Plan a 7-day Sicily and Aeolian Islands charter itinerary: Panarea, Stromboli, Lipari and Taormina, with passages, berths and a sample week.
When to go and what to expect
The season runs May to September, and seven to ten days is the right length — enough for the archipelago plus a stretch of Sicilian coast. June and September give the best combination of warm water and space; August brings Italian holiday crowds to Panarea and Lipari and fills every berth in the islands. The Aeolians are UNESCO-listed, and the volcanic geology that earned the listing is also what shapes the cruising: steep-to islands, deep water close in, and a limited number of genuinely sheltered anchorages.
Conditions are generally benign in summer, but the archipelago sits in open water between Sicily and the Italian mainland, and a northerly can make the exposed sides untenable quickly. The islands are also far enough apart from Sicily — Milazzo to Vulcano is around 20 nautical miles — that the crossing wants a settled morning.
Seven steps to planning the week
1. Choose the Sicilian end for the flights
Palermo and Catania are the airports. Palermo suits a week that starts on the north-west coast and works east to the Aeolians; Catania suits a Taormina start, which is the more scenic beginning — the town sits above the sea with Etna behind it. Milazzo is the practical jumping-off point for the islands themselves and the shortest crossing. Most weeks run one-way or as a loop from Milazzo.
2. Time Stromboli for the evening
This is the decision the whole week is built around. Stromboli erupts more or less continuously, and the way to see it is from the water after dark, standing off the Sciara del Fuoco on the north-west side where the lava runs down to the sea. It is genuinely spectacular and it is an evening event, which means the day's passage plan has to put the yacht in position at dusk with somewhere to go afterwards — usually Ginostra or back towards Panarea.
In Guest Trip: each day gets a headline and description, so an evening built around a volcano reads as the set piece it is rather than a gap in the plan.
3. Book Panarea and Lipari early
Panarea is the fashionable island and the smallest, with a correspondingly short list of berths and a mooring field that fills in July and August. Lipari is the largest and the practical base, with the best supply and the most berths. Salina is quieter and greener with good restaurants. Vulcano has the mud baths and the sulphur smell that guests either find characterful or intolerable — worth mentioning in advance. Book Panarea and Lipari as fixed points and let the rest flex.
4. Give the outer islands a day
Filicudi and Alicudi are the two western islands most weeks skip, and they are where the archipelago is still genuinely quiet. Filicudi has the Grotta del Bue Marino and a handful of restaurants; Alicudi has almost nothing, which is the point. A day out west is the counterweight to a Panarea evening, and it is the day guests tend to remember.
In Guest Trip: custom saved locations with draggable pins let the crew keep their own library of Aeolian anchorages and reuse them across the season.
5. Use the Sicilian coast as more than a start point
Taormina and the bay below it, Cefalù on the north coast, and the Baroque towns inland are worth days rather than transits. Etna is reachable as an excursion from Taormina or Catania. If the week is a loop from Milazzo, give at least two days to the Sicilian coast so the guests get the island as well as the archipelago.
6. Layer the onboard programme onto the route
Provision in Palermo, Catania or Milazzo, all of which supply well; the islands themselves are limited and expensive. Plan the ashore evenings for Panarea and Taormina, keep the Stromboli night aboard by definition, and put the spa on the quiet days at Filicudi or Salina. Sicilian wine and the Malvasia from Salina are a genuinely good excursion for guests who like a tasting.
7. Publish it as a live page
An Aeolian week moves for wind on the exposed sides and for the Stromboli timing. Publish the itinerary as a guest site the crew can edit so the plan on the guests' phones is the current one.
In Guest Trip: the itinerary publishes as a PIN-protected, branded guest site and can be updated mid-charter without re-sending.