Sicily is a fantastic destination for a seven-day sailing adventure. You have spectacular coastline, beautiful islands, ancient Greek and Roman history, traditional fishing villages, excellent food and wine, and some wonderful places to explore ashore.
My recommendation would be a seven-day sailing adventure along Sicily's northern coastline. This gives you a lovely mixture of sailing, swimming, picturesque harbours, volcanoes, walking, sightseeing and Italian cuisine.
I would suggest a relaxed itinerary rather than trying to circumnavigate the entire island in just seven days, which would iinvovle quite long sailing days and leave less time to explore.
Starting and finishing at Portorosa Marina, on Sicily's north-eastern coast.
Day 1 – Portorosa to Vulcano
About 19 nautical miles
- Collect the yacht, provision and set sail.
- Anchor or moor at Porto di Levante.
- Visit the volcanic mud baths and black-sand beaches.
- Enjoy dinner ashore overlooking the harbour.
Day 2 – Vulcano to Lipari
About 3 nautical miles
- A leisurely morning swim and breakfast aboard.
- Sail across to Lipari.
- Explore the old town, castle and archaeological museum.
- Enjoy an evening in Marina Corta, with its lovely restaurants and waterfront bars.
Day 3 – Lipari to Salina
About 10–14 nautical miles
- Sail to the green and fertile island of Salina.
- Visit the village of Santa Marina.
- Hire scooters or take a walk through the countryside and vineyards.
- Enjoy a wine tasting featuring the famous local Malvasia wine.
- Swim in the beautiful bay of Pollara.
Day 4 – Salina to Panarea
About 11 nautical miles
- Sail to the beautiful little island of Panarea.
- Explore Cala Junco, one of the prettiest swimming bays.
- Take a walk through the whitewashed village.
- Enjoy lunch at a seaside restaurant.
- Spend the evening enjoying the island's lively atmosphere.
Day 5 – Panarea to Stromboli
About 13 nautical miles
- Sail towards the spectacular island of Stromboli.
- Visit the village of San Vincenzo.
- Take an organised guided volcano walk, subject to current access restrictions and volcanic activity.
- Alternatively, enjoy a boat excursion to view the volcano from the sea.
- Watch the dramatic volcanic glow after sunset from a permitted safe distance.
Day 6 – Stromboli to Salina, then Vulcano
Allow a longer sailing day
- Sail back towards Salina, enjoying the scenery and a swimming stop.
- Have lunch ashore or aboard.
- Continue towards Vulcano, depending on conditions and the skipper's judgement.
- Enjoy a final evening in the islands.
Day 7 – Vulcano to Portorosa
About 19 nautical miles
- Enjoy a final morning swim.
- Sail back to Sicily.
- Return the yacht to Portorosa.
- Celebrate a wonderful week with a farewell Sicilian dinner.
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