses and silvery olive groves. A guided visit reveals the Grotta del Genovese, where prehistoric paintings and engravings line the cavern walls in flickers of torchlight.

The island’s quiet lanes and low hills frame azure coves and the distant silhouette of Favignana. Returning to Trapani by late afternoon, you might enjoy a free evening to sample a citrusy granita near Torre di Ligny as the sun sinks over the channel. It’s a day of sea crossings, simple island rhythms and art that reaches across millennia.

On day 6, take the hydrofoil to Favignana and begin from the cluster of whitewashed houses in town. Ascend the old mule track to the Castello di Santa Caterina, a 15th-century stronghold crowning the peak, and drink in 360-degree vistas over Favignana and the Egadi chain.

Descend via the Neogothic Palazzo Florio, a reminder of the island’s once-thriving tuna industry, and wander past the golden sands of Spiaggia Praia. Favignana’s pale tufa quarries, turquoise inlets and saline breezes make this an easygoing island day where walking and sea views share the spotlight.

On day 7, a scenic lift sets you at the foot of Monte Cofano to begin a gentle ascent through twisted olive trees. The path overlooks the Bay of Bonagia before descending to an old tonnara, where cradled coves with sapphire waters invite a cooling dip. Continue along a cliff path fringed with red valerian and field gladioli to the seaside village of Cornino.

This pyramid-shaped limestone headland is classic western Sicily: fossil-rich strata, crumbling watchpoints and a shoreline shaped by wind and spray. Hear about the island’s tuna-fishing heritage and the seasonal rhythms that once defined life here before your included transfer returns you to your hotel to toast the week’s final walk.

In the evening on day 5 or 6, join an optional sunset stroll along Trapani’s seafront to the 17th-century Torre di Ligny, a watchtower guarding the strait. Watch the sunset over the Egadi Islands as fishermen mend nets and sea breezes carry the scent of salt. Pause to enjoy a granita—lemon, pistachio or mulberry—at a local bar.

Your guide shares stories of corsairs, wind-bent pines and the working salt pans and windmills glimmering to the south. This experience is at additional cost and bookable on tour (refreshments and any entry fees not included). It’s a gentle, atmospheric add-on that pairs perfectly with Trapani’s Baroque streets after a day on the trails.

On day 2, enter the Zingaro Nature Reserve, Sicily’s pioneering coastal sanctuary, and follow cliffside paths through asphodel, wild fennel and dwarf palms. The trail opens to tiny sandy coves lapped by sapphire waters; pause to swim or simply listen to the hush of surf against limestone. Views sweep back to the Faraglioni di Scopello and along a coast bright with citrus and pomegranate.

Established to protect this band of Mediterranean macchia, Zingaro shelters kestrels and, at times, peregrine falcons. Your route reveals the contrast of rugged headlands and coral-hued grottoes, with time to pause for photos and reflection at natural balconies overlooking the Tyrrhenian Sea. Expect an unhurried pace and the freedom to enjoy coves and viewpoints as you go.

On day 1, settle into the sleepy coastal hamlet of Scopello and meet your local representative for a concise welcome briefing. Get comfortable with the Headwater navigational app, review route notes and learn how the included walk transfers work later in the week. A gentle stroll introduces the stone-paved baglio courtyard, views of the Faraglioni di Scopello sea stacks and the historic tonnara below.

Hear a short primer on local etiquette, trail safety and the island’s layered heritage—from Phoenician traders to Norman lords—so you can enjoy a free evening with confidence. The relaxed orientation sets the rhythm for the days ahead while highlighting nearby cafés and artisan spots for a first taste of western Sicily.