
Contents
What the Sicily skipper is responsible for
The skipper checks the boat, plans the legal route, handles sails and engines, manoeuvres in port, anchors, gives the safety briefing and decides when conditions require shelter. Around the Aeolian Islands, local knowledge matters: wind acceleration near volcanic headlands, exposed passages and busy moorings can change the day plan quickly.
Guests set the priorities. Tell the skipper whether the group wants Stromboli at sunset, long swimming stops, villages on Lipari and Salina, more sailing miles or a relaxed pace. Agree the first two days in detail, then keep the rest flexible enough for wind and sea state.
A professional skipper can shorten a crossing, swap an exposed anchorage for a protected one or return to base earlier. That authority is part of the service, not a failure to deliver a brochure itinerary.
What is usually inside the skipper fee
The fee normally covers the skipper’s time from handover to return, navigation, boat handling, safety procedures and ordinary route decisions. Ask whether travel to Sicily, meals, transfers, tip, deposit insurance or agency commission are extra.
A skipper needs an agreed berth and privacy. On many bareboat charters the guests reserve one cabin or forepeak for the skipper; on a catamaran, check whether that space is ventilated and whether a separate head is available. Do not compare quotes until this layout is clear.
Skippered charter is not the same as a fully crewed yacht. Unless a hostess or chef is named, guests should expect to provision, help with light galley tasks and keep common areas orderly.
Food, fuel and marinas on an island route
Provisioning is normally the guests’ cost. Order delivery to Capo d’Orlando, shop near the marina or plan a market stop in Lipari, but agree who chooses the menu and pays. The skipper can advise on water and storage; they are not automatically a personal shopper.
Capo d’Orlando Marina lists 553 berths, fuel and technical services and sits about 14 nautical miles from the Aeolian Islands. Marina di Ragusa lists 700 berths, water and electricity and VHF 74 for a south-eastern base. These services support the route, but overnight berths, moorings and fuel remain separate budget lines.
Set the day around a safe arrival window: departure, sail or transfer, swim stop, lunch, shore time and the latest return. A skipper may trade a long exposed leg for a shorter sheltered hop when the wind rises.

Local questions to settle before booking
Ask for the skipper’s licence and experience in the Aeolian or Sicilian area, then ask how they work with guests. Will they teach basic sailing? Who decides the route? What is the replacement policy if the named skipper is unavailable? A clear answer is more useful than a generic ‘professional crew’ label.
Clarify check-in, first-night berth, skipper travel, meals, gratuity and the timing of the return to base. If the plan includes a Stromboli evening, ask how the skipper will handle a late return and where the safe alternative is if the anchorage is crowded.
For a catamaran, discuss beam-sensitive berths and stern-to handling; for a monohull, discuss heel, reefing and guests prone to seasickness. The crew’s constraints should be known before the handover.
How to compare two Sicily skipper offers
Put both quotes into one grid: boat and dates, skipper fee, mandatory extras, deposit, provisioning, fuel, moorings, marina nights, transfers, taxes and cancellation. Mark each line included, estimated or excluded.
Capo d’Orlando’s official rate card states that catamaran transit is charged at twice the monohull rate. That is a practical reminder to check multihull surcharges, not assume that a skipper quote covers every shore cost.
Choose the clearer operating plan over the lowest headline fee. A written weather policy, emergency contact, first-night berth and substitution rule prevent arguments when the forecast changes.
Sicily skippered-charter checklist
- Confirm skipper name, licence, Aeolian/Sicily experience and replacement policy.
- Write down the skipper’s cabin, head arrangement and any surcharge.
- Separate skipper fee, travel, meals and tip from charter and mandatory extras.
- Agree who provisions, who pays and what help is expected in the galley.
- Request a route budget for fuel, moorings, marina nights and transfers.
- Define weather calls, safe-arrival cut-off and sheltered alternatives.
- Put check-in, deposit, cancellation and damage reporting in the contract.
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