A Sail around Sicily, where a sea of art, culture and nature will seduce you and become eternal love

A Sail around Sicily, where a sea of art, culture and nature will seduce you and become eternal love

Here’s a 7-day sailing itinerary around Sicily (with onshore activities) that balances scenic sailing legs with cultural, historical, and culinary stops. I’ll keep sailing distances reasonable so you can enjoy both the sea and the land.

Day 1 – Palermo → Cefalù (approx. 35 NM)

Sail: Depart from Palermo, sail along the northern coast to Cefalù.

Onshore:

Stroll through Cefalù’s charming medieval streets.

Visit the UNESCO-listed Norman Cathedral with its Byzantine mosaics.

Enjoy a beachside aperitivo at sunset.

Day 2 – Cefalù → Aeolian Islands (Vulcano) (approx. 50 NM)

Sail: Head north to the Aeolian Islands, anchoring at Vulcano.

Onshore:

Hike up to the Gran Cratere for panoramic island views.

Take a dip in the island’s natural sulfur mud baths.

Fresh seafood dinner in Porto di Levante.

Day 3 – Vulcano → Lipari → Panarea (approx. 20 NM total)

Sail: Short hop to Lipari in the morning, then continue to Panarea.

Onshore:

Lipari: Visit the Archaeological Museum and stroll through the pastel-colored old town.

Panarea: Chic boutiques, whitewashed houses, and a lively nightlife scene.

Sunset walk to Capo Milazzese ruins.

Day 4 – Panarea → Stromboli (approx. 12 NM)

Sail: A leisurely sail to Stromboli.

Onshore:

Evening guided hike to Stromboli’s volcano (or watch eruptions from the sea at night).

Relax at black-sand beaches.

Local specialties: fiery pasta alla Stromboliana.

Day 5 – Stromboli → Taormina (Giardini Naxos) (approx. 60 NM)

Sail: Longer passage south along the Ionian coast.

Onshore:

Visit Taormina’s Greek Theatre with views of Mt. Etna.

Stroll Corso Umberto for shopping and gelato.

Optional excursion to Mount Etna wineries.

Day 6 – Taormina → Siracusa (approx. 45 NM)

Sail: Down the Ionian coast to historic Siracusa.

Onshore:

Explore Ortigia Island (Baroque piazzas, seafood markets).

Visit the Greek Theatre and Ear of Dionysius in the archaeological park.

Dinner by the harbor with Sicilian wine.

Day 7 – Siracusa → Marzamemi (approx. 25 NM)

Sail: Final leg to the picturesque fishing village of Marzamemi.

Onshore:

Wander cobbled streets and the old tuna fishery (tonnara).

Enjoy a farewell feast of pasta con le sarde and Nero d’Avola wine.

Relax at nearby sandy beaches before disembarking.

✨ Notes & Tips:

Sicily is big! This itinerary only covers northern, eastern, and southeastern Sicily plus the Aeolian Islands (a favorite route).

If you prefer to fully circumnavigate Sicily, you’d need 14+ days.

Winds: Expect NW mistral and local breezes in summer.

Best season: May–October (July/August busiest).

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